In short
Davide De Pierro discusses how he built his TikTok/Instagram presence and why he believes modern dating and relationships are failing due to inauthenticity, “effortless” nonchalance, unrealistic expectations, and poor conflict resolution. He argues for self-awareness, apology, commitment, and romantic gestures (especially letter writing) as ways to reconnect with care and build lasting love.
Guest/host
Davide De Pierro, author of The Letters I Never Sent. He grew up in a church-going, Italian-American family and credits his father’s strict “be respectful/gentlemanly” rules. He started posting after an ex-girlfriend (a social media business coach) urged him to try TikTok despite him being “chronically offline” at age 37–38. His content uses a New York/New Jersey Italian-American dialect and a calm, subdued delivery rather than overt comedy.
Key claims
People still want romance even if culture pushes being single. Dating goes wrong at the beginning when people “invent” a persona. Relationships fail when partners expect perfection, try to be everything to each other, or rotate multiple dates. Wealth and social media can reduce compassion and self-awareness. The best test is how someone handles the first disagreement.
Notable examples
He cites Pretty Woman and Love in the Time of Cholera (love as the only interest; business letters written like love letters). He describes his grandparents’ devotion and his grandmother Christina’s lifelong loyalty (“for me, there was only one man”). He also references the trend of “aura/nonchalance” and the idea that women prefer men without social media.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOIntroduction to Davide De Pierro
0:54 to 2:15
Get to know Davide as he discusses his views on life and dating.
“This is a job for Indeed Sponsored Jobs.”
Journey to Storytelling
2:15 to 4:07
Davide shares his journey from being offline to becoming an opinionist.
“The way this all began, you might be interested in this, is that I was dating a girl at the time and I was, as she would say, chronically offline.”
The Essence of Kindness and Respect
4:07 to 6:02
Explore how Davide's upbringing influenced his values in relationships.
“You're literally just talking about what we talk about when we hang out.”
The Influence of Family Values
6:02 to 7:49
Davide discusses the impact of his family values on his behavior and dating.
“It's always this kindness first to elevate the partner and elevate the missus.”
Intentions in Relationships
7:49 to 9:20
Understand the importance of intentions in dating and relationships.
“So, you know, there may be some ex-girlfriends that will come in and message with some hate mail after this comment, but I always try to be respectful.”
Caring in a Disconnected World
9:20 to 10:38
Davide talks about the significance of showing care in relationships.
“be to do unto others as you want them to do unto you.”
Changing Views on Romance
10:38 to 13:43
Explore how societal changes have influenced views on romance today.
“for the most part, I'm not going to generalize too much, but it is very in your face.”
Inherent Desire for Love
13:43 to 14:06
Davide reflects on the enduring desire for love and romance in life.
“So I'd love to know what you've observed.”
The Desire for Romance
14:06 to 16:48
Discusses the enduring human desire for romance and the importance of finding beauty in everyday life.
“That I was like eight or nine years old saying, oh, I hope someday I fall in love with a woman.”
The Lost Art of Letter Writing
16:48 to 17:46
Explores the nostalgic significance of letter writing and its diminishing practice in modern communication.
“No one gets mail anymore either, unless it's a bill or something.”
Show all 43 chapters
Impact of Social Media on Relationships
17:46 to 20:11
Analyzes how social media influences romantic relationships and personal perceptions.
“You know, I received one when I was 15, but I still have.”
Engaging with Audiences on Relationship Advice
20:11 to 22:27
Discusses the dynamics of audience engagement and the different perspectives of men and women in romantic discussions.
“It's hard to say because you don't know who's silently viewing you.”
Authenticity in Romantic Relationships
22:27 to 27:48
Highlights the importance of authenticity in romantic approaches and sustaining genuine connections.
“So TikTok was somewhere around March, which I guess makes it about seven months.”
Common Pitfalls in Early Relationships
27:48 to 28:00
Identifies common mistakes people make in the early stages of relationships and the importance of being authentic.
Authenticity in Relationships
28:00 to 29:50
Learn about the importance of being authentic in romantic relationships and the common mistakes that lead to disappointment.
“I would say the beginning really is where people get it wrong the most because again, like I said before, people are generally approaching relationships inauthentically.”
The Pressure of Perfection
29:50 to 31:31
Explore the unrealistic expectations people have for their partners and the implications of seeking perfection in relationships.
“that you don't necessarily share with your partner.”
Monogamous Dating Approach
31:31 to 32:16
Discover the benefits of dating one person at a time to foster genuine connections and reduce confusion.
“I think we're, we're meant generally, we have to speak in generalities.”
Lessons from Grandparents
32:16 to 34:23
Hear heartfelt stories about the romantic commitment of the speaker's grandparents and what current relationships can learn from them.
“My brain works through role models when I try to improve habits or create habits.”
Struggles and Authentic Love
34:23 to 37:12
Understand how shared struggles can strengthen relationships and create authentic bonds over time.
“met him he died the year i was born um and he was apparently a remarkable man that people loved and one time I was hanging out with my friend and we would egg my grandma on to get stories out of her.”
Building Together in Relationships
37:12 to 42:00
Examine the value of building a life together through shared experiences and how genuine love transcends material wealth.
“And that I hope I did learn from them and that I hope I exhibit in my relationships or whatever relationships will come.”
The Value of Struggle in Relationships
42:00 to 46:00
Learn why mutual struggle can strengthen relationships and the importance of commitment.
“shining and glimmering things and i think it's far more beautiful to to gain those things together But to come from a place of genuineness, which oftentimes is linked together with struggle.”
Self-Awareness and Accountability in Dating
46:00 to 49:40
Discover how self-awareness and accountability play vital roles in successful relationships.
“But no, but for the most part, it's true.”
The Consequences of Emotional Responses in Conflict
49:40 to 56:00
Understand the impact of emotional responses on conflict resolution in relationships.
“a big part of this thought process to me as well is self-awareness and people to be able to step back and take accountability.”
The Complexity of Modern Dating
56:00 to 58:00
Exploring the challenges of modern dating culture and the importance of self-awareness.
“you don't get there unless you're going to solve things along the way.”
Navigating Friendships and Relationships
58:00 to 1:00:40
Discussing the dynamics of friendships and how they reflect in romantic relationships.
“But it's easier to do that when you're with someone who gives you that grace.”
Understanding and Accepting Others
1:00:40 to 1:04:40
The importance of accepting others as they are and recognizing personal growth.
“I feel like you never ask about me I'm like this is very awkward So actually, I think we should make a little bit more space for a little bit more criticism in male friendships.”
The Art of Getting to Know Someone
1:04:40 to 1:08:20
Effective strategies to get to know potential partners and the importance of honesty.
“And I think they do that not because they feel that they can't be themselves.”
The Importance of Initial Attraction
1:08:20 to 1:10:03
Discussing the significance of initial chemistry and attraction in dating.
“This is the one that was still in Italy, my mother's mother.”
The Importance of Genuine Interest in Dating
1:10:03 to 1:13:04
Discover why true interest is essential for successful dating experiences.
“my blood approves it's something beyond me it's something natural and now we're gonna be together or try and now along the way i'm gonna learn the rest that's way better than you know i'm just going to date whoever.”
The Role of Friends in Relationship Decisions
1:13:05 to 1:17:17
Learn how conversations with friends can influence relationship choices.
“My friends and I, we talk to exhaustion and my family.”
Writing as a Tool for Emotional Clarity
1:17:18 to 1:19:51
Explore how writing can help clarify feelings and navigate relationships.
“They can see that we all have common experiences.”
Accidental Games in Relationships
1:19:52 to 1:23:36
Understand the dynamics of playing games in romance, intentionally or not.
“For people who don't even like writing, voice note yourself.”
The Human Desire for Love
1:24:03 to 1:25:16
Exploring the inevitable human longing for love and connection.
“And I think everything we do in a way is done with the desire to be loved a little bit more.”
The Complexity of Intentions in Relationships
1:25:16 to 1:26:42
Discussing how unintentional actions can sometimes yield better relationship outcomes.
“Of course, you couldn't have possibly known that, someone will say.”
Exes and Their Spider Senses
1:26:42 to 1:28:24
Recounting personal experiences of how ex-partners often reach out at critical times.
“So everyone just archive your chats with the girl you really like and see what happens.”
Navigating New Relationships After Breakups
1:28:24 to 1:32:05
Examining the challenges of starting new relationships while dealing with past loves.
“In fact, to this day, I had a wonderful girl after I dated one of my most significant exes.”
The Impact of Past Relationships on Current Love
1:32:05 to 1:33:52
Understanding how past loves shape our current emotional landscape.
“And I think this is particularly true in the nuance.”
Reuniting with Past Loves
1:33:52 to 1:36:41
Discussing the dynamics and potential beauty of reconnecting with ex-partners.
“People always in their real life forbid or they look at it as taboo when people get back together.”
The Search for Witnesses to Our Lives
1:36:41 to 1:38:03
Exploring the fundamental human desire for companionship and validation.
“But in Moonstruck, the mother goes around asking men throughout the movie, why do men want to be with more than one woman?”
The Need for Connection and Witnessing
1:38:03 to 1:39:27
Explore how our desire for partnership stems from a need for visibility and remembrance.
“And I think that's another great reason for reconnecting with someone because it's an opportunity to reconnect with one of the very few witnesses to your life.”
Nostalgia's Role in Happiness
1:39:27 to 1:41:16
Understand how nostalgia influences our happiness and the importance of reliving moments.
“I don't read as much as you, so most of the things I reference are things I've seen versus read.”
Romanticizing the Past
1:41:16 to 1:42:52
Discuss the value of romanticizing our past and how it impacts our present and future.
“people say these one-liners like, oh, stop living in the past.”
Fashion and Authenticity Game
1:42:52 to 1:46:00
Engage in a light-hearted game discussing fashion choices and authenticity.
“And I think you have a lot to say and you say a few things.”
Transcript
Automatic transcript. May contain errors.0:01Ready to soundtrack your summer? With Red Bull Summer All Day Play, you choose a playlist that fits your summer vibe the best. Are you a festival fanatic, a deep end DJ, a road dog, or a trail mixer? Just add a song to your chosen playlist and put your summer on track. Red Bull Summer All Day Play. Red Bull gives you wings. Visit redbull.com slash bright summer ahead to learn more. See you this summer.
0:27The Gstaad Guy:When you need to build up your team to handle the growing chaos at work, use Indeed Sponsored Jobs. It gives your job post the boost it needs to be seen and helps reach people with the right skills, certifications and more. Spend less time searching and more time actually interviewing candidates who check all your boxes. Listeners of this show will get a$75 sponsored job credit at Indeed.com slash podcast. That's Indeed.com slash podcast. Terms and conditions apply. Need a hiring hero? This is a job for Indeed Sponsored Jobs. I think that's a great point you make of you just say things that come from your heart and thought process.
