What the Man Behind 3 Billion Organic Impressions Actually Thinks About Virality w/ Caleb Ralston Ep. 31

21 Apr 2026 · 1 h 4 min · 39 chapters

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In short

Caleb Ralston argues against chasing virality; instead he emphasizes “hidden growth,” trust-building, and iteration over tactics. He shares how he thinks, builds brands, and leads teams, including his bamboo-growth analogy and “don’t export theory” principle.

Guest background

Caleb Ralston is a video/content and brand strategist who worked in bodybuilding, software (Logos Bible Software), legal cannabis brands (Washington State), then PureWow (women’s lifestyle publisher). He was later pulled onto Gary Vaynerchuk’s Team Gary. He built a ~6-hour YouTube course that continues to generate steady views and leads.

Key claims

  • Brands often grow “underground” for years before visible spikes.
  • Don’t teach what you haven’t lived; avoid “exporting theory.”
  • Ship via iterations (aim for V5, not V11/V12); ego blocks data.
  • “Optimize for trust,” not virality; virality follows if you solve your audience’s problems repeatedly.
  • High-volume posting isn’t sustainable for everyone; match tactics to your season and capacity.

Notable examples

  • A carousel post on leadership outperformed his earlier video efforts.
  • A brand pivot from deep education to entertainment increased views/subscribers but hurt sales.
  • He declined side projects to honor his in-house role at PureWow, leading to Team Gary opportunities.
  • He learned leadership “reverse engineering” from Gary: extract what each person wants and revisit it every ~6 months.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

The Bamboo Analogy of Growth

1:12 to 2:36

Discussion of the hidden growth in content creation using the bamboo tree analogy.

“And this is episode 31 with Caleb Ralston.”

Thoughtfulness in Content Strategy

2:36 to 4:08

Exploring Caleb's thoughtful approach to content strategy and how he refines his understanding.

“I'm more interested in like discovering a little bit more of like how you think, not just what you think.”

The Overthinker's Journey

4:08 to 6:10

Caleb reflects on his childhood experiences and how they shaped his thinking process.

“Or if I was dominating the conversation about myself versus asking questions.”

Communication as a Key Skill

6:10 to 8:05

Discussion on the importance of communication in creative fields and how Caleb developed this skill.

“I also see so many things that I would do way differently.”

Reflecting on Past Courses

8:05 to 10:15

Caleb shares his reflections on the effectiveness of his past course and what he would change.

“I built a Claude bot and I've been doing it for two weeks.”

Ego and Iteration in Content Creation

10:15 to 13:05

Discussion on the balance between ego and iteration in producing content.

“But I also know that this game is a game of iterations.”

Finding Contrarian Points of View

13:05 to 14:00

An exploration of how to maintain a contrarian perspective in content creation.

“you see and said a lot already, how do you keep your point of view fresh or intact?”

Navigating Controversial Brand Strategies

14:00 to 15:00

Learn how to discern between controversial and contrarian branding strategies.

The Risks of Shifting Brand Focus

15:00 to 16:00

Discover the impact of changing content focus from education to entertainment.

“Because the people we were bringing in weren't interested in the things that we were offering because the way that consumption works is whatever you consume, whatever brings you in the door, you want more of.”

The Importance of Leadership in Branding

16:00 to 17:00

Understand why leadership quality significantly affects brand perception.

“Now, if you have built your brand talking about deep business tactics and you start going wider and doing productivity and morning routine content, there's nothing wrong with that.”
Show all 39 chapters

Finding Your Niche in Branding

17:00 to 18:00

Explore how to assess and carve out your space in the branding industry.

“It's like, I think you can go tactics, creativity, strategy, but you as a leader are such a great risk to your brand if you're not getting better at leading.”

The Realities of Competing in Branding

18:00 to 19:00

Learn about the importance of competing smartly in the branding landscape.

“If the answer is no, then chunk it down.”

The Role of Restraint in Leadership

19:00 to 20:00

Understand the value of restraint and practicality in leadership styles.

“And each level that you go up, you're getting stronger.”

