Kelly Bensimon: From Controversial Reality TV Star to Real-Life Powerhouse

27 Oct 2025 · 59 min

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Podcast Notes: The Determined Society with Shawn French

Episode Title

Kelly Bensimon: From Controversial Reality TV Star to Real-Life Powerhouse

Episode Overview In this engaging and high-energy episode of *The Determined Society*, host Shawn French sits down with Kelly Killoren Bensimon, a multifaceted personality including a model, author, and former *Real Housewives of New York* star. Their conversation delves into themes of mental toughness, authenticity, and legacy as Kelly shares her journey from reality TV to becoming a successful luxury real estate broker.

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Key Themes and Discussions

  1. Reinventing Identity Beyond Fame
  2. Kelly discusses the challenges of rebuilding her identity after her time on reality TV.
  3. Emphasizes the importance of not letting public perception define personal truth.
  4. Explores the role of music and curiosity in maintaining her motivation.
  1. Mindset: Minnows vs. Sharks
  2. The metaphor of *minnows* (those who are busy but less impactful) versus *sharks* (those who rise to the top).
  3. Kelly encourages listeners that with curiosity and a strong work ethic, minnows can evolve into sharks.
  1. Mental Toughness and Resilience
  2. Importance of mental toughness in the face of public criticism and personal challenges.
  3. Kelly shares how she transformed criticism into clarity and focused on her strengths.
  1. Double Standards in Society
  2. Discussion on societal double standards, particularly regarding the expectations of women versus men.
  3. Kelly notes how a single, successful woman was often criticized differently than a single man in similar circumstances.
  1. Healthy Coping Mechanisms
  2. Kelly discusses her engagement in polo as a way to challenge herself and cope with life changes.
  3. Highlights the significance of finding constructive outlets for stress and personal growth.
  1. Authenticity and Vulnerability
  2. The importance of authenticity in personal and professional life.
  3. Kelly advocates for being open about struggles and not conforming to societal expectations.

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Key Takeaways

  • Music Fuels Mindset: The rhythm of life and success is often linked to one's passions.
  • Curiosity as a Secret Weapon: Being curious can lead to personal and professional growth.
  • Public Perception vs. Personal Truth: It's essential to differentiate how others see us versus our own reality.
  • Legacy over Fame: What truly matters is how we are remembered and the impact we have on others, not just our fame or accolades.
  • Focus on Strengths: Rather than fixating on weaknesses, cultivate what one does best to achieve success.

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Connect with the Guests

  • Shawn French: [Link to Shawn's Profile](https://link.me/theshawnfrench?fbclid=PAZXh0bgNhZW0CMTEAAaY2s9TipS1cPaEZZ9h692pnV-rlsO-lzvK6LSFGtkKZ53WvtCAYTKY7lmQ_aem_OY08g381oa759QqTr7iPGA)
  • Kelly Bensimon: [Instagram](https://www.instagram.com/kellybensimon/)

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Conclusion This episode not only highlights Kelly Bensimon’s journey of transformation but also serves as a reminder of the importance of resilience, authenticity, and focusing on personal strengths. The conversations reflect a deeper understanding of navigating fame, societal expectations, and personal identity, making it an insightful listen for those exploring similar themes in their own lives.

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Transcript

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0:00When it comes to what your family eats and drinks, you know your choices matter. You're the expert because you know what fits your life. And getting it right starts with good information. That's why America's beverage companies are sharing more information about our ingredients at goodtoknowfacts.org. No spin, no judgments, just the facts straight from the experts for more than 140 beverage ingredients. Visit goodtoknowfacts.org. I don't think you can make it. You don't have what it takes. the keyboard warriors and the armchair quarterbacks, they make fun of people like me. Even today, 15 years later, after being on Housewives, people are constantly telling me how ugly I am, how stupid I am, how awful I am, how what a terrible person I am, how self-centered I am.

0:51You met me. Wow. You know, I went on Housewives because I I recently got divorced. I was very young and I had to raise two children. And when you're a financial provider, you're not like, I'm just going to like sit home and just provide and wait for someone to provide. I didn't have that luxury.

1:17There are two types of people in this world, Kelly. In your opinion, what are they? Sharks and bottom feeders. or sharks and minnows. Now give me the explanation here because I think there's a good explanation behind this. So minnows can become sharks. I mean, not in the obvious world, but in the business world, a minnow can learn all the tricks of the trade and become a shark. But there are problems. Sometimes minnows, there's problems because there are a lot of them. And they're trying so hard. And the sharks are just the ones that rise to the top and just take over the universe. I completely resonate with this, right?

2:07Because the reason why this question is so impactful is because we all start in this specific instance, we all start as a minnow. And we can grow and grow and expand. And so as you're giving that explanation, I'm going through my own journey. I'm like, ooh, I really like that breakdown. I mean, we have to understand that minnows are not going to be sharks. Like, let's just make that. Yeah, especially in today's landscape. We got to make sure that everybody knows that a minnow can't turn into a shark. Right. Just about to make sure that's clear. But for the sake of my metaphor. Before the sleuths come out.

2:41Oh, is that how you explain everything? Okay. Yeah, so now you do. Minnows cannot be sharks. Correct. But for the sake of my metaphor, I'm up here. and you're down there. I just want to clarify, this is for entertainment purposes only. But I think that one of the most important things about minnows and sharks is that there are a lot, like we said before, there are a ton of minnows and there are very few sharks. And you can become a shark, 100%. You just have to get out of the minnow mindset. So you can be one of many or you can be one of one. that's not my choice. That's your choice. I love the one of one because everybody, as they're a minnow, thinks they have to be like somebody else.