1:02The Gstaad Guy:Because when I watch your content, I don't think comedian. I think this is actually an opinionist sharing a lot of truth. And comedy is like an undertone or a choice of language just to make it more digestible. But really, it's a lot of wisdom in there. Well, that's very complimentary. I don't know about wisdom, but it's certainly not intended to be comical. So I'm glad that you picked up on the fact that I'm not a comedian per se, although I might have some comedic undertones or some ability to be funny. But I like to see myself as more than that. Yeah. And I think storyteller is probably the most general term for it.
1:45Again, like I told you, I have a book out now. So I'm literally trying to be a storyteller, whether it be in a one-minute video on my social media content or in this audio book, which I hope you listen to, by the way. It's called The Letters I Never Sent.
2:01The Gstaad Guy:Around the world with your host, the Stardguy, we welcome you back to the Stardguy podcast, sharing stories of excellence with those in the know for those who just know. I came to this with no intention whatsoever. however. I didn't intend to be funny. I didn't intend to do anything. The way this all began, you might be interested in this, is that I was dating a girl at the time and I was, as she would say, chronically offline. So months ago, I wasn't even on social media. Wow. Not even privately. Wow. I was just one of those dudes that just wasn't using the World Wide Web. Not even as a consumer no not even as a consumer wow not even a consumer so it was and she and she works in the social media space she's a business coach on social media and at one point she was just like why don't you just try tiktok and i was like are you out of your mind i'm 37 years old at the time i was 37 i'm 38 so what am i gonna do on tiktok she's just just i don't know talk about whatever interests you just just say whatever you want pretend that you're facetiming with friends and i said all right fine so i snuck into my car because i don't want to be seen by her doing this even though she told me to try it.
3:12And I go into my car just for the shame of it. And now people love that I'm in my car. And I just start talking about stuff. And like as if I was just talking to my friends. Yeah. And it just, I suppose it just worked. And I can't say why. I don't even know why I'm here today. Five months ago, I didn't even know who you were because I wasn't on the internet.
3:39The Gstaad Guy:but I really appreciate it. I mean, I can try to tell you why. I think I have an opinion. I think had you not been born into this generation, had you not had your ex-girlfriend telling you to use TikTok, I think you'd have a column in a magazine or a newspaper because to me, you're an opinionist with a unique and tasteful view of what's going on but with a fun tone of voice to just make it relatable and digestible. But you're basically dissecting relationships society the economy you talk about true like true problems people have with with housing and living costs for sure and you add this tone of humor where it's so relatable it's so fun I really commend you and for those listening today who are not followers of yours David DePiero yeah on TikTok and Instagram that's right I highly urge you to follow wow thanks a lot it's a great follow I really enjoy your content I appreciate it and now my my friends My friends before this happened, who have carried with me, of course, I've made no new friends until today.
4:45They're like, this is not fair. You're literally just talking about what we talk about when we hang out. And now you're going viral. And I'm like, listen, I mean, I always suspected that our private conversations were really interesting and entertaining even. uh i never thought that this many people would relate to me talking exactly as i would to my friends uh but it works i don't know it just works and i think part of it is also people have always loved the new york new jersey italian american thing which is i would say that's that's the dialect that's the american language that i employ in the videos although i have others Yeah.
5:29So I think, you know, people just enjoy that for the same reason that they enjoy the Sopranos or they enjoy, you know, Goodfellas, because there's something about the delivery even and the tone and the dialect of this part of the country that I think works. So I would love to get into delivery.
5:48The Gstaad Guy:But before that, I want to get into the actual thought processes, which are definitely deeply rooted in some values, some family values, some gentleman values in a very wholesome way. You're never preaching this like toxic, macho gentleman that we see a lot of online. It's always this kindness first to elevate the partner and elevate the missus. you know right i'd love to understand if that's always been a part of your upbringing and conversation with your friends and at home and why that's something you value and communicate so much i never thought of it uh this way but but i'm sure it certainly has to do with my upbringing i i i come from a a religious family uh my family was a very church-going family So I was in Sunday school into adolescence.
6:43So I grew up with those values. And I just I even recall my father always being very strict and a disciplinarian. And I think that that upbringing crosses over into other aspects of life that when you're a child, obviously you're not dating. but it ends up informing the way you date because he would say things that were essentially the equivalent of saying, be a gentleman, be respectful. So if we would go to somebody's house, you did not touch the refrigerator. You did not use the bathroom. You held it in until you got back home, even though you were eight. My father would always say, listen, every time we were about to enter a home, we were parking the car and he would look back behind, we were sitting in the back, and he would say, I just remember, put two, there's an Italian phrase in English, the literal translation would be.
7:38What is it in Italian? Due piedi in una scarpa. Two feet in one shoe. Which means you are tied. I mean, you are, you are composed because you have, you are shackled. And so, and I think that in that way, he was instilling a general respectability that goes beyond just behaving well as a child in someone's home and also the way that you behave going forward in relationships and workplaces. So, you know, there may be some ex-girlfriends that will come in and message with some hate mail after this comment, but I always try to be respectful. The intention is the most important part. Yeah. Jokes aside, I think that my ex-girlfriends will say that if anything, I did try.
8:24Okay. I did try to be a good person. My intentions were good. But the point being that, yeah, I think it was definitely instilled as a kid from my parents to be respectful, to be gentlemanly, to not take up so much space in a way that is disturbing. and the fact that even went on into my into my life because I was always very quiet this is funny to hear now and I kind of kept to myself and I didn't share my opinions and now here I am just letting loose but yeah I would say that would be the origin of of my respectability doctrine for sure even in dating I think it's important to just to just try your best to be kind.
9:15People are going to fall short anyway. No one's perfect. But the intention should always be to do unto others as you want them to do unto you. The golden rule.
9:26The Gstaad Guy:Absolutely. I don't want to sound like my character, but I'm going to say something my character online would say. I think the how is more important than the what in this context. And you say that now you're sharing your opinions and you are opening the doors as, which is different to how you say your dad raised you. It's like more keep to yourself more. But I think the way you're doing it is still in this very playful, if you're aligned, you're aligned. If you're not, you're not. Let's have a laugh about this topic. It's not preachy. It's not if you don't do this, then you suck. It's, hey, don't you agree this thing?
10:02The Gstaad Guy:And by the way, it's not that deep. You know, it's absolutely. It's this nice tone of voice. It's light. And I think that's missing on social media, particularly in the US. And I think that's particularly why you're resonating so well and you people are taking such liking to you and your content. There's this beautiful nuance, this beautiful humor and attacks in the details versus in your face, which I think is very Italian. Yes. And it's not so much in American media and culture where if you watch a video that's very popular in the U.S. for the most part, I'm not going to generalize too much, but it is very in your face.
10:43The Gstaad Guy:It's very, here's the title card, here's a thumbnail. You know what you're getting into before you get into it. With you, you don't know where this is going. You don't know where the conversation is going. It's like this song and dance. It has this old school Italian feel to it. And I think that's a big part of the message as well. Yeah, I would agree with that. I generally have a sleepy disposition. I have sleepy eyes. People think that I'm always tired. They just don't open very much. So I think that it comes naturally to me to look subdued and calm. There is no shouting in my videos. I'm never doing push-ups or pull-ups or something, which is fine.
11:23If you work out, I think it's probably a good thing to do. But I think that there is a nonchalance to it. There is. Despite the fact that I'm preaching to care. Exactly. Preaching. I'm not preaching, but I'm advising, I'm commenting that we should deeply care. Yep. At the end of the day, I think all my videos, particularly the ones about romance and relationships and love, are about caring. Be involved. Be present. Give it your best shot. It's more of do what I say, don't do how I look. because I'm looking very uncaring in my videos, but I actually am saying that we should be doing the opposite, that we should care more.
12:04Everyone is trying to be so cool. Everyone is trying to be disconnected. Everyone is trying to demonstrate aloofness or apathy or indifference. And I think that actually it would be so great and women in particular, I think, would be so happy if men would try harder. I agree. And be intentional about it. Make it aware that they are, in fact, trying. Look, it's fine to be effortlessly cool. Not all of us can pull it off. Maybe like 1994 Brad Pitt. But the rest of us, it's okay to care.
12:39The Gstaad Guy:I completely agree. And some of the most trending topics on TikTok right now with late Gen Z, Gen Alpha is aura and nonchalance. Both of which are rooted in not caring. Yeah. And there's a comedian I love. His name is Ricky Gervais. He's a British comedian. In one of his stand-ups, he talks about how the time period you make a comment or joke matters nearly more than the joke or comment itself. And I think this is particularly true for your content because if you were saying the things you're saying in the 70s, the 80s, people would say, I mean, yeah, no shit. What was the point of me listening to this?
13:23The Gstaad Guy:There's nothing novel about this. We all know these things, especially among Italian-Americans, I assume. Now it's such a refreshing breath of fresh air because you're one of the very few sharing this message of making an effort among all these trends of being effortless. So I'd love to know what you've observed. How do you think people have changed and why do you think you're resonating so much with this sort of message right now in this time period? I think people for the most part, irrespective of how culture and society now is suggesting that everybody wants to be single and everyone's happy to be single forever and everyone's getting divorced, notwithstanding the statistics and the fact that they that may very well be true for a lot of people i think there is still a tremendous desire for romance i think it's inherent to us we were born into the world this way maybe some of us more than others my aunt told me in italy um that when i was little and of course i didn't know this that i was incredibly romantic.
14:39That I was like eight or nine years old saying, oh, I hope someday I fall in love with a woman. And like, I was so preoccupied, even as a child with, with romance and with love. And, and I would sneak a romantic movie when I was a kid, instead of watching cartoons, I would like flip through the channel. I would rather watch Pretty Woman. I just, I just loved did. I loved love. And actually, it reminds me of, there's this great line in Love in the Time of Cholera where he says, the main character, Furenti Narisa, says, love is the only thing that interests me. And in fact, at one point, he's working as a clerk in the shipping company.
15:23He's writing business letters, and all his business letters sound like love letters, so much so that the recipients are falling in love with him, even though it's an inter-office communication. It's like, you know, please see attached, but he made it he made it more romantic. And I think that people ought to romanticize their life. And that goes with everything. It doesn't have to be just in relationships. I mean, even the way you walk around and the places that you try to go to and when you sit down and have a cup of coffee, just see the beauty in all of it. And I think that people right now, again, this is such a generalization, but to your question and to your point, I think that we've gotten away from finding the beauty and the everydayness of life.