Adapting Leadership Styles

20:00 to 21:00

Learn how to customize leadership approaches based on individual team members.

“You know, somebody I worked for wasn't happy or was questioning something, and I just would immediately jump in with an answer and respond.”

Influences on Leadership Growth

21:00 to 22:00

Explore how mentorship and observation shape leadership styles.

“It's like that person who's brushing their teeth like this, and they're like, hey, you're not in trauma.”

Building a Cohesive Team

22:00 to 23:00

Discover the importance of understanding team members' motivations for effective leadership.

“and then I lead you differently than Sarah, right?”

Starting a Career in Content Creation

23:00 to 24:00

Learn about the journey from content creation to a leadership role in branding.

The Importance of Being a Steward

24:00 to 25:00

Understand the principle of stewardship in professional roles and its impact on success.

“high-functioning creatives, which, you know, that's a lot of different kinds of characters.”

Embracing Opportunities for Growth

25:00 to 26:00

Explore how focusing on current roles can lead to greater opportunities for advancement.

“And I started there as a video producer making a bunch of content on, you know.”

Navigating Career Advancement

26:00 to 27:00

Learn how to rise within a company by demonstrating value and commitment.

“So there's a meeting that I actually posted on my Instagram, my first meeting with Gary.”

From Fan to Filmmaker: Caleb's Journey

28:00 to 29:10

Discover Caleb's journey from being a fan of Gary Vaynerchuk to filming him.

“I'm like, I get, like, I took side gigs when I needed money.”

The Mindset of Opportunity

29:10 to 31:00

Explore the mindset that drives Caleb's approach to opportunities and commitments.

“And I was like, nah, you know, never had oysters.”

Quality Over Quantity in Content Creation

31:00 to 33:15

Caleb discusses the importance of focusing on quality content rather than high volume.

“and I started doing a bunch of different things and spreading myself really thin across different projects, I noticed that everything suffered.”

Balancing Growth and Sustainability

33:15 to 34:30

Understand the balance between rapid growth and sustainable content creation strategies.

“Like, you know, we're a year in, like you said.”

Understanding Your Unique Path

34:30 to 36:39

Learn how different contexts impact growth strategies and personal branding.

“I feel drained at the idea of like what you told me to do last week, I did.”

Revenue vs. Building a Brand

36:39 to 39:40

Caleb shares insights on the relationship between immediate revenue needs and long-term brand building.

“Comma, you need to understand then that that limits your upside.”

Trust vs. Virality in Content

39:40 to 42:00

Explore the conflict between producing viral content and building trust with audiences.

“And going into year two, we don't need to do that either.”

Revenue vs. Virality: A Balancing Act

42:00 to 43:00

Explore the relationship between revenue generation and virality in content creation.

“Who are, have podcast, all this stuff that will say, you're not doing good enough because you're not getting 60 ,000 on each thing.”

Building Trust Over Time

43:00 to 43:50

Learn how optimizing for trust can lead to organic growth and client loyalty.

“And one thing he talks about is they didn't optimize for championships.”

The Value of Raw Content

43:50 to 45:00

Discover the importance of valuable content over polished production.

“I believe that when people say, man, I got such good shit, nobody's watching it.”

Long-Term Content Strategy

45:00 to 46:30

Understand the significance of long-term planning in content creation.

“You just want more people in your niche, more of your target customer to watch it, not just random jokes.”

Investing in Team Growth

46:30 to 48:50

Explore how fostering talent within a team can lead to mutual success.

“results for 36 months you'll win the problem is everybody wants it in like three to six weeks but that's not how it works.”

Creating a Flourishing Work Environment

48:50 to 50:20

Learn about the importance of workplace culture in enhancing employee satisfaction.

“I think that a job of a leader is, and a sign of a good leader, is if somebody comes into your organization or your team and they leave more valuable in the marketplace.”

Future Projects and Innovations

50:20 to 52:50

Get insights into upcoming projects and the excitement surrounding new initiatives.

“Like you've cut your teeth on a lot of stuff.”