3:31And I was guilty of that. I thought I had to be somebody else or talk a certain way or give a certain energy or opinion based on what was working for somebody else. And as this thing kind of went on, I saw this massive roadblock and And I'm like, what is it? And then for me, it was just about settling into myself and executing the gifts that I had. And I think that's a great point as people ascend to the next level in a different stage. Wait, Sean, that is really, really astute. Tell me, can you give me an example of a situation? Yeah, for sure. So when I started, it started as a Facebook group.

4:13And when I started, it is when I did 75 hard. I don't know if you know who Andy Frisella is, but he's the CEO of First Form International, the biggest online supplement company. And he's viral. He has a lot of controversial things. So I thought I had to be that hustle culture that he was and speak loudly and energetically and in your face. And there's an aspect of me that can pull that off, but it's not my core beingness. and so at the very beginning it was like I was a parrot I was just echoing right of what maybe how he would say it or what he felt was important and after a while when I started to settle in I realized like yo this isn't me this isn't hitting the right way so when I got myself right and started double down on what my actual strengths were then that's when I started to really experience and some exponential growth.

5:11And I just think it's also, everybody talks about focusing on your weaknesses. I think there's some danger in that, right? So what I decided to do is like, I'm gonna take what I'm really good at. I'm gonna get it as good as humanly possible. And then I continue on that trend to really get better at what I do best. And that's all I can handle. That's all I can do. That's all I can control. I love that. And I think that you're super correct about people focusing on weakness. For some reason, we are in a laser-focused weakness culture. And I have always, I was raised in the Midwest, corn-fed and raised by a father who came from nothing.

5:56Education was paramount. And he would always tell us to be laser-focused on what we were good at or we are good at. And I raised my kids with that. as a single parent, there's only one voice. It was my, it's my voice. And so I just was speaking to my youngest daughter today and I said, you know, however you want to present yourself is how you want to present yourself. Do you want to present yourself as a leader? Do you want to present yourself as a solution-based person? Do you want to present yourself as, you know, someone who has innovative ideas? Do you want to present yourself as a game changer?

6:33Do you want to present yourself as the listener who can help move the needle? But these are all like positive, focused mindset, totally different than like, I don't think you should focus on your weaknesses because that's not going to move the needle. People aren't like, wow, you really, really aren't good at baseball. Let's make you play baseball. like you're really good at football but let's make you play baseball it's not how it works you you know kelly you you make a great point right you're talking about laser focus right and being in a laser focused society that that we're in because there's so much going on you've done so many things and you've been effective and brilliant at all of them you were on season two through hey season two through four of real housewives of new york Like you are a model.

7:29You have transitioned to being an ambassador and influencer for wellness products and companies of such. And you're a badass realtor that has also been featured on selling New York a couple different times. So there's a lot going, oh, and all your hobbies and being a mom, right? Let's be honest. There's been things that have gone on in your life over the last five, 10 years that could have derailed anybody that didn't have that focus. So what I really want to do right now is paint the picture for the audience that, you know, maybe some strategies on staying focused so that you can be so damn dynamic.

8:07I mean, I think like the operative word is derailed. You know, whatever has happened in my personal professional life, I wasn't raised with the option of getting derailed. Like I've always said, like, I wasn't, I've never been, I was never raised that it's okay to not work hard, work smart, try to do better, be kinder, be more proactive. I just wasn't raised like that. I wasn't raised to talk about how bad life was or the situations that were happening. I was raised to find the solutions, not only for myself, but to help my friends and people who I trust, help them with solutions so we can work together.

8:52I believe in a team. No one person does envy anyone that says that it's just one person on an island. That's not true. You're always have different people around you just choose to bring them along or not. So I think that being derailed is something that has was just never in my vernacular, just never something that I was, I was, I didn't have the luxury of being able to have that or be like that or think like that. I love that. You know, because what we're talking about is mental toughness and, and grit and an amazing and unshakable mindset, right? And we all have shit that goes down in our lives.

9:36Like we all do. Like we can have moments of being derailed. And I think at some point, you know, everybody has this moment like, okay, I got to take a step back and I got to evaluate this and maybe find a pivot. But what we cannot do is give up from the mission. I just think there's too many people right now that are giving up on what they want because of somebody else's voice saying that they can't do something. I had this conversation yesterday with Kathy Ireland. It was just, she was saying that, you know, like there's people that are always going to tell you, you can't do something. Are we going to do listen?

10:10how many people made fun of me for doing this? I mean, are there any more douchey things than quitting an amazing sales career in the medical business to start a podcast? I don't know. I don't know. They make fun of people like me. First of all, it's amazing. Congratulations. And that takes a lot of confidence to make a big decision like that. So, I mean, that's awesome. I think that, you know, even today, 15 years later, after being on Housewives, people are constantly telling me how ugly I am, how stupid I am, how awful I am, how what a terrible person I am, how self -centered I am. Have you met me?

10:52Wow. I've been on the, I've been on all the things that I have not. I really, I know multiple. It's so funny because I never judge anything based on what I see on reality TV. I know I have plenty of friends that were in reality shows that were produced to look like an absolute villain. And they're the kindest, most loyal individuals I've ever been friends with. But it's so funny because when you look at all that, when you look at the exposure, because listen, let's be honest. There's people in this world that will have one person tell them one thing. Like, I don't think you can make it or you don't have what it takes.