16:08I don't know if people more or less did feel that way before. But if you look around, I mean, look at the cars in the 50s, right? There's a suggestion there that people were still really interested in making things look pretty. Or the clothes or the colors or the architecture. I mean, I think that we I think that the minimalism of modern life has also affected how we relate to each other. And I think that we should not be minimalistic when it comes to our relationships. I think we should be obsessive in in a non-toxic way. I think we should be flamboyant and love in a loud fashion and write the letters.
16:55People write love letters. No one writes love letters anymore. And it's nice. And send it by mail. It's nice to receive mail. No one gets mail anymore either, unless it's a bill or something. Or one of those things that pretends that you won the lottery. But if you get a letter from someone, it's a beautiful thing. I mean, it's become this lost art. which is why I even wrote the book that I wrote is called The Letters I Never Sent because that's how obsessed I am with letter writing. I've always written letters. I think it's a beautiful gesture and I've hardly ever received any. But there's one girl who I'll never forget because she used to write me letters.
17:35She's the only girl who ever actually wrote me back. And wherever she is, thank you. You still have the letter? Of course. And you have to keep the letters. You have to keep another. You have to keep another. And you get so few of them nowadays, if ever, that you can easily keep them.
17:48The Gstaad Guy:You know, I received one when I was 15, but I still have. Wow. See? Yeah. You know, I see what's happening here. I've understood. Have you seen Captain America? I'm bad at this. I may have seen parts of it or moments of it, but I'm not really into Marvel. Was that Marvel? It's a Marvel movie. Okay. Where basically Captain America is trapped in the ice in the 50s or something. Okay. And then they bring him back to life and unfreeze him in the 2010s. And I think you being away from social media has maintained this amazing thought process of yours, which has not been intoxicated by scrolling. I am trying my best, but my brain is like 30 % mashed potatoes because of all the years of scrolling.
18:42The Gstaad Guy:I've been scrolling for like 10 years now. In fact, I've seen, to your point, I've seen the trend that women say, find a man who doesn't have social media. It's true. It's become a thing now. It's like if you don't have social media, you're attractive in a way. Yeah. But I used to think of it as a creator. Like I thought women like that because the person had no social presence. but speaking to you I'm also seeing it actually impacts the way you think consuming content like the lack of even consuming content can make you be more rigid and positive ways of thinking because you're just ineffective by these new trends yeah I would I never thought of it because I I never had reason to think of it but I would I would say that's probably true I mean when I think When I think about how to engage romantically, I still think about Richard Gere and Julia Roberts in Pretty Woman.
19:39Because my mother showed me that movie 90 ,000 times as a kid. I don't know who's out there. There's probably like dating coaches or something saying what you should do online. And I would probably disagree with most of it. But now that I do have social media, I find myself occasionally scrolling. And I do disagree with 99 % of what I see. so yeah I guess a part of me has not been tainted so to speak by all that but it's also because to be fair I'm old I mean you're not old I'm older than you you're a little older I'm not Gen Z so I'm part of that strange generation that will be the last generation ever to have fully inhabited both worlds the world before and after the storm so yeah I guess I still carry that with me
20:26The Gstaad Guy:Is most of your audience, people wishing their partner would act that way or people who you think are learning and adapting accordingly or they relate? It's hard to say because you don't know who's silently viewing you. But the comments typically, when I'm talking about relationships and behavior and how to be and how to interact with, usually with a woman. I'm speaking from the male perspective, which is so interesting. I'm speaking from the male perspective and I'm speaking to men, but women end up being the viewers. So the voice is a man speaking to men, but somehow women have gotten all of the, well, not all of it, but predominantly women.
21:07And the comments usually are women who seem to be saying that they wish they were receiving this kind of approach. So there could be thousands of people watching agreeing and saying, yeah, my man already does that. I don't know. But the only comments I get are, are you men listening? That kind of thing. Like, he gets it. He understands us. With this clap. Exactly. But I really don't understand. They only knew how little I understand. No one understands. You can never really know a person, let alone a woman as a man.
21:43The Gstaad Guy:I get very similar feedback on my videos criticizing men. I'm actually playing my character Constance, speaking to men and telling them how they can do better. Most of the engagements on those is women saying, like, preach, start a course, start a university. Yeah, I don't really get hate messages. Like, once in a while, you'll get the guy who says, oh, stop pandering to women. Or, oh, what a simp, which I have to look up what that was. These words. But generally speaking, the engagement is positive. It's supportive. I have yet to experience the ugliness of the internet. So I don't know. I just got here.
22:26So maybe it's coming. But how many months has it been? So TikTok was somewhere around March, which I guess makes it about seven months. And Instagram was somewhere around the middle of July. so yeah no the this the the trajectory and the speed of this is absurd apparently it's crazy i didn't know why people tell me always i have other people who have been doing this for a long time like or a much longer time like you or other people who reached out to me and and and the general reaction is always i don't think you know what you're doing like i don't think you understand how fast this is and i'm like i don't really care i mean yeah it's also it's i've been making
23:07The Gstaad Guy:content for seven years this January through this account. It's very rare and difficult to have such a strong foundation of consistent engagement, which when I look through your content, you have. That's an amazing thing. I wish I could tell you what I was doing. Then I would sell a course for $90 ,000 a month and quit my job. But I don't know. I don't have the secret. I just get on there and I say the same things I would say to my friends about anything that comes to mind. And that's it. Just try to tell little stories. I mean, I feel like every video is a little story. It is. It is. So for those listening to the podcast today and looking to learn from you and learn your ways, I'd like to...
23:52The Gstaad Guy:I don't recommend. No, I'd like to walk through the process that people engage with the most in your content, which is the romantic category. Yeah. Right? I agree. Beginning to end. where do you see people fail today and how do you think things should be done instead so let's start with the approach someone is at a bar a guy's at a bar he sees a girl he likes what does he do oh my goodness you're asking me well my my my go-to pickup line um listen i i it's hard for me to say in detail, do and say this. So I'll just generally say that I think it's paramount to be yourself because whoever it is that you are will come forth eventually.
24:44What is the benefit? What do you gain from getting the attention of someone momentarily or for, or even for a few months if in the end they're going to discover who you really are and they liked some other version of you. People don't even put their best foot forward anymore. It used to be people would put their best foot forward. Now people put their invented foot forward, their fictitious foot. They're not even being a part of themselves. They're being someone else. And I've done that. I mean, I've done that. I've done it for many, many years. But now I'm old enough through trial and error to have discovered that doesn't lead to anything because sooner or later you have to be who you are yeah and someone is going to love you for the way you actually are and it sounds trite and and and like a cliche but there really is someone for everyone but your best bet is to just be yourself because that way you can get to that place sooner authentically yeah you know my i had an aunt another aunt in italy so i grew up with a lot of women uh but not sisters as people think people A lot of commenters think, oh, he must have so many sisters.
25:56No, I had a ton of aunts because my mother was the eldest of nine. And I grew up with all these aunts in Italy when I was a little boy. And then I would also go frequently in the summers, even once we moved to the United States. Can you share the stereotype about Italian aunts? Oh, well, my aunts are fabulous, fabulous women. They're all very well-dressed. So that's stereotypical, I guess, of Italian women. What's interesting, this is probably not what you were asking. But when you go to Italy, and this is also true in other European countries, and now this is shifting into your content, I think, but you'll see women going to the grocery store dressed like they're going to a dinner in New York City.
26:38And you don't see anybody in leggings or as I said once, I think in one of my videos, like what happened to all these women in wrestling suits? When did this become a thing? but this one particular aunt just to round out the question you asked me said to me very early on and of course I did not take her advice because I was too young to understand it but now I get it she said to me there's a difference between being impressive and being loved there's a difference between being interesting and being loved and I think we try so hard again to be interesting to be cool to say the right thing to wear the right things to come across the right way and no one's going to really love you for any of that.
27:20And if they do, then they're not loving you for who you are. So at the end of the day, someone is going to love you for absolutely no reason. And so the quicker you move away from the idea of what you want to be or what you should say or what line should I use and you just be yourself, I think, is the fastest route to success because you're going to be successful with the right person. being successful temporarily with the wrong person I mean that's a victory that really isn't a victory so forget the pick up lines longevity absolutely is what it's all about forget the pick up lines if you're going to go up to a girl at a bar I don't know what to tell you I don't know what you should say say whatever it is that you would say as yourself
28:07The Gstaad Guy:I really appreciate that where do you think at what stage do you see things going wrong the most of early in relationships? I would say the beginning really is where people get it wrong the most because again, like I said before, people are generally approaching relationships inauthentically. So they're playing a part very early on. And that's why you always hear people saying, oh, my girlfriend changed after a while. My boyfriend changed after a while. And they used to do this and it used to be that. And the reality is that they were just, they were doing too much. They weren't being their authentic selves.
Read the full transcript
28:53It's okay to be romantic and to make gestures if that's in fact who you really are. But if you feel like you're approaching relationships in a way that is not sustainable, that is how everyone ends up getting disappointed. And then they move on. And I think this ties in with another problem, I think, another mistake, if I can use that word, that people make in relationships is they expect too much of another person. I think somewhere along the way. We started dating in a way that required our partner to be our best friend, our lover, our business partner, our therapist. and it's okay if your partner is in fact your best friend.
29:40I think it's lovely when people say that, but you should still have best friends and you should have a life outside of your partner and you should have a support system outside of your partner and you should have hobbies that you don't necessarily share with your partner. If you like fishing, your girlfriend doesn't have to go fishing with you. It's okay to have different interests. You don't have to be everything to someone and I think there's so much pressure now Now, people are out to find their soulmate. And I don't even know what that means. But I think that what people think it means is that it's someone that is so perfectly designed for them.
30:18And I think so the other mistake in relationships would be to expect perfection rather than recognizing that a relationship is something that is just built over time. I think about my grandparents who married one of the 13 girls in their village. You know, they didn't have dating apps and social media. They didn't have this illusion of infinite choices. You just picked somebody that was relatively nice. And you made it work, you know. So I'm not saying we should do arranged marriages. But I think we've gone too far now. I think we're dating too much. And some people might disagree with that. But I think that when you date too much, you're just confusing yourself.
30:59So another piece of advice I would give. I'm giving advice now. I'm not qualified for this. But another piece of advice I would give is be monogamous in your dating life. So what I mean by that is try dating one person at a time. I'm not saying it might be two dates, but only at the conclusion of those two dates, go date someone else. But when you have like hedging your bets, when you're dating six people at once and one person is on Wednesday, one's on Friday. And then next week you'll see them again. And both of them, you're just, no one is built to be able to deal with that confusion. I think we're, we're meant generally, we have to speak in generalities.
31:40Otherwise we can never speak at all. I think generally speaking, people need to be able to, uh, focus on one person, even if it's just for a week and then move on, but don't, don't have a massive rotation. If you're intentionally trying to meet someone, if you don't care and you just want to have fun and date a bunch of people, then that's fine. Just be honest about that. Yeah, but if you're intentionally dating, I think it would be well worth it to date one person at a time, even if it's briefly, but just focus your energy on that person, and if it doesn't work out, then you can go on another date with someone else.