Developing a Content Framework

52:50 to 56:00

Understand the process of creating effective content and teaching methodologies.

“that's going to be launching April 14th.”

The Importance of Effort in Content Creation

56:00 to 57:24

Learn why putting effort into content is essential for success.

“But then eventually he's doing it completely.”

Defining Valuable Educational Content

57:24 to 59:00

Discover how to define and create educational content that resonates.

“With their marriage, with their finances, whatever niche that they preach about, it's ludicrous.”

The Longevity of Talking Head Formats

59:00 to 1:01:54

Understand why talking head formats will continue to thrive and evolve.

“It has a much higher value per minute than the majority of content, meaning the majority of the statements I make are statements you could act on.”

Personalizing Content to Stand Out

1:01:54 to 1:03:38

Learn how to infuse personal style into content for better engagement.

“sandwiches where i make i we tried to make sandwiches it was incredibly hard to sustain and so we stopped now i just order a sandwich and truth be told i'll tell him in live this is fun because I get to say it.”
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Transcript

Automatic transcript. May contain errors.

0:00This is years of hidden growth that nobody, nobody knows about.

0:07Chris Cruz:Some brands don't blow up. They quietly grow underground. Talking head isn't dead. It's just you need to put you into the talking head. Caleb Ralston doesn't chase content the way everyone else does. He built a system around one belief. Don't export theory. Build what you can stand behind. I don't want to be the guy that talks about shit I don't know. and that I'm not an expert on. Like right now, people are asking me about... He pushes back on the internet's obsession with virality and replaces it with something slower and far more valuable. Something that I do that hurts the performance of my content is that...

0:44He doesn't just think about tactics and what will get eyeballs on what he's doing.

0:49Chris Cruz:He reflects on it. He's thoughtful. And we're diving into how he thinks, not just what he thinks. It's infuriating to me that people think that they can put no effort into content, post a video on YouTube and think they're going to get results. These same motherfuckers say how stupid that mindset is with business. This is Anatomy of a Brand. I'm Chris Cruz. And this is episode 31 with Caleb Ralston. I need to start with just I share with you a little bit before we started the respect I have for you. but I want to share it from a different angle before we dive in because it's going to lead to my first question there's this concept around bamboo trees growing underground before they grow visibly and when I I think we're coming on a year of your six hour course on YouTube about like a year and I'm like it's got close to a million views and but when I remember watching it listening to stuff and going wait what is happening right now and then I started leaning in more and going trying to read into stuff look at things and go this this is years of hidden growth that nobody nobody knows about and all of a sudden he's skyrocketing in a way to some measure in the industry and that's not by accident because it's that bamboo analogy which is they'll grow underground for really long periods of time and then all of a sudden within weeks they will shoot three feet a day and get so high and be as strong as for construction workers to use them.

2:18Chris Cruz:And I feel like that encapsulates you right now is like years of hidden, not just grinding, not like, oh, I'm just a hard worker, but growth because this is a refined thoughtfulness to you that doesn't show up in other places. So I want to respect you for that. Cause I'm like, dude, that's real. You can feel it. Thank you, man. That means the world. Thank you. Yeah, of course, man it's just real it's for me it's like i can see that i can spot it there's a there's a nuance even like there's a um a committedness to to recognize there's more than one person listening and people want to be quick to tactics and not go into nuance but it doesn't because you've been at this for so long even if people don't see it it matters so that leads me to my first question with you i know that you have a long history working with great people and we're going to get into that kind of stuff too but i i do want to know the thoughtfulness that you have where Where does that get sharpened?

3:10Chris Cruz:How are you sharpening your mind? I'm more interested in like discovering a little bit more of like how you think, not just what you think. Like what's that journey like for you? How are you sharpening how you think about things in life? Love this question. I will do my best to tackle it. Go for it. I've always been, even as a kid, I would sit and think about how I thought. Really? Yeah. I grew up in a home where my parents were pastors. Okay. And so any PKs out there, they immediately understand what I'm about to say, which is the majority of my childhood, I spoke to adults a lot. And so I was having conversations that were above my level of operating.