11:32It could be a boss, but you literally have the keyboard warriors and the armchair quarterbacks telling you things about you that aren't true. And after, you know, 10 minutes of this conversation, I can already tell you that, you know, Nick D is correct. And everybody who knows you, that is just, you're an amazing person and you're, you're not, they don't know who the hell you are. No, they don't. Um, but that's okay because that was a part of my life that was really fun. And, you know, I went on housewives because I'd recently got divorced and I was very young and I had to raise two children. And when you're a financial provider, you don't just, you're not like, I'm just going to like sit home and just provide and wait for someone to provide while I'm waiting to provide just doesn't work like that.

12:29And I mean, I would love to be able to, again, like I would love to have been able to like sit, regroup, figure out what I was going to do. I didn't have that luxury. So I had to shift gears immediately. And I was offered an opportunity to be on Housewives. I was for an opportunity to do something else, another show. And then the executive producer was like, we need to legitimize this brand. We'd love to have you on. And I was like, why not? Yeah. And normally, because I'm a writer, I'm always checking things out. I don't dive deep and find out people's deepest, darkest secrets. But I do like to have an overall understanding of who they are, just out of respect.

13:14Like, hey, I saw you did this, or I know you did that. And I didn't do that when I was on Housewives because I was like, this is supposed to be reality and I want people to see the real me. And I thought people were going to like, be like, oh my God, I can be like her too. I can come from Rockford, Illinois and model and work hard and, you know, try to like make hay while the sun shines and, you know, explore and celebrate all these incredible people. but no they were like that's what you do i'm like yes that's what i do they're like oh my god how awful can't believe you like are curious and want to do things to help other people that's awful yeah it's amazing to me how people can be perceived right by being on by watching a tv show that is spoiler alert guys for entertainment purposes right and i think too that they didn't like the fact that i was a single parent the fans were not ready for that i mean i know that everyone i i know that they weren't ready for 2009 they weren't ready for a woman like me to be single and to be working hard just didn't it didn't make sense they're like why is she working hard why doesn't she just marry someone rich i'm like well why don't i i come from the midwest i come from a core strong value system why wouldn't i want to do well why wouldn't i want to be revered for the things that i do well and have a man around me and say oh my god that's so great no they were like that's not how it works just get married well they're for they're forgetting that one size doesn't fit all and i want to ask you because there was an opportunity for me to comment on something in us weekly about this type of subject and um you know i think there's a double standard here i think it's a double standard and i want to hear your thought on that because do you feel that if it were, you know, the real, you know, house, you know, men of New York, would anybody give pushback on the man being single and being driven and successful and wanting to do it on their own?

15:46There's a double standard here. No, they would be like, he's a baller. Look at him. He's killing it. He's the Tom Brady of housewives he's the goat but i'm like they're like oh my god something must be wrong with her something really must be wrong with her that she's educated and works hard looks like she does raising two kids by herself and by the way like this whole idea of like marrying a billionaire like if i were a billionaire the last thing i'd want is some person who is like feeling thinking their like the shit like i want to be with someone who's an amazing human like i don't need to be with someone who's just like arm candy like that's not going to move the needle that's not going to like you know at the end of the day when the lights go down sean like you know you need someone that's you can talk to and that you can yeah that has empathy and that is curious and that has genuine and baseline kindness.

16:51Very well said. I mean, that's what everybody's shooting for. That's the real measuring stick of a relationship. Well, I hope so. I mean, you would think, right? I hope so. Yeah, so let me ask you a question. So when all this stuff started coming out and seeing how Joe Public or the viewers had their opinions of you, how did that impact you mentally? because I would have to, I would have to think the first time, right. The first time that anything came out, there's this massive, you know, kick in the stomach. I want to tell a quick story. This is why I asked. So I was on, here's Morgan. Uh, I, I think it was in February or March and it was the first time I was on his show and I got torched on X and YouTube that I was a covert feminist because you know i was happy that my wife was happy in her career in teaching and you know i got completely blasted i got called a simp i got called a bunch of different things you know basically like gosh like your wife should be home raising the kids and you should be out doing this i'm like wait hold on what year is it and why is it now that i actually support my partner in doing this.

18:05Yeah. And in that moment I called, I called Val, I said, what do I do about this? I'm getting torched. And she goes, welcome to fame. You just, you just deal with it. And I'm like, so I don't respond. I don't, she goes, no, don't do that. It's, but for me, like that was my first time. I remember I was at a high school, um i think a lacrosse game with my wife and my kids and i was just i was i mean i was sweating already because it's florida but this internal heat i'm like oh my gosh they hate me they hate me yeah oh sean i'm sorry i'm sorry you know it's interesting because when i was on housewives um i had this amazing publicist i was working in the fashion business so i obviously knew like the right tool for the right job but when i was going on television i wanted to have a great publicist that could really help move the needle.

18:58Didn't know what was going to go on, but I knew that you have to have a team, always have to have a great team with you. So I hired this amazing publicist and they said, don't say anything. You're going to be on the cover of Playboy. You're not going to say anything because you are going to be doing all these different things. And I'm like, this is not the show. You're letting all these people, these other people have this narrative and I'm not able to actually say anything. so finally i like when i when i left the show i just was like i let everybody there they're on the talk shows they're on the all these they're on their instagrams i'm like silent then i'm like you know what i'm going to go to this beautiful charity event and i'm going to celebrate the charity and i'll talk about it there and so and everyone's like why did you wait here and i'm like because I'm at a charity event.