32:14That's my advice.
32:16The Gstaad Guy:I like it. It's very useful. My brain works through role models when I try to improve habits or create habits. I have people around me are people that I want to get closer to that are either very successful in their career or their family lives or in their health and the way they care for their bodies. And I try to watch the way they approach life and pick up one or two things here, pick up one or two things there. I think a lot of people share that. When it comes to relationships, are your grandparents that you You mentioned that beaming light you like to work towards. I wish I could say yes.
32:57But, you know, those relationships were very, very different. I think I would like in my life to have a tremendously romantic marriage. You know, my grandfather, I came from peasantry. Okay. And you are European as well, I think? Yeah, from London. So you understand this. So particularly in Italy, and I think it's true and generally in Europe, there's very little social mobility. So if you were born to farmers and peasants, you can be sure that your family has been poor since Julius Caesar. OK, you like there was no like, you know, rich great grandfather that then lost the money and then no one loses the money in Europe.
33:48No one loses the money. If you were the Duchess of Venice in 1460, whatever you're up to now, you still have all of that money. OK, so my grandparents were peasants. OK, my grandfather didn't have shoes until his wedding day. so so but nevertheless nevertheless um i do have a beautiful uh romantic love story for my grandparents my my my grandmother has been a widow since her early 40s um my grandfather died i never met him he died the year i was born um and he was apparently a remarkable man that people loved and one time I was hanging out with my friend and we would egg my grandma on to get stories out of her.
34:38She's this little old Italian-American lady now. She speaks neither Italian nor English, which is typical of... Ambiguous. It's typical of people who came here in the 50s and never really learned either language. And in her broken English, my friend asked her, Christina, Christina, why didn't you ever remarry? And she went, for me, there was only one man. So she met my grandfather when she was a little girl and and they they married and they came to America and there was nothing else for her after that. And, you know, I'm I'm not saying that people shouldn't remarry or whatever, but I think every man privately.
35:25hopes that if they pass away, their girlfriend will never touch another man. But my grandmother actually did that. My grandmother never so much has held another man's hand.
35:34The Gstaad Guy:Wow. And there's a beautiful romance in that. I don't know what we can take from that. But yes, I think that in part, I probably did derive some inspiration from these stories. I think I saw women and men, especially women actually to be fair who were incredibly committed only god knows what the men were up to when they were working in the factories in france and then coming home just for christmas but i hope i'm sure my grandfather was a wonderful man but but my grandmother who was home uh this is my other grandfather but this is on my mother's side my grandfather would literally come home once or twice a year and that's why they had nine children um and i think it was 13 pregnancies because he would literally come home from the factories.
36:21They would just send money from wherever they were working and then they would come home and conceive. So every year there was a child. But the women that I grew up with and around were incredibly pious and Christian and devout and loving and hardworking people that I don't think I could ever find such a woman, nor would I deserve one, nor would I expect anyone to deal with what my grandmothers did because it is, in fact, nowadays impossible and perhaps even too much to ask or to want, and I don't want that. But I think that what I learned from them, at the very least, which we can translate to any time, is devotion, is loyalty, is family.
37:20And that I hope I did learn from them and that I hope I exhibit in my relationships or whatever relationships will come.
37:29The Gstaad Guy:While you're saying everything you're saying, and thank you for opening up about your grandma, your grandma Christina, Christina, right? Christina, yeah. I think I'm trying to piece one thing together, which might make sense, and I'd love to hear what you think. Your grandmother and grandfather shared struggle. And I think through struggle, people earn mutual loyalty, respect and devotion. And in the absence of struggle, I think it's difficult to assume those things artificially. and the ability to get through struggle with someone and have that grit to commit to, we're going to do this together no matter what, no matter how difficult it's going to be to go from Italy to the US and board this ship and do all these crazy things.
38:21The Gstaad Guy:We'll get through this together. And I guess where I'm going with this is, I think mutual struggle and being able to share struggle with someone might be part of that foundation that the last generation went through. A hundred percent. I don't really mean this, but I'm going to say it to be provocative. I'm not so certain that wealthy people love each other. And what I mean by that is there's something inherently transactional about marrying a wealthy man. Sure, he might be handsome and you're attracted to him, or he might be lovely and he's wonderful. But it's hard to get away. And I'm sure rich men, which I am not, maybe they can speak to this for me, might agree that they probably struggle mightily in ever knowing for sure.
39:14And they're probably very careful in their dating life because they need to be sure that this person actually loves them. My grandfathers can be sure that my grandmothers loved them because they offered nothing other than their hard work and their care and their love. But I'm always fascinated by, and these are the people I grew up with and amongst, I'm always fascinated by the stories of common people and particularly even their love stories because there is such an authenticity and a genuineness to it because they offered each other nothing but struggle. There was no gain in being together. other than to be together.
39:58And even to this day, I mean, you know, most of the world is still either living in poverty or working really hard. I mean, these are people that I speak to and for every day in my videos. I mean, that's the world that I'm from. Disregard this fine jacket. But typically, I mean, these are people that I've been around my entire life. I grew up in inner city America. You know, we we we we we struggled as a family at times. And I'm not I'm not a child of. Of means I didn't grow up in that kind of a community or that kind of a family. And I think that what I've seen. In sharing space with that kind of community and those kind of people is that there's just a there's just a greater authenticity to the way that they love and you can be sure of it i think that you can be sure that someone really loves you when you can offer them so little no that sounds terrible i think we should be trying to to offer each other things um but it's hard it's it's it's hard to to be sure of someone that you haven't struggled with to your point yeah and when you build something together there's a beauty in that i think there's a beauty in building together i am i think there's that there's that phrase that you see online sometimes and you have to always forgive me if i'm wrong when i say these things because i don't know what's online but i think it's something like um let's build our empire together yeah um i don't know no one's building any empires together people always say like i'm find your king and your queen listen find your peasant find your peasant who's gonna buy shoes for the first time on his wedding day and who's gonna devout his life to you um and and the same thing goes for men too i i think that we people are so attracted to the shining and glimmering things and i think it's far more beautiful to to gain those things together But to come from a place of genuineness, which oftentimes is linked together with struggle.
42:20Now, that doesn't mean that you have to be starving to find meaning or beauty or love. But I think that I would encourage people to not jump ship the first time things get difficult with someone. Absolutely. I agree. That's the only reason why these marriages lasted. It's not because they were meant to be or because they found the best person in the world. It worked because they committed themselves to making it work.
42:53The Gstaad Guy:I really resonate with a lot of what you're saying. And I do agree that the mutual struggle absolutely sets a really strong foundation. But in similar ways that you observe your audience and observe the people around you as a part of your career and a part of your presence online, I do the same. And with Stadgei, a big part of my job and my content is observing the world of the wealthy. And I do agree on the point of struggle, but I wouldn't give financial success so much credit. And what I mean by that is I've seen beautiful, wholesome, stable and strong marriages of people who live with financial scarcity and people who live with financial abundance yeah certainly certainly and i think the struggle can be non-financial to still bring them together and i think conflict resolution and problem solving is the main thing here.
43:54The Gstaad Guy:I think when someone is incredibly wealthy and they acquired that wealth easily and they never had to fight for anything, it's going to be a tough time dating a person like that. Because when one thing goes wrong, they'll likely walk away. Everything has been abundant. Yes. But if a couple or a person has had struggles in other categories of their life, could be some sort form of loss, could be some form of medical trouble, could be anything in between. I think they are taught that grit and how to problem solve in categories that transcend and that allow a relationship to flourish. And
44:40The Gstaad Guy:I think looking for those problem solving skills that we were talking about, looking for the way someone acts during positions of struggle is a great way to vet someone early on. I think as you were saying earlier the beginning is probably the most important part I think the first and second fight and argument or struggle is really important because if someone's approaching that no matter what financial resources they have or let's say you don't even know those things at that point the way someone's approaching struggle and approaching an issue if they're doing it through compassion through time investment through understanding versus just like throwing money at the problem or throwing emotion at the problem, throwing anger, you can learn a lot about the person and how they solve conflict.
45:33The Gstaad Guy:And I think that's something that I would say is really important to me. I think I'm much more interested about the first disagreement I have with someone I'm trying to date rather than the first amazing day we have together. Yeah, for sure. I want to see how she's going to solve an issue with me and is she gonna freak out and find something to blame or is she gonna pause and work with me on finding ways we can improve yeah and i find that people who have had to improve things and fix things no matter the category are the people who i admire most so i think we're saying the same thing yeah i agree i agree yeah the opener about wealthy people was just me being provocative or just mean just just saying things just for the sake of it.
46:16I appreciate it. But no, but for the most part, it's true. For the most part. Well, I mean, I think there's that famous line. Jesus has something along the lines of, it's easier for a camel to pass through the eye of a needle than for a rich man to enter the kingdom of heaven. Now, of course, metaphorically, all that means is that you can be rich and still go to heaven. But I think metaphorically, what that means is that When you are so tied and bound to these material things in life, it alters your ability to be compassionate, to be good, to be loving because you're not focusing on the right thing.
47:00So at the end of the day, you can be wealthy so long as you still maintain your ability to focus on what matters more in life. Absolutely. Like compassion, like kindness, like love, like being a good person. So to the point of conflict in relationships, I think it's I also agree that it is paramount. One of the most stressful situations you can find yourself in in a relationship. And I've been in it. I've been in a relationship where every argument felt like it was a potential breakup. I mean, the anxiety of that, the stress of that, where. you never feel perfectly safe to have conflict because you think that this person is going to walk away for no other reason than the fact that things aren't going perfectly.
47:42And I think you're right that it's important to be with someone that can struggle with you, that can have conflict with you, and that can resolve these things, and that still loves you through it. And I think that that is the comfort and peace and confidence that you get in those relationships like my grandparents. There was no thought of not being together. It's not even part of the equation. Now, we can say that that's a product of the times, of the culture, of the religion and it may be so but be that as it may it was it i think it's i think that inherent in the success of a relationship is having both feet in at all times and if there's even just the sense that someone is going to walk away because there's some momentary struggle there's an illness there's some other kind of conflict.
48:47I think that that's not a successful way to be together. I agree. Of course, there's an exception to everything. Again, as I said earlier, if we speak generally, then we can't speak at all. Someone says, well, but what about if... I'm sure. I'm sure there are reasons to leave someone. But generally speaking, I think that we have to try to be fully committed to the cause. and that includes storms come. I mean, it rains on the just and on the unjust. There's highs and lows for everyone. And so we have to form relationships with people and also be that person. We have to be that person ourselves too.