3:52Yeah. Just by nature because of the proximity. I was in ministry for 15 years. Okay. Yeah. So you get it. Yeah. I absolutely get it. And I think what I would do is I have always been an overthinker. And so I would go home and I would analyze what I said, what was maybe like, you know, over speaking, over sharing or whatever. Or if I was dominating the conversation about myself versus asking questions. Like I'm talking about like seven, eight years old, like crazy shit like that. Yeah. And then. Which can be hard.

4:20Chris Cruz:It can weigh on you. It actually can make you feel a little bit like almost like what's wrong with me? Oh, I mean, now I view it as an asset and a strength, but it was viewed as a weakness my whole life. Oh, wow. And I think when I moved out, I started analyzing just, you know, things and people in my life that I saw were not in the direction that I wanted my life to. Yeah. And I started looking at like, OK, if I continue on the path that I am operating under right now, I'm going to end up like that. Yeah. And I can't do that. Can't do it. It just won't work. And so I started developing this ability, I guess, or this habit of operating, reflecting and then iterating.

5:01and I think I applied it not only to my personal life, that's where it started, but I think it started with work. It started to creep into that area of my life and I started looking at like how I was interacting. A big thing that you know really well is most creatives are not good at communicating, right? And I believe it's not that creatives aren't good at communicating. I believe it's people who are less likely to want to communicate go into creative fields and then here's the really messed up thing here is then we're not given opportunities to learn how to communicate, right? On the head right there.

5:36I was trying to figure that out early on because I never believed that I was going to be the best editor in the world or the best videographer. But if I could communicate the way that I operated better than your average bear, then I could stand out.

5:49Chris Cruz:Dude, what's fascinating about that is I literally said to somebody one time, they're asking about leadership, leading a big organization. And I said, the person who's going to lead is the person who knows how to communicate. like in this room if they can communicate they're going to lead this not this person or that person they're just going to if that skill is honed and refined so you have this natural ability or natural kind of operating system that was like i'm going to operate reflect and adapt now do you now as you're building what you've built are you if we looked back at your six hour course and you had to reflect on it what what do you think about it right now i know it gets you lots of leads you've mentioned that like your inbox has you can't even handle them but when you look back at it is it like i'm super proud of that or you're like no i would change some things or like a mixture of all of it uh the biggest mentor in my life gary uh vaynerchuk gary v talks about how the strongest bridges are strong not because of the pillars in between but because of the tension pulling up hard in opposite directions and i think that the tension that i have with the course is i am wildly proud of it.

6:56I think it's absolutely insane. I also see so many things that I would do way differently.

7:01Chris Cruz:What would you do differently? I think for one, I probably, if you look at it, it's funny. It shows you my confidence levels in different areas because I go through brand, content, team, and then there is a blip at the end that most people don't even catch about monetization. And I think one thing that I would probably do differently is I wouldn't even include the monetization thing. Not that I don't think it steers anybody in the wrong direction, but I don't want to be the guy that talks about shit I don't know and that I'm not an expert on. Like right now, people are asking me about how I use AI in my workflow and everything.

7:38And I don't like to go into too much detail because I have not been doing it at a high level for a year.

7:43Chris Cruz:Yeah. There's an exporting of you. There's a phrase we would say, the light that shines the farthest shines the brightest at home. And it's this idea that if you're not working internally doing it. You're just exporting theory at that point. And you're like, I'm just sharing what I know, but haven't lived. And it's kind of like my whole thesis, which is look at what everyone else is doing and do the opposite. Everyone right now is like, okay, cool. I built a Claude bot and I've been doing it for two weeks. Sign up for my masterclass. And am I, is it okay if I swear? I always try, but it's some fucking horseshit.

8:22Chris Cruz:It's so stupid. it right and so the thing that i'm trying to make sure that i don't fall into because i i used to hate it from the outside and now that i'm making content i see the trap i understand it but like i don't want to teach something that i'm not an expert on yeah maybe