19:51Let's talk about how great this charity is. And then we can talk about why I'm going to be moving on from Housewives. And everyone was like, what? Here. You did it here. No, no, no, no. I got this. I think it's better to celebrate, you know, the misfortune and to be able to talk about what I'm doing and celebrate them and package that than just to be randomly talking about myself, which was the total opposite of who they thought I was. They just didn't know. They just didn't know. But I'm sorry you got torched, but I'm glad you spoke up. Hey, you know, it is what it is, right? And it was one of those things that I hadn't been yet.

20:38And it was my first taste. And now it was a really good crash course, I'm going to tell you right now, because now when things happen, I just go far from the course. Like I'm not everybody's flavor of ice cream. I'm never going to be, you know, I, uh, I, it's so funny because we deal with these things as creators, right? A lot of times we're measured by, you know, for me, how many show listens a month, what are my rankings and my ratings and everything. And I looked at my wife the other day, I'm like on Apple, I dropped from five stars to 4.9. Look at all these one stars and there's no explanation.

21:11I go, this is crazy. And she goes, that comes with more listens, Sean, that's going to happen. Like you are not going to be for everybody. And that's also very good because if there can start to be some discourse about you and things like that, and you're going to catch hate, you just got to be ready for it. And I'm starting to feel it. Like I really, really am. And I'm prepared finally, but you know, But the haters are part of the equation too. You can't have lovers without haters. Right. So, and the haters are the ones that are going to fuel you to be better. Because they're going to say, hey, Sean, here's a pop-up of something that I didn't like.

21:53And then that's an opportunity for you to say, hey, you didn't like this? Let's explore that. Like, how would you have known about that before? So I don't, I never saw it like that. Maybe because like, again, because I'm a writer, like I'm always looking at the whole story. Right. And so I was always like, oh my God, they got something there. There must be something in there. Let's see what they want. And then they were like, wait a minute, you're asking us questions? Like you're asking me what you can do better? That's what we're supposed to be doing here. I'm like, no, no, no, no. That's what this is all about.

22:28This is real life. This is real conversation. You're helping me grow. I know you don't want to. I know you want me to like, you know, be ugly and old in the corner, but we're going to grow together, whether you like it or not. You know, it's funny when I always get these criticisms, you know, in a comment or something like that. There was one recently, the girl had a great point. She goes, I really love this clip. This is all very true, but there's a lot of F-bombs in it. And there's not a whole lot on my show like that any longer. The guest was going there and I don't censor anybody. and I just said to her, I was like, I remember her name.

23:03Her name was Angela. I said, Angela, thank you so much for your comment. I completely understand where you're coming from and I do not disagree. I'll do my best to get better with that. I want you to be able to share this. And it's disarming because, because you know what? There's, there's multiple things that, that have gone on. Someone on my show commented, said, this guy says like too much. I just, I love his content. But if I hear the word like again, I said, you know what? Thank you for that. I didn't notice it. But now that I do, I will work intensely on removing those. And I think I've done a good job with it.

23:40Sean, people say that to me as well. They would say, if you're so smart, why do you always say like? Well, we say like because we're giving ourselves a mental pause to think. Yep. Instead of just having the space or the air, we're using a word. So there's nothing wrong with that. You can use the like all the time. Doesn't make you less smart. Doesn't make you less mindful. Doesn't make you less talented. It just means that you are being respectful of other people and putting in a word so that they don't feel an awkward silence. i i don't disagree with all the answers you do gosh i need you next to me all the time i'm like hey kelly what do i say i'm gonna say shot you're so great my hype girl let's go let's go no i appreciate it you uh last week let's let's let's talk about some more crazy things that you're doing last week you had modeling show you were you were jamming you were jet set and like You have a very busy life.

24:46Walk us through the modeling and everything that's going on with you right now. So I do a lot. I used to say I wear many hats, but I thought, I think that's so tacky. It's like, I wear many hats. Well, it's cliche, but it's, yeah, you do a lot of stuff. You're moving. I'm a curious person. Yeah. But I'm also a prepared person. so when someone says to me hey i have a brand what are your thoughts on our brand i'm not just like throwing spaghetti at the wall and spewing out nonsense i think to myself that's such a great brand like there's so many things that resonate and what are those things and i think that's one reason why i'm a good ambassador for a lot of these wellness companies is because i'm very, very real.

25:40I may not be showing you my blood, but I'm very real about my experiences. And I think that's one reason why I resonate so well. And I'm just honest. You know, a lot of people just, they have this narrative and I don't have a narrative. My, I'm ever changing. I'm constantly in a state of learning and I always want to be better and I don't want to be stuck with like my narrative is x my narrative is y because I want to be able to evolve and I want to be able to grow and again all of that authenticity that genuine real not bullshit housewives authenticity but that real core authenticity just resonates with people so um i've been able to do all these different things talk about my psoriasis in a in a in an on social media where something that i never wanted to talk about i was always hiding it when i was on the cover of playboy i my ex-husband was my photographer because i didn't want anyone else to see my psoriasis and as much as i love and hate him he's mine to love and hate and i knew that he wouldn't exploit something that was that would make me feel really really bad about myself so it became a celebration of a of being 40 and not a cover-up of right having psoriasis so i've just had a lot of i've had a lot of unusual experiences and i just for me social media has been a game changer because whether I'm showing the most luxurious apartments in the world or whether I'm talking about something that's very heartfelt, I'm able to communicate in a way that resonates.