49:29Be someone who can overcome difficulties with someone rather than just abandoning at the first sign of difficulty.
49:40The Gstaad Guy:Absolutely. Fully, fully aligned. a big part of this thought process to me as well is self-awareness and people to be able to step back and take accountability. It's actually one of the first things I look for in someone that means the most to me. No matter how small or minute an error may have been, but just the ability for someone to say, hey, by the way, Davide, that thing yesterday, my bad, you were right. To be able to set the ego aside and look at oneself across categories means so much to me, even in partner selection. I have no right to expect something in someone habitually, lifestyle-wise, that I can't do for myself.
50:25The Gstaad Guy:And I spoke to someone over the summer who was telling me that she really wanted to find a guy who's ambitious and she just can't find an ambitious guy. It's impossible. But she's the least ambitious person I met her in my life. So, I mean, of course, I mean, I think an ambitious guy wants to be around an ambitious girl, so you can share that ambition. And I think self-awareness today is rarer than ever because maybe social media or conversation just qualifies bad behavior and bad thought processes. I agree with that. I think that we have a tremendous deficit of self-awareness right now in society.
51:07you could also see it like as you said in dating um people will frequently want far more than they can offer and and we and typically people have an inflated sense of self and like you have these guys online who i'm thinking about some of my videos as i say this but you know you have these guys online with the basketball shorts and the slides with socks on and they want a date of a tour secret model and it's just like listen you know there's someone for everybody but you have to be realistic too you have to you have to date in your in your lane um i think there was another one was something like like women aren't expensive you just have to date one that you can afford right like like if you're a if you're a toyota guy you know that's it yeah you can't try to date a lamborghini that's fine and that goes that applies to me too like i'm not i'm not going to date should i name drop someone that i want to date yes i'm not gonna date i don't know i don't know I don't know celebrities because I'm not online like that.
52:03Whatever, a really pretty model is not going to date me probably. Well, she wouldn't have five months ago. Maybe now she will, which means I definitely don't want to date her because I'm old enough for this to have happened to me at a time where I'm not going to be led astray. But to your point, because of my self-awareness, because I know who I really am, we're all always learning ourselves. But I think that being self-aware is critical in a relationship and being apologetic, as you said. There's nothing more beautiful than someone who apologizes and people so seldomly do. I'm on the other end of the spectrum.
52:42I am too self-aware. I think it's neurosis. Like I'm always seeing myself outside of myself. And I think it's what informs the content. I think that's how I make these videos.
52:52The Gstaad Guy:I'd rather that than this. Yeah, yeah. Self-aware. So I will apologize so quickly. The problem with me is I may still make the mistakes. So I think women that I've been with will say, oh, Davide is very apologetic. He just keeps making mistakes. But at least that's, I want to say that that's a little bit better than being someone who is never self-aware, never apologizes, never sees the fault in their thinking or in their doing. and quite frankly people like that are insufferable. I can never date someone who's always right and who's incapable of compromise and stepping back and saying, oh, you know what I did there probably wasn't the best way.
53:40I'm sorry for that. Let's try this again. So yeah, I think it's critical. I think it's critical to relationships and to everything in life to be a person that is self-aware, that doesn't have an inflated sense of self. Humility will forever go a long way, I think, in every aspect of life.
54:00The Gstaad Guy:Yeah. I had a boss in the past who told me, as well as that, if someone can't say something both calmly and simply, they don't understand it well enough. And people who are usually getting amped up about a topic, sometimes it's passion, but often it's actually to replace the knowledge needed. It's like taking this extreme view, extreme stance, full of emotion to make up for being able to justify the action or explain why something went that way. I think that's a good point. I think that's well said. I never thought of that, but I can see that. I can see how sometimes being the loudest person in the room is really just a form of aggravation.
54:43You're aggravated with the fact that you can't say what you feel or defend what you think.
54:52The Gstaad Guy:To defend what you think I think really stands out in relationships too. And I think it's not just verbals, also actions. It's, as you said earlier about this, everything ends up in a breakup. Instead of solving this problem, I'm going to raise my voice, storm out of the room, and if you want me, take me as I am or don't take me at all. It's like this, I am who I am. And I think that's quite cowardly instead of actually pausing and trying to understand the other person. Of course, I'm not perfect at all in this scenario. My emotions have gotten the best of me a hundred times. But I think it is much better for the future of a relationship to try and fix things rather than replacing things.
55:40Yes. No, we're definitely living in a time of replacement first and no one wants to ever fix anything. And that just doesn't, inherent to that is a lack of sustained success. You can't, if you're going to be with someone happily ever after, you don't get there unless you're going to solve things along the way. And the dating culture now is just... . . . Thank you. Try something on and throw it away. And then people are shocked that they end up alone, unhappily alone. If you're happily alone, then God bless. But if you want to be with somebody, as you say you do, I mean, you're on the dating app, so presumably you want to be with somebody.
56:30Although sometimes people will say, I'm not ready for something serious. We met on a dating app. I don't know if I want a relationship right now. I'm really going through that. Why did you match with me and have a conversation with me for three weeks? What were we doing then, if not that? But if you are, in fact, authentically trying to be with someone, that requires you to change at times while being yourself. Not change who you really are, but sometimes who you really are might not be that great. And maybe you can make some changes, you know. And then also to be someone who is willing to accept working with someone as they change.
57:07We have to give each other some grace. there's something that I say in the book that I put out which actually is a line from an ex-girlfriend so I stole her line what are you going to do but she always used to say it's really hard to be a person and I love it's such a simple sentence and usually those are I find those to be more poetic I don't like big words like Hemingway used to hate big words just say just string a lot of simple words together in a beautiful way and I think that's a beautiful sentence which is it's so hard to be a person. And I think sometimes we deal with each other forgetting that we're all doing this for the first time.
57:47We're all figuring out how to be. And if we approach each other with more grace and ourselves, I mean, we have to be graceful with ourselves. We can't be too hard on ourselves either. But it's important. But it's easier to do that when you're with someone who gives you that grace. And what I wish for everyone and for myself is to be with someone that is graceful, that holds space for their difficulties, their insecurities. We are all so insecure. Can we all stop acting like we're just so proud of ourselves and we're so confident? Certainly, we can have moments of that, but we contain multitudes.
58:27I mean, we're complex people. We can be incredibly confident at times, and at times we can be deathly insecure. and expecting our partner to always be super cool and to never require any affirmation from us and to never need us. People are so preoccupied now with avoiding so-called toxicity and having just completely just easygoing relationships at all times, smooth sailing at all times that we forget that people sometimes are going to need us. And that's okay. It's okay to be fragile. And I think that we have to hold each other more gracefully in relationships and make space for that humanity instead of trying to be perfect and expecting perfection.
59:20The Gstaad Guy:I love everything you're saying and even in the categories of friendship I think a lot of what we want in partners is what we want in friends and even our family members and just people in our lives and approaching friendships in the same way I think is at least good practice, it's like your friends are already your friends, be more peaceful to them and make it a bigger part of your DNA and make it who you are versus just trying to perform for your partner, but then being an asshole to your best friend. Exactly. Yeah, I agree with that. Although I will say that I think men take this too far. Like there's nothing that can end my male friendships.
1:00:00We could not speak for eight months. And she's like, hey man, how you been? And no one gets mad at each other. So sometimes we take it too far. But I think women are a bit more critical of each other in friendships. And they actually have, I'm always amazed when I discover that women have friendship breakups. man I've never broken up with a friend I might not see him for six years and he may never ask anything about my life but when I see him man everything is great I agree it's my best friend's birthday for 25 years yeah nobody cares one time a guy friend kind of corrected me and it was awkward it was weird for us it was a weird moment I was like alright let's never do this again what did he say?
1:00:39I don't know he was just like I feel like you never ask about me I'm like this is very awkward So actually, I think we should make a little bit more space for a little bit more criticism in male friendships. But generally speaking, yes, we should expect less of each other. And I mean that not so much and be a doormat and let people just use you and abuse you. But we never know what people are going through. And we never know what it means to be someone else. We never really know anyone. We hardly ever really know ourselves. and I think that it's important to just accept people as they are. Sometimes people will say, don't you wish you could change your father or your mother?
1:01:28And I am particularly of this belief when it comes to older people. What are you going to change? They're seven years old. This is what they are. This is it. So instead of people who are constantly having arguments with their parents when you're adults, At some point, you have to just accept that they're old and this is how they are and all the things that form them to be who they are. I'm not out here trying to convince people to change or to be different. I would much rather just take the best of them and then just don't hang out with them as much. That's it. It's really not that difficult. People pound their head against the wall trying to change people.
1:02:13And I think that's time poorly spent. I think it would be a much better use of your time to take the best of everything and leave behind the worst and carry on with your life. Yeah, take it to face value. Yeah, for sure. For sure.
1:02:35The Gstaad Guy:when you're getting to know someone or when someone's getting to know someone. And really the game you're trying to play is let's figure out as soon as possible how compatible we are so we don't waste each other's time. Yeah. Right? Let's not, as you said, text for three weeks and then realize the third week, oh, we're misaligned here. Do you think there are good ways or bad ways of getting to know a person as well as you can as soon as possible. I'll preface this by saying that I'm awful at this. So I am historically someone who doesn't really get to know people or rather give people time or chances to learn more about them.
1:03:24I've always been a, I'm not going to be so forced to say love at first sight, but I've been a, I can love this person at first sight. I don't know, something happens to me chemically I just viscerally feel that I'm attracted to this person and I engage them and I try to find out who they are over time. But by then I probably romanticize them and idealize them. And that's why I'm single. But so I think it is time to start getting to know people a bit more and give people chances. And I think that one way to get to know people is certainly to do with them the things you care about. again this is this this goes in line with what we talked about earlier it's it's it's it's so important when you're getting to know someone to be yourself to say what you really think there are people out here who find out months into a relationship you know their political views or or their or their religious views and i just feel like i personally don't put great stock in much of these things.
1:04:28But if you do, you should probably let them know early on. And people, again, are so frequently putting on mask upon mask upon mask. And I think they do that not because they feel that they can't be themselves. It's so odd. People complain like, oh, I just have to put on a show where nobody loves me. I have to put on these masks. But then I'm told that that I'm supposed to just be myself. I think it comes from, really, it comes from a place of fearing that you will not be loved as you really are. You're putting on these masks not because they're expecting it of you, but because you're expecting it of yourself.
1:05:11You are afraid to be who you really are because you don't think that person deserves the person in front of you. And so it's so important to work through that. I challenge and I beseech men to please work through things. Women are going to therapy for everybody. Women are going to therapy for everybody. The numbers are clear. Women are going to therapy more. Women are reading more. Nobody reads anymore.