27:40And it's been really powerful. I mean, even on my, I have a podcast and I heart radio with I do part two and talking honestly about dating in your 50s and that next chapter and what that looks like has been I've had such a really warm welcome because I'm real I'm not trying to give you tricks not trying to like show you how great I am I'm just talking honestly about what's happening and how it's happening and it's been it's been great it's been great And we're going to take a quick break to hear from our Powered By sponsor. We're proud to announce a partnership between White Sands Treatment Centers and the Determined Society.

28:24With multiple locations across Florida, White Sands provides luxury, top-rated addiction treatment. From medical detox and inpatient care to outpatient support and long-term aftercare. Their resort-style campuses, expert clinicians, and holistic programs create real, lasting recovery. Together, we're committed to bringing hope, resources, and healing to those who need it most. White Sands Treatment Centers. I love that because you brought up this word, like actual genuine authenticity. Everybody talks about it. I'm very open as well. And I can only be me. And I would venture to say, you could only be you.

29:06And for me, it just happens to be a very real conversation. I'm always open with what I'm going through, whether it was my binge eating and my weight issues, or there's certain times where if I didn't handle a conversation with my kids or my wife correctly the day before, I would always bring it up because I think those moments right there, the listener and the viewers really want to grab onto because there's too many times where people in our positions or even above where I'm at that, you know, can come off really preachy and people think that they're not relatable any longer. And I never want to be the individual that is not relatable.

29:44I want people that have never met me to truly know me. And that's what I shoot for here. That's why these conversations are not scripted. They're not calculated. They're open conversations because when I have amazing guests on like yourself, I want the people that are listening and watching to truly get a feel for who you really are. and what you have done and how you focus on a day-to-day to do the many things that you do. Authenticity. It really is. And for anyone out there who thinks that there's a trick, or just because sometimes we say like, here's one issue, two issues, three issues, everything isn't packaged in one, two, and three.

30:31You know, you really have to go through things and you have to be around people that you trust. And you have to be able to talk to people that you trust. And whether that's your friend group or your social media platform, you have to be able to be open and personally available to be better and to make real change in your life. Very well said. Wise, my friend. Wise. You're so wise. This is wild, Kelly. It's wild. Let me ask you another question. So you, you, I mean, again, we've talked about, you know, some of the properties that you show, you have some big luxury listings right now. And I think, I know as of six months ago, you were looking to sell your New York house.

31:16Did that sell? Are you still in it? Like what's going on? I rented that because the market just shifted. And so I decided to, my, my whole mindset in real estate is all about generational wealth. And what is generational wealth? Putting money in your pocket. So sometimes if the market does not lend itself to selling, then renting an apartment or putting money into people's pockets is just a better and safer way for people to actually make astute decisions on what they want to do, rather than just feeling like they have to sell something. You know, a little money goes a long way and, you know, money brings people a lot of freedom.

31:59And so, you know, you don't always have to just, I think that that's one, a big problem in the real estate market is that a lot of brokers feel like they have to sell. Well, if you have to sell, you're never going to be successful. It's, you want to find that perfect place for that person. You want to listen to what their needs are. Hey, I need to put some money in my pocket. Great. Let's rent it for a while. Let's put it at a higher price. Let's put on the market for a short period of time. Let's make strategic decisions so that we can together build a relationship and a rapport where you can trust me.

32:35And that is one, that's one reason why I do well in this business. It's not because I've got long hair, not because I smile. It's because I'm super strategic with my clients and I listen to what their needs are. And I am able to manipulate certain things because I have a team of really good people that I defer to, like lawyers and educated humans that are making real decisions, everyday real decisions, and not just people that are just trying to sell something to somebody. So it's just a different kind of mindset. Like I just, I operate on a different, I operate differently. Like I'm not afraid.

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33:22I'm not scared. I know that I can do certain things in a certain way. It may not be the timeline that you want, but I know I can do things in the right way. I love that you're solution oriented. I try to be. I mean, well, I mean, it's just right. I mean, but that's the thing you wanted to sell your property in New York. It wasn't selling because the market shifted so bad. Like, okay, I'm going to rent it. There's solutions. Instead of being focused on what's not happening for you, focus on what you can do in the interim until you can get that ultimate situation to happen. But too many people let the lack of what's not happening control their mindset and quite honestly, how they impact their day and how they live and really their quality of life.

34:14Let's be honest. I think too, Sean, you know, working with Anna Wintour at the Met and writing American style for her was a game changer for me. And the reason that it was a game changer, game changing moment for me is because I learned who we are as Americans, why we're so successful and where we're going in the future. So are most people are just focused on this like this right now. everyone's like my boyfriend for right now my life for right now my apartment for right now you know i i learned about the most innovative humans and what they did and how they did it and so that's how i think i think like there's gonna be these bumps in the roads but like there's been amazing icons in the past who took major risks and they weren't like wow i'm not going to be able to do X right now.

35:14They just took those risks and they became the next masters of the universe. And so I'm okay with taking risks and, you know, working with the best of the best so that the risks that I'm taking are educated risks. They're not random risks. I really like that because when you're feeling gorgeous, you're like, I really like that. I really like that. You know, it's, you're getting a side of me that no one ever hears. Yeah. I love that. No. And that's, and that's great. That means this is going well, right. It means that the conversation is open and, and that's what I love bringing, you know, that's what I love selfishly about these conversations is when I can do that because it provides a better connection, a better, you know, conversation, and then the audience can enjoy it better.

36:08But you're talking about speed bumps. It drives me up a freaking wall when someone has an idea or it could be something within the family. It doesn't matter what the situation is. And a speed bump hits and everybody pushes the panic button, freaks the F out. It's like, wait a second, guys. Did we not think that at any point in time we were going to have any type of universal resistance or external resistance or some type of issue or landmine sitting right in front of us that we have to fix or disarm before we move forward. It drives me crazy. Those are opportunities to get better. Yes. But those are weaknesses, Sean.

36:55Those are someone's opening a door and saying, I need help. what are your thoughts those are it's not weakness no that's strength in my humble opinion yeah love that and i told my team before the call today i mean before our interview i go guys i need help i need more help i need help in xyz and let's go hire someone to do it and let's do it within the next 90 days but you also know who to ask you're not just randomly saying like hello yeah i didn't help yeah you know you have a team around your people that you trust who could help you make those decisions that's key that's the fun thing about it because i look at you're talking about the team i i have a whole ass team and it's not just my executive team i have a great production team i have a great publicist like all of these things you have a great family i have a great family oh my wife is backbone of this thing right without her belief and me, we wouldn't be here because you'd be like, you are not quitting your job.

38:01Like you, you are not retiring for corporate America, dude. You're, you're 45 at the time, right? You're not doing that. But without that, this isn't where it's at right now. So again, the risk factor, like if it's out there and you feel it, you got to take it, you know, and you got to take it in stages and I took it in stages, but, um, you know, speed bumps, man, those are something that I think people need to start embracing instead of running from, you know, it's interesting. Cause like last year when I called off my wedding, which I thought people were just going to slam me for, I had to move out immediately.

38:46And my friends were really nervous. Like what's going to happen? What are you going to do? And, you know, is this going to affect your business? Like all these different things. And I just packed up my things and I moved. And I will never forget the first night that I was in this new apartment and not this apartment, another apartment. And I just thought to myself, this is the first day of the rest of my life. I am going to protect myself from now on. that was a really hard decision to make for you i mean that for anybody i mean i've been spending my life protecting everyone else creating narratives for them you know writing about them celebrating them and doing everything for everyone else and it was the first time in my you know raising two children educating them making sure they had every every single thing from knowing how to ski to second languages to whatever it is that they wanted to do it was the first time in my life when i was like i need to be laser focused on my actual self and it was like scary i bet you it was scary and by the way i heard you are you like oh my god what did i just do you you first day of your first day of your life that's what it was for the rest of your life, whatever the saying is.

40:18But you, is it true that you're fluent in French? Yeah. That's wild. Yeah. Everyone loves when they hear me speak French. Go for it. Go. Je parle français. What'd you say? What'd you say? De la c 'est moi. De parler avec toi. Wow. Thank you for that. That's amazing. It's amazing. It's amazing. You know, being bilingual is very important. My wife, you know, she grew up in Ecuador. That's where she's from. And we're really trying to get the kids to really, you know, really dive into Spanish. It's something that I wish that I dove into further as a kid. I took, you know, three years of Spanish. I think, I don't know my biological father very well, but my grandmother full on, 100 % fluent in Spanish.

41:09So I'm, you know, I'm Hispanic somewhere, you know. So it's important. It's a segue, guys. It's called getting sidetracked, which happens in a conversation. I was standing somewhere. Yeah, somewhere. I don't know what kind, but I always thought I was like, I want to do that DNA and me thing or 23andme. No. But I think that was bad, right? I don't think that worked out very well for people. No, it did not work out well for people. No, it didn't. And some people it worked out great. It's interesting because people are always like, are you from Brazil? I'm like, I'm from Rockford, Illinois. I'm Irish Catholic.

41:46Yeah, but no, no, no. I have a twin brother. He's blonde hair and blue eyed and I am not. I'm from Rockford, Illinois. Brazil, are you Brazilian? People are like, where are you from? I'm like, where do you think I'm from? Oh my gosh. That's crazy, isn't it? I think like what I like to think of in things, I like to think of moments in terms of takeaways. And yeah. So, I was raised in the Midwest. I was raised in an environment where we learned about the land of Lincoln and where history was super important to us and sports were really important to us and independence and being able to ride our bikes places.

42:29And, you know, I was driving into Chicago to start modeling at 15 years old. And just there was a different kind of mindset. And I was never, one of my biggest takeaways from being raised in that environment is that I had this fearlessness, that everything was a possibility, that there was something out there that was going to be bigger and different and more interesting and more evocative, more provocative. And I was just very, very curious about all of these interesting new things because I had this baseline. I had this baseline of love, culture, tradition, value. And so I could just go anywhere from there because I always knew if I fell back, it would just be this cloud of love, education, value.

43:27you and so that kind of that's that that takes you a long that takes you a long way and i think that when you know we were on housewives one thing that people didn't see they didn't want to see me as a single mom they didn't want to see that i worked they didn't want to see that i was educated but we were all doing the same things just in a different way i mean every single woman on that show is educated, comes from a good family, comes from money, has possibility. Every single woman on that show. Not one of us is poor or from a dysfunctional family. I mean, just there was things that happened to people, but we all had a baseline.

44:18And I think that's one of the reasons why people really love to watch us is because there was an understanding and that we were all in it together. We weren't trying to promote. One person was trying to promote, but we weren't trying to like, you know, it was more about how we felt, what we were doing, and how we were reacting to stuff. And that made major TV. Major TV. Oh, it did. I just became a pop-up because they were like, there's no way that she works. no way come on what does she read comic books oh was that one of the comments comic books i bet you do though i bet you do yeah comic books who doesn't yeah who doesn't come on spider-man but everyone comes from somewhere sean sure i i mean 1000 percent you You know, and you know what that, you know, everything that you've, you, you know, the word curious to me is very impactful.