1:05:45Work on yourself. Go to church. If that's something that speaks to you, go to church. Or listen to his podcast. Listen to his podcast. Buy my book. Do something. But don't just give up on self-improvement and then try to mask all of that when you're dating and then be disappointed and frustrated when you find that it didn't work out. You have to. It's so cliche, but it's so critical to love yourself because only upon loving yourself can you be yourself. you're no longer afraid to let loose and be who you really are and say what you really feel and what you really think and that is how you get to know someone by having real conversations by exchanging thoughts that are actually yours rather than just kind of pretending to be someone to see how far along it'll get you it's not going to get you very far and it's going to lead you to discontent So as far as getting to know someone and learning someone, I would say that it all begins with honesty.
1:06:56You have to just be honest. That's the fastest route to getting to the truth about someone and yourself. I have an analogy for how I date and I'd love to hear what you think about it.
1:07:14The Gstaad Guy:I like to manage my dating life like a really well-run nightclub. And what I mean by that is I'm really strict at the door. Date one to date five, early days, that's my door. I'm asking all the questions, something I don't like, something that I see that I don't like. I don't want to work through it that early on. I want to move on to the next person trying to get into the club. Door's closed, sorry. This is not the club for you. But once the person made it through the line and they're inside my very well-run nightclub, I'm a welcoming host I'm kind and I'll work through trouble the reason why I give a really well run nightclub because what is a poorly run nightclub it's the door is open to everyone come on in and then once you realize there's a bad actor inside and a bad behavior inside you kick them out they don't want to leave they're holding on to the door but my friends are still here and this whole mess but if you're strict at the door people inside are actually typically having a good time and they're quite value aligned I love that analogy that's how I like to I think be very strict early on but then be very kind, welcoming and gracious once they've made it through the audition stage absolutely I love that analogy, that's great, I'm going to do a video on that and pretend that I came up with it and I'll tag you and just block, I'm going to block you I think it's a great analogy, it reminds me again of something my grandmother used to say I love grandma Christina This is now Nonna Rosa.
1:08:47This is the one that was still in Italy, my mother's mother. I love them both. I do too. So she would say something along the lines of, if it's not sweet in the beginning, then what is the point? And so to connect that with your analogy, I would say that the initial interaction has to be effortless. You have to just feel that compatibility, that desire, that interest, that romantic passion. And then you let them in and you learn the rest because the foundation was something out of your control. It was something that just happens to you, which I think is necessary. I think it's necessary to be a little bit all over each other in the beginning.
1:09:40And then as time goes on, with the person you've carefully selected, because, you know, as E.E. Cummings says in a poem, my blood approves and kisses are a better fate than wisdom. which is to say that early on it's not about logic it's not about knowing it's not about i i have this you know this this uh list of categories and these boxes to check it's you know my blood approves it's something beyond me it's something natural and now we're gonna be together or try and now along the way i'm gonna learn the rest that's way better than you know i'm just going to date whoever. I'm not even particularly interested in this person.
1:10:26I don't really have that good of feelings for them or strong feelings for them, but we're just going to see what happens and we'll figure it out along the way. You know, so now actually I'm backtracking. Earlier on, I chastised myself for not letting people in. I'm going to keep doing what I've been doing, which is I'm only going to date somebody if when I meet them, I'm absolutely enamored with them in a toxic way and then we'll see how it plays out. Maybe not the toxic way, but I think it's important to have a foundation of true interest, true curiosity, true attraction to be very selective at the door.
1:11:02Um, and then give that person that you've selected the grace and the space to learn, to be themselves for, to accept you and to, and, and, and to, and to modify parts of you that need work. But yeah, but to just let anybody in and just date the world and then be so disappointed that they didn't meet your standards. And when the club sucks. Yeah, yeah. Because in a way, you know what it is? In a way, that inexplicable, indefinable interest softens the blow of their poorer qualities. I think that because you love this person or because you feel something for this person, you're more likely to accept their faults.
1:11:55I think the reason why people are so dissatisfied in their dating life is because they're trying to accept faults of people for whom they harbor no sweetness. And there's another line, I forget who said this one, but something along the lines of it's incredible how, you know, when someone loves you, they will forgive everything, even your vices. And when they don't love you, they will praise nothing, not even your virtues. And so, of course, you're going to be disappointed if you're constantly dating people with whom you don't have some level of genuine interest and passion and excitement about.
1:12:32So be strict at the door. Let people in when you're really excited about them. And I think you'll find that that excitement will actually assist you in struggling together because there's something worth struggling for. If you're just lukewarm about somebody, the first time that they do something that doesn't align with you, of course you're going to run. I completely agree.
1:13:00The Gstaad Guy:how much do you value the opinion of friends family your aunties on a potential partner you know generally i'm pretty poor at taking advice with relationships i i i but i still seek it out so like and my friends will say we know how this is going to work we're going to talk about this 30 times and then you're going to do what you want to do anyway but but so So, you know, they give me the free therapy and then I just do what I intended to do from the beginning anyway. But I still love to talk it out. I'm a talker. We talk about everything. My friends and I, we talk to exhaustion and my family.
1:13:39The Gstaad Guy:If you want to make a bad decision, ask everybody. Yeah. Yeah, no, I'm the person who is like giving people options. Like, do I do A or B? Because I act like I don't know what I want. And then it's always that old saying of, you know, if you don't know what you want, like flip a coin and recognize where you hope it's going to land when it's in the air, you know, because a part of you always kind of knows where you want to go. So, you know, I try to take advice from people who I think have done things well. If I admire where they are in life, then I'll take their advice. I'm not going to take advice from someone that I don't think, that I don't envy in a way.
1:14:30So, yeah, I definitely value advice very much. I love having a long conversation about something. I just don't know if I bridge the gap between valuing it and following it. I tend to still pretty much do whatever I wanted to do from the start. I have to improve on that. I have to be better at making some use of these long conversations rather than it just being like a cathartic just dump of my feelings. but in part interestingly enough now that you've mentioned that speaking with friends so this book that I wrote The Letters I Never Sent is actually in large part emails that me and two other friends sent to each other over the course of like 14 years wow in 2011 we started writing each other emails
1:15:25The Gstaad Guy:long emails as if and they were they were written to people you were dating at the time, but you would instead send them to your friend? No, no. They were written to my friends and vice versa, to each other. And it was essentially unintentionally a group journal. Nice. We were just talking about, I met this girl. And what's beautiful about having a 14 year email chain is that you have a real time record of, I met this girl. I'm dating this girl. Oh, this girl just broke my heart. You have the whole story there and you can see how you really felt in the moment and you're not editorializing it afterwards and so really what happened um after i had my moment on social media i i've always wanted to write i always wanted to be a storyteller and i think that i am in a way in the videos but what happened is i realized i think people would really enjoy reading some of this and so i found a way to construct it into a novel a story so to speak and and many of these emails which are really saying how I felt about people.
1:16:33So in a way, our letters about people, I categorize now, I labeled as the letters I never sent. But so to your question, how much do I speak to people? We write each other essays for decades. I mean, my friends and I are not the stereotypical men that a lot of people complain about now, which they don't talk about their feelings. They don't have friends. They don't express themselves. We express ourselves too much. You know, we wrote hundreds of pages of emails on how we were just navigating through life. And I'm so grateful to these friends because if it wasn't for them, I wouldn't have been able to work out what I was going through at the time.
1:17:16And I also wouldn't have this work now, this piece of literature, I hope, that is valuable to people because they can relate to it. They can see that we all have common experiences. I think at the end of the day, the whole point of art, the whole point of conversation, the whole point of prayer, anything that we do, any language we use and exchange is really just a means to discover how we feel and also discover that others feel the same way. I had a professor in high school, I guess, a teacher. I don't know if you call high school professors professors. I always saw him as a professor. He was a brilliant man.
1:18:01And he always said, you don't know what you know until you are able to write it down. And that actually connected to something you said earlier. Some people are so frustrated because they can't express how they really feel. And I think it's critical to put into words how you feel. And it's also beautiful to be able to read words that put into words how you feel. Anytime I read a beautiful novel or beautiful poem, I'm always jealous because I think immediately, wow, he, she said exactly what I was thinking. And I think that is the importance of conversation. That is the importance of seeking advice about anything, whether it be relationships or business from people that you look up to or that are your friends or that are close to you.
1:18:54Because, you know, it opens up your world. It helps you see things differently. It helps you. And it helps you also discover yourself. It helps you see what you think about something. So, no, discourse, communication is essential. and I think people really should be seeking advice from those around them that they respect.
1:19:17The Gstaad Guy:I fully aligned and I even think it's really valuable to as you were saying, just write things down and maybe not even look for that feedback but just putting those thoughts down. When I'm feeling emotional about something I usually just go to my notes app and write it down and if I want to send it the next day then I will. sometimes I'll impulsively confront something or someone. But don't you find that you typically don't send it? I typically don't send it. Yeah, I think that's why it's so critical to write to yourself. Yeah, I agree. If it's something important, before you're going to write to someone else, especially in a relationship, write to yourself.
1:19:55The Gstaad Guy:For people who don't even like writing, voice note yourself. Yeah, voice note yourself. Just voice memo. And then the next day you'll hear the emotion in your voice. You'll hear the anger. You'll re-record that voice note. Sometimes it's just enough to say it. You don't need to have the audience that you intended for it. It's true. And then afterwards you can decide whether or not you want to share it. Absolutely. How do you feel about playing games and people who play games and relationships? I'll add a little subtitle to this. I try to not play games and try to actively go in the other direction.
1:20:32The Gstaad Guy:But there is this one time where I played a game by accident. And I'll walk you through it. I'll walk you through what happened. There was a girl I really liked. And I told her how I felt about her. She was like, listen, we're on different pages here. But I was like, what do you mean different pages? I thought you loved me too. I'm in love with you. And I did this whole crazy love confession. Yeah, yeah, yeah. What was my favorite? She's definitely listening and she knows what I'm referring to. We're at this beautiful restaurant in London. And I confessed my love and she was on a different page.
1:21:04The Gstaad Guy:And I was very sad. because I had been waiting months for this moment and the dinners became really awkward. So we ended up cutting the dinner short and I dropped her home and said, listen, I guess we'll go in different directions. When I got home, I really wanted to text her and really wanted to message her. But instead I archived our chat on WhatsApp, which means it doesn't show up in your inbox anymore. And I said, I just can't see our text because I know she's not going to text me anyway. And I don't want it in my face because it's going to remind me of her. lo and behold the next day she texted me and i'm usually the type to respond in minutes especially in for and for this girl in seconds i'm responding before she's type oh yeah yeah you know too and she texted me i didn't see the text for like eight or nine days because she was in my archive file and during the whole eight or nine days i was all my best friends i was my best friend's place smashing my head against his wall saying why hasn't she reached out why hasn't she texted me i i think there's a way out of the life story yeah i was like i think i can i can fight for her i think we can make this work he's like listen buddy like if she wanted to speak to you she would have reached out just forget this girl she's not the one for you and literally 10 days later we had some other friends over and i was telling them about my love story this restaurant and i was like look she still hasn't texted me and i opened our chat and they're like dude there's there's a text there i was like get out of here so i go read the text and i'm laughing while freaking out and I see her text message and it was actually very kind saying like, hey, but let's still be friends.
1:22:36The Gstaad Guy:Like something to basically like not lose everything entirely. She wasn't ready to lose me entirely out of her life. I guess there was some level of uncertainty about do I really want to lose this guy? Maybe I'm giving myself credit. But I was laughing and I voice noted her laughing saying, hey, I can't believe, you won't believe this, but I've been waiting for you to text me and I just saw this and I was laughing. And she felt like I was being, like nonchalant. Yeah. And she thought this guy's playing games. He spent 10 days ignoring me. He must have been so busy with other girls. Yeah. And now he's voice-noring me laughing and apparently I drove her crazy and lo and behold I ended up dating her for two years.
1:23:13The Gstaad Guy:Two years. After that. Every time. It worked. The game I played by accident worked and we had a beautiful beautiful relationship. Okay we ended up breaking up but in a very amicable way and it was the most beautiful relationship I could have asked for in the moment as a result of an accidental game I played. So long-winded intro, but I'd love to know how you feel about games. Listen, again, I'm with you. Conceptually, I don't want to play games. I don't advise to play games. But in practice,
1:23:56people generally just are attracted to what they can't have i don't know it's it's it's so toxic of us it is um but it's so human it's so natural it's so inevitable it's inescapable i think i don't think any i don't think any was any one of us ever truly completely rises above this even with all the tools and the self-help books and the therapy i think at the end of the day there's something in us that wants so badly to be loved. And I think everything we do in a way is done with the desire to be loved a little bit more. And I think that even when it comes to these kinds of scenarios, someone can be pretty certain that they're disinterested in you romantically, but just a little bit of distance a little bit of nonchalance as you said a little bit of this game playing sometimes works so that leads us to a conundrum i don't know i should we be doing this then i i don't think we should be ever be doing it so intentionally um because in fact i think to your point i think it worked in part because it was unintentional yeah i think that Of course, you couldn't have possibly known that, someone will say.
1:25:19But I don't know. I believe that it's much harder to successfully play games when they are in fact games. But if you actually are distant, if you actually are moving on, if you actually do archive their chat, and that is why you didn't see it. I think that in those situations there is a greater success rate. I don't know. I guess intention wins. And see, intention always wins because I think that, especially women, I think women can smell it. I think women know when you're playing nonchalant, when you're playing dissenters, when you're playing it cool. I don't think... I'm doing a video on this soon for sure.
1:26:09I think women always know. They just always know. Whatever it is that you think they don't know, they know that you're cheating. Guys, I'm looking at the camera for the first time. They know that you're cheating. They have spider senses. They know that you're cheating. So they know if you're playing a game. They know if you're pretending to be cool. There's no shortcut here. But on the other hand, if you in fact, like our friend here, don't realize they're texting you, that might end up working. So I don't know. So everyone just archive your chats with the girl you really like and see what happens.
1:26:46The Gstaad Guy:Let's talk about these spider senses. My ex and I first broke up and I was seeing other women like a few months later and trying to get back into the swing of things. I would sit down for a date and I would have not heard from her in weeks. And the second I sit down, I get a text. Hey, what's up? Yeah. And I just get this little, you know, that little you're in your heart jumps because you get a text from your ex. 100%. And it was 10 times out of 10. I wouldn't hear from her. When I'm working, I wouldn't hear from her. When I'm hanging out with the boys, I wouldn't hear from her. On a random Wednesday night, the first date in a mandor.
1:27:21The Gstaad Guy:She just texted me. Yeah. They have these spider senses. They do. And with me, that's incredibly debilitating. Because I struggle to move on as is. I'm very bad with this. This is not healthy. but like when i break up with a girl i still have like all of her things and i have like a shrine that that lasts for a very long time so the last thing i need is a message right when i'm about to get a little bit better and move on but lo and behold certainly happens every every time I am in the beginning stages of something new I will more often than not get some kind of sign of life from my most recent ex whoever that will be at that time in life it's incredible and I think that they don't even know that they know I think that they just telepathically and subconsciously get the urge to reach out to us it's crazy and there isn't this like intention oh like I'm going to mess up his date so it's not that level of knowing but it's something deeper and and maybe more sinister i don't know but they just know it without knowing and they reach out to you and they mess up like whoever i am starting to date immediately after an ex it's not gonna work out it's not gonna it's it's it's gotta be at least like two or three or four i completely the first one has There's no shot.
1:28:50No shot. There's no shot. They could be the... In fact, to this day, I had a wonderful girl after I dated one of my most significant exes. And to this day, I acknowledge that in any other time or circumstance, man, that girl would have been a model wife, a model mother. Mother of your kids. Beautiful person. Sure enough, life has worked out for her very, very well. that's another thing if you date me consistently the next person that you date you're either marrying or having children with like i am i have 100 batting average i'm 100 from the field in free throws of dating you and then you marry or or get impregnant with the next guy and i'm and you can say oh well it's easy for you to say you're 38 years old so you're dating older no no even someone I dated in my 20s the next guy is the guy she married um so that's another that's another thing that has to do with the conversation but but to the original point um I I find it very very hard to get into a new relationship with the very next person that I date so I feel bad for that person they don't know that they're just a buffer but some people can do this and people some people jump from serious relations to serious relationship and i don't know that needs to be studied i think there's something to that yeah but whole different thing i can't i can't do it i go through this very long grieving process and and rebuilding and and a part of me loves loves those significant partners forever yeah i mean you know there's there's there's there's another line in loving loving the time of color that i love you can see how much i love this book where he says where the main character gets mad at himself at one point because he realizes how he can harbor love in his heart for more than one person at the same time.
1:30:48And he angrily says, my heart has more rooms than a whorehouse, which is this beautifully profound and profane image. But I think that we're all like that. People want to believe that they can only hold space for one person or one feeling. And I think the reality is that we're incredibly complex people. And I think that I think it's really unfair when people want out of a sense of ego to know that you have no feelings whatsoever anymore for anybody else who ever existed before me. That's childish. I mean, maybe when I was 20, I wanted my girlfriend to not even look another man's way or or have any soft spot in her heart for somebody else.
1:31:35That's unrealistic. I mean, the reality is that, and I think you should, I think, especially if the relationship was good and if it formed you and if these people gave something to you that mattered, you shared a piece of life together. You only live once. So to eviscerate your past or deny its importance, you think you're doing something to them, but you're really doing a disservice to yourself because you're eliminating a part of your life, of your story.
1:32:08The Gstaad Guy:And I think this is particularly true in the nuance. I think, as you said, if you can't generalize, you can't say anything. And people in the comments will say, what if my ex cheated on me and I had an abusive ex? In those scenarios, forget and bury that relationship as works for you. But in a situation where there's no reason for animosity, acknowledge the love you had and still have for that person. It's beautiful to remember. I think it is ugly to forget. I agree. I think it's beautiful to remember. Do you think people can still be in touch with the rexes? That's a whole other conversation now.
1:32:47so i would say generally no i would say generally no the content the contact has to be minimal it has to be the the the formalistic uh kind of you know just the birthday text and the christmas text if you're you know or yom kippur i don't know uh it has to be the the holiday message the and the birthday message at most, you can't then like engage in long conversations. I don't know. I think that's where it gets tricky. I think to remember someone fondly is one thing, but to still give them active space in your life, I think is dangerous, especially because of the fact that there are feelings. They may be resolved and they may be over and they may have children and you may, but you still, you shared a piece of life together.
1:33:42A part of them belongs to you and you to them. And so I think it's potentially disrespectful to your current partner to still engage with them in too personal a fashion. What if you're both single? If you're both single? Yeah. Then you should just get together. I love when people reconnect. You know what's funny? People always in their real life forbid or they look at it as taboo when people get back together. Like in Italian, there's this saying, you know, that like when you reheat soup, it's not as good. Minestrone riscaldato. But yet, we love a movie where they get back together. We love a song or a book where they get back together.
1:34:39We love reunions in art and in our entertainment. We love what we would call toxic in our real life. And I don't know. I try to be more consistent. And so I say, getting back with your ex is not always such a terrible thing.
1:34:58The Gstaad Guy:I really do agree. I think it can be quite beautiful. I think it could be a beautiful redemption story. Or even just a nice moment. I don't think, as long as you're on the same page, as long as you're transparent, as the underlying truth here. but I think it can also just be a nice shared moment to have a taste of the past with someone yeah that you guys hang out and catch up and 100 yeah oh so you're talking about even even just just hanging out not necessarily not necessarily getting back together so that I would say 100 if it's that there's nothing wrong if you're both single I would highly suggest that at some point when you've healed and everyone is generally okay.
1:35:46I'm a strong believer in reuniting again, even just for a coffee, for a dinner. Not necessarily getting back together, but I think it's because it's beautiful to come back to the relationship with the passage of time, with everything that you've learned, with everything that... And I think everyone returns to that reunion with such a grace. I really agree. No one is ever mad at each other. Again, we're excluding. Usually it's, I'm not going to say usually. Every single time I've ever done it, it's been beautiful. Every time I've reconnected with a past love, even if it's just for a conversation, when we're both single, not behind your girlfriend's back, is a beautiful thing.
1:36:33It's a wonderful thing.
1:36:34The Gstaad Guy:I agree. Comes with some level of self-reflection, those things you wanted to apologize for that you didn't get a chance to when we were together you might let them out there. And you know what it is too, it's because another line that I love from film I forget which, they'll forgive me, is that the reason people marry, and you could just make it more general, the reason why we love and get into relationships is not because we don't want to be alone, it's not because we just love them so much although it's also for that but i think predominantly it's that we want to have a witness to our life yeah and i think that's beautiful first of all i think it's so true you want to you want someone to know that you're here what we fear most is oblivion so i again i'm always quoting something but but there's a line that i love in an italian american classic Moonstruck.
1:37:32Shout out to Cher. Big crush in my earlier days. Now she's, I don't know, 75. But I'm sure she's still lovely. Cher, if you're out there. But in Moonstruck, the mother goes around asking men throughout the movie, why do men want to be with more than one woman? And she gets all kind of unsatisfying answers. And finally at the end someone says, it's because they fear death. And she goes, that's it. And I'm not saying that I'm not justifying cheating. I'm just saying that everything we do is moved by a simultaneous fear of oblivion. we occasionally are hit with the subconscious awareness because if you're conscious of this you would explode you can't function but the subconscious awareness that I'm not going to be here someday and the desire to be seen and remembered and so that's why really we want partnership is because we want a witness to our life we want someone to be there and share life with us and be aware that we're here and potentially remember us when we're gone.
1:38:44And I think that's another great reason for reconnecting with someone because it's an opportunity to reconnect with one of the very few witnesses to your life. There's only so many people you're going to share your life that intimately with in a lifetime. And so to still have a good relationship with them, even if it just means an occasional, hey, how you doing? Or if it's possible even to see each other and have a coffee and have a conversation now that you're outside of that moment and you can look at it together that way. I think that's the stuff that makes life beautiful. I mean, those are the most beautiful moments in life.
1:39:20It's the moments where you can reconnect with one of your few witnesses.
1:39:26The Gstaad Guy:I think nostalgia is such a huge driver of our happiness. I forgot where I saw this. I don't read as much as you, so most of the things I reference are things I've seen versus read. But I think I saw somewhere, it might have been Simon Sinek. He said, until you're 20, you search for moments in the desire of curiosity. And after 20, you look for moments with a desire of nostalgia. Yeah. To relive feelings and to relive conversations and to relive moments. And that goes back to what you were saying about men with our friends that we haven't seen for six years and it's like old times. I could see my roommate from college.
1:40:16The Gstaad Guy:I haven't seen him in 10 years. But when we hang out, we will bond over nostalgia and bond over reliving those emotions we felt together. And it's such a beautiful thing to see your ex again and not necessarily to be in the same position you were in, but just to remember those moments and share gratitude for those moments. Absolutely. I mean, I have been a victim of nostalgia since I was a little boy. I've been obsessed with nostalgia all my life. I felt old when I was 12 and I'm always remembering the past. I'm always dwelling in the past, which again these sound like negative things to do um but the past is never really dead again i'm sorry william faulkner i can't i can't i can't just say something pretend i said you're very poetic no i'm not i'm not i love it i'm a reader i'm just or i was anyway but william faulkner said the past is never dead it's it's it's not even past and so i i think that so often people say these one-liners like, oh, stop living in the past.
1:41:27And I think it's just, this is not true. You can't escape the past. I mean, we, we, we, we are constantly a product of everything else that came before us. And so, and that's what, and that's really what I set out to do. I mean, that's, that's what, that's what these emails were about. It was to, it was to remember. That's what the book now is about. It's to remember it's, it's, it's the obsession with remembering, with not allowing my story to die. And I think that that's the strongest sense of nostalgia. It really is. It's a rebellion. It's a refusal to let the past be past because it's your past.
1:42:07It's the only past you're ever going to get. And so I highly recommend thinking about the past, romanticizing your life. Because I think that if you do that, it's not detrimental to your present and your future. I think it helps you because when you're obsessively romantic and nostalgic, it's also something that pushes you to make your current moment memorable. Because you're already preparing yourself for the next nostalgia. You want your life to be as memorable as possible. And I think that part of making the present beautiful is to beautify the past.
1:42:51The Gstaad Guy:I think most of social media is filled with creators, or lots of social media is filled with creators who don't have much to say and say a lot of it. And I think you have a lot to say and you say a few things. So I'm here to call it out on this podcast, but you are going to have an incredible career online, on podcasts, in writing. You have so many amazing thoughts. And I think your Instagram account is just a very, very small flashlight into that. I think there's so much more to come. I think you're going to be one of the most desired podcast guests to tell these stories. and I can't wait to see what mediums you story tell in and you share your opinion in because it's a very valuable opinion I find that's amazing I appreciate that thank you for those compliments at the end of the day I would advise people on that point to just say what you believe say it simply say it true and use small words and use the language of everyday people you'll find that whatever comes out of your mouth is more honest.
1:44:03I agree.
1:44:04The Gstaad Guy:Fully aligned. Well, on this podcast, we always play a brief game of à la poubelle versus fantastique. À la poubelle in French means to the trash. And fantastique are things that we celebrate, things we love. Excuse my accent when I say it. It's going to sound Italian, probably. It's even better. It's perfect. What are things that you find to be à la poubelle and things you find to be fantastique? I know we've basically been playing this game for two hours. Yeah, we were. But quick rapid fire, like, these four or five things, people should change à la poubelle. These things are great. People should do more of.
1:44:39The Gstaad Guy:And they are fantastique. Wow. I fear that this might be just a regurgitation of the entire podcast. You're right. I think we've been playing this game all day. That's in touch. It's like a little summary. I would say that trying to be something that you're not is, of course, à la poubelle. À la poubelle.
1:45:04whereas being who you really are being honest being true is fantastic is fantastico fantastico i love that listen i am by no means a fashion icon i wear my white t-shirt in my car all times i dressed it up a little bit today because i wanted to show my other side and I'm also Italian. So I would say certainly. Sandals. On men in public, unless you are going to enter a body of water very, very quickly thereafter, it can't even be you can't be dwelling in them for too long, even at the beach. Just take them off at that point. Just be just be barefoot at the beach. But if you have the sandals on the that's a problem.
1:45:53So sandals on men in public, à la poubelle, all day long. I agree. Aligned. And a simple white t-shirt. Fantastique, fantastique.
1:46:05The Gstaad Guy:You know, my mom told me this growing up, but you could be wearing the simplest item that's well cared for and ironed or the nicest piece that has some wrinkles on it or little schmutz. 100%. A white t-shirt that's a crispy white t-shirt. You could have bought it for$2. It just goes a really long way. And to that point, what that is, is that it's the business of caring that we've lost. People don't care. If you don't care, first of all, I don't believe you. I mean, you don't care about anything. But not caring, pretending you don't care, a la pubelle, all the way, spazzatura, in the trash, immediately.
1:46:49caring deeply being intentional being genuine desiring wanting putting all your effort into something fantastic fantastic fantastic fantastic
1:47:04The Gstaad Guy:thank you so much for taking the time today thank you I really really enjoyed this this is a lot of fun I can't wait to see all the amazing things you continue to do from your car and outside of your car I think you're going to have a presence on stage soon. Wow. I see that for you. Let's see how it goes and see how it goes. Thank you so much for taking your time and hope to see you very soon. Thanks a lot. Thank you, Davide. And make sure to listen to Davide's book. The Letters I Never Sent. The Letters I Never Sent. Yeah. Davide De Piero. Thank you for listening to this episode of the Stade Guy podcast.
1:47:37The Gstaad Guy:If you're keen to learn more, please follow along by engaging with our social channels on Instagram, TikTok, Spotify, YouTube, and Apple podcast. and we look forward to seeing you next week. Merci beaucoup. À la prochaine and a big hug from the Start Guy. Some follow the noise. Bloomberg follows the money. Whether it's the funds fueling AI or crypto's trillion dollar swings, there's a money side to every story. Get the money side of the story. Subscribe now at Bloomberg.com. Did you know if your windows are bare, indoor temperatures can go up 20 degrees? Get ahead of summer with custom window treatments like solar roller shades from Blinds.com and save up to 45 % off during the Memorial Day Early Access Sale.
1:48:29The Gstaad Guy:Whether you want to DIY it or have a pro handle everything, we've got you. Free samples, real design experts, and zero pressure. Just help when you need it. Shop up to 45 % off site-wide right now during the Early Access Memorial Day sale at Blinds.com. Rules and restrictions apply.
From the publisher
The Gstaad Guy sits down with Davide De Pierro, writer, storyteller, and viral voice behind The Letters I Never Sent, for a conversation that explores the messy, tender, and often hilarious reality of being human. Known for his clarity, honesty, and emotional precision, Davide reflects on the inspirations that shaped his writing, why “the how matters more than the what,” and the radical act of caring deeply in a world that rewards detachment.
The conversation dives into modern dating, expectations, accountability, and the quiet wisdom found in discovering how you truly feel. Davide unpacks the difference between being impressive and being loved, why perfection is a trap, and what role empathy plays in conflict resolution and navigating relationships. From role models to nostalgia, from self-awareness to the art of speaking simply, he offers a grounded and compassionate look at why so many of us struggle, and why none of us are alone in it. A thoughtful and emotionally resonant episode about relationships, identity, and the lifelong work of becoming a person.
Filmed at Casa Cipriani New York’s Premier River View Suite.
Chapters:
(00:00) Intro ✨
(04:59) The Inspiration ✨💡
(06:35) “Two Feet In One Shoe” 👣👠
(08:29) The How is More Important Than The What 🧭⚙️
(10:30) Caring Deeply ❤️🫂
(15:50) Writing Letters ✍🏻💌
(16:58) Captain America 🛡️🇺🇸
(17:49) “Find A Man Who Doesn’t Have Social Media” 🙅♂️📱
(22:45) Girl At A Bar 🍸👩
(25:54) Being Impressive vs. Being Loved 🌟❤️
(27:22) Expecting Perfection 🎯✨
(29:32) Be Monogamous In Your Dating Life ❤️🔒
(31:21) Role Models 🌟🧍♂️
(32:00) “Peasantry” 🧺😅
(36:38) Sharing Struggle With Someone 🤝🏻💭
(37:40) Wealthy People Don’t Love Each Other 💰💔
(40:16) “Peasant” 🧺😂
(41:57) Conflict Resolution & Problem Solving 🧩🤝🏻
(45:24) “It’s Easier For A Camel To Pass Through The Eye of a Needle…” 🐪🪡
(48:45) Accountability 🪞✔️
(50:04) Deficit of Self-Awareness 🤔❌
(53:04) Speaking Calmly & Simply 🧘♂️💬
(56:14) ”It’s Really Hard To Be A Person” 😔🌧️
(1:00:09) Trying To Change People 🔧👤
(1:01:58) Getting To Know People 👥💬
(1:06:30) Nightclub Analogy For Dating 🕺💘
(1:08:03) If It’s Not Sweet In The Beginning Then What’s The Point 🍯💞
(1:10:13) Accepting Someone’s Faults 🫂💛
(1:12:33) Taking Advice 👂🏻📘
(1:14:34) “The Letters I Never Sent” 💌🕊️
(1:16:11) Discovering How I Feel 🧠❤️
(1:19:42) Relationship Games 🎭🎯
(1:23:07) Toxic Tendencies ⚠️💔
(1:25:16) Women Always Know 👩🦰👀
(1:30:23) Remembering Someone Fondly 🌸💭
(1:32:04) Dealing With Your Ex 😬📱
(1:34:55) Reuniting With An Ex 🔄❤️
(1:36:05) Why We Want Partners ❤️🤝🏻
(1:38:49) Nostalgia 📼💞
(1:43:28) À La Poubelle vs. Fantastique 🗑️✨
Learn more about your ad choices. Visit megaphone.fm/adchoices