45:26And I want the audience to grab onto that word because that word can take you so far. And everything that I get involved in, it starts from a point of curiosity. And I would also say for people listening is when you're about to get into a heated conversation or you think it's going to be heated and you want to just attack somebody, start out curious. Seek to understand what the point is and why they feel a certain way. Because what I found is when we can be curious and explore, we often agree on a lot more than we disagree on. And then we can get to different places. and have a constructive conversation or a debate, whatever it is.

46:11I used to say all the time, since 2009, let's agree to disagree. Yeah. I don't know where this is going. I don't know how valuable this conversation is going to be. Let's just agree to disagree. That's been my tagline since literally 2000. I used to say it before because when you're raising kids, you're just like, okay, you're fine. Everyone's good. Everyone's going to be great. Everyone's going to be great. let's just move forward and it's true i mean i think that i think that i really i appreciate you coming from a place of curiosity i think that's incredible and i think that a lot of people just don't listen yeah they're just desperate to chat and get their point out like or their story out or that narrative that they've created for themselves.

47:05Again, like I told you this at the top and for the listeners, I don't have a narrative. Today I may be fearless. Tomorrow I may be petrified. Who knows what's going to happen, but I will tell you about it. I love it. I love that. It's getting real today. Hey, shit's hot. It's hot right now. I don't know how I feel. I was good yesterday. today I am freezing cold I'm not leaving this kitchen I'm stuck right freaking here and I'm gonna have 17 cups of coffee today that's all I'm doing that's it I have those days you know I love those days though because it gives us a chance to slow down a little bit you know okay let's evaluate why I feel like shit today you know what did I do last night what did I eat last night what did I consume?

47:57What did I read? What did I listen to? What did I watch? This is all information, but listen, life's also about hobbies. And as we wind this down, I know you got a busy day. Wind this down. I'm having the best time ever. I'm like ready to go. Okay, let's keep it going. Block out the rest of the afternoon, guys. Cancel everything. Shows like I've got hours with Kelly, hours, but hours. Hours with Kelly. That could be a spinoff show, Hours with Kelly. all of all of the hours um you have some fun hobbies though i do you know you're an avid equestrian now what's a polo enthusiast now are you playing polo or do you just like to go and i learned last year because i you know after the unwinding of my relationship i was like i need to do something and so it's interesting my executive producer at i hurt radio amy sugarman's like you need to do something that is super challenging for you that you just don't know if you can do so i was like okay i'm gonna try polo like i i know how to ride horses and i know some of the guys that play polo and it seems super aggressive and i'm gonna try just to do it so i i have been And it's called stick and ball.

49:14So you're on a horse and you're basically hitting the stick, the mallet with the ball. And it's very challenging. It's like, think about like golf on a horse. And these horses are small and they're very feisty. And it's been really, really fun. And it gave me, it's like, I just, I'm not telling people, I'm not saying like, oh my God, like if you have an issue, something happens or like there's a speed bump in your life, play polo. That's not like an everyday. Stick and ball, baby. Stick and ball. But maybe it's a metaphor. Maybe, yeah, maybe stick and ball is a metaphor for doing something out of the normal, out of the ordinary, learning something new, whether that's a language, piano, you know something that is out of your comfort zone to really to redirect everything whether that's your serotonin whether that's your just genuine general mindset whatever it is to bring new energy to something it's going to help you move through all of you know whatever it is that you're feeling you're thinking um you know that the mind is a very very very powerful powerful machine and it can really do things that can be great and it can do really good do things that can really really harm people and so if we don't use that mind in the right way it can really you know turn people to to do things that are not good for them and i don't believe in self-sabotage i believe in working through things the best way that i can and sometimes i don't know a better way than to use my body and use my brain to do something different.

51:08So it was great. Those would be called healthy coping mechanisms. Oh, really? Look at that. I think they're healthy. I know. Look at you. You're killing it, dude. You're killing life. My God. I don't even know this. I'm like, wow, I'm doing a great job. Hey, I'm doing good. It's good that you found out on a Tuesday. Now you got the rest of the week. You know? You doubled down on that shit. I have really healthy coping mechanisms. Yes. Very, very good coping mechanisms. Very good. Just try to, you know, again, like, you know, when you're, you know, you're a father and I'm a mother and, you know, I'm just always trying to like, I'm like my, at the end of the day, Sean, when, you know, when, when I'm, when I passed, it's going to say she was a great human and a great mother.

51:53It's not going to say she was on Housewives. It's not going to say she was on Playboy. It's not going to say she sells hundreds of millions of dollars of real estate. It's just not. It's going to say she was a great human and she handled herself well and she understood people. That's the good news. That's the good news. There's a very hard line between something that you do and who you are. And I think we get lost in what we do and allowing that to label our identity instead of diving into who we are as people. And as long as we continue to focus on who we truly are, because those are the things that matter to our families, to our children, to society.

52:36What are they going to say about you when you're gone? And if it's she was a real estate mogul, she was a reality TV star, that's a fail. That is a fail. If they say she showed up, she was there. She had empathy. She supported her family. she did x y or z things that are like about your value system that's the good news but people think that just because you're a shark doesn't mean you don't have to be have to be valueless you don't have to be a mean shark you just got to be a shark you know i'm a shark yeah you are i'm like a shark that you're so cool i'm so i'm really impressed by you i'm impressed by I'm impressed by you.

53:24I'm impressed by your beautiful wife and your kids. I'm impressed. Like it takes a lot to, first of all, you know, you were talking about like your binge eating. I mean, no one would look at you and say, wow, he's a binge eater. I mean, you're the picture of health. So first of all, that is like so amazing that you opened up about that because men's health issues are real. Second of all, just talking about, you know, the ups and downs and the idiosyncrasies of family life. Like it just, it's never, you know, everyone's like, I'm such a great mom. I'm so great. It's like, it's not about being this great person.

54:00It's about being able to like go through what we were talking about before, those speed bumps and kind of saying like, okay, this person needs a little space. Or maybe this person needs a little more encouragement. Like that's just all good news. And then to take the huge leap of faith, huge leap of faith. You're like, here you go, corporate world. bye here you go insurance here you go life here you go security i'm gonna go and do something that is totally different and something that makes me feel like the best version of me and look where you are yeah and it's it's run on air it's run on fiber optic cable think about that shit.

54:45Creating something from nothing. But again, I do evaluate myself consistently in this show and in this business, but more so as how was I today as a father and a husband? Because those are the moments. Everybody else can think the world of you, but if you walk through those doors and those people there don't see you in the best light and don't think you're leading the right way, nothing else freaking matters. You know how people are always like talking about their kids. My kids are so great. My kids are the greatest kids of all greatest kids, right? But what they're actually saying is they're not talking about their kids.

55:28They're talking about how great they were in parenting. And you know what? People should be heralded for that. like you've got a great child you have a they're a great student they're great athlete they're you know doing well they're a doctor whatever it is that's like that's not slow clap stuff that's like yeah it's the 80s slow clap shit let's get it that's like real real that's it that's where the money is those kids those brains that's where everything is everything else means nothing I love there are legacy there are futures they're the ones that are going to be the next game changers and we have to put all of our time effort resources into them just like you're doing yes yes yes and like yourself but thank you so much for coming on today and having this amazing conversation it's one of my one of my favorite conversations in a long time very open fun playful informative and engaging for the audience so thank you for bringing your absolute kick-ass A-game.

56:34Thank you. I appreciate that. I appreciate that. So are there any other things that you want to, I mean, again, I want to make sure that the audience knows where to find you. There's a lot of local audience. I know you have some stuff going on in I think Sarasota, you have a house that may be on the market. You want to talk about that briefly, give them a place to find all this stuff. Sure. So you can find me on any social media, Kelly Ben Simone, Instagram, TikTok, LinkedIn, Facebook. You guys know where to find me. And everything that I do is always online. So I work in real estate in three states, in New York, California, and Florida.

57:21I have a lot of beautiful properties in Florida right near you guys in Sarasota, Miami, Palm Beach. It's been so much fun celebrating this whole brave new world. And I'm just getting started. Proud of you. You guys can find me on my podcast. I do part two. If you're interested in learning about finding love, falling out of love, falling back in love, making sure that you make the right decisions when you're looking for love. It's all good news. I love that. Value, serving, just serving the people through your experience. I love that. Serving. I love that. Yes, yes. Well, thank you again, Kelly.

58:05Make sure you hang out for a bit, but I'm going to tell the audience. I'm going to give them some instructions right now. And the instructions are, hey, if you love the show and you got something out of it and you know somebody that would benefit from the conversation, send it to them. Like, please, just that's the only thing I want you to do is share this episode with everyone you know, love and trust and take the words very deeply. Everything we spoke about, there's a lot of hidden meanings and a lot of outward meanings too that you can really take and apply to your life today. So until next time, guys, stay determined.

58:53Like tea time you. Mmm. Or this tea time you. Or even this tea time you. So did you hear about Dave? Or even tea time, tea time, tea time you. Mmm. So update on Dave. It's up to you. We'll take the laundry. Rinse. It's time to be great.

From the publisher

In this sharp, high-energy episode of The Determined Society, host Shawn French sits down with the iconic Kelly Killoren Bensimon — model, author, Real Housewives of New York alum, and powerhouse luxury real-estate broker — for a raw conversation about mental toughness, authenticity, and legacy.


Kelly opens up about the lessons learned after fame, how she rebuilt her identity beyond reality TV, and why music and curiosity still fuel her every move. From embracing “minnow vs shark” mindset shifts to navigating public perception, Kelly shares what it really takes to evolve in the spotlight while staying grounded in family and purpose.


The two dive into double standards, resilience, and the underrated power of healthy coping mechanisms — from horses and polo to parenting and purpose. Kelly reveals how she transformed criticism into clarity, leveraged her Midwest roots for grit, and turned chaos into creativity through focus, curiosity, and real work.


By the end, you’ll see that behind the headlines and the high-rises is a woman defined not by fame, but by fearless reinvention.


Key Takeaways:

-Music fuels mindset — every success story starts with a rhythm.


-Minnows can become sharks through curiosity and work ethic.


-Public perception ≠ personal truth — redefine yourself through action.


-Mental toughness and self-awareness outlast hype.


-Curiosity is the secret weapon in business and life.


-Authenticity wins — people feel what’s real.


-Family and legacy matter more than fame or followers.



Connect with me :

https://link.me/theshawnfrench?fbclid=PAZXh0bgNhZW0CMTEAAaY2s9TipS1cPaEZZ9h692pnV-rlsO-lzvK6LSFGtkKZ53WvtCAYTKY7lmQ_aem_OY08g381oa759QqTr7iPGA


Kelly Bensimon

https://www.instagram.com/kellybensimon/


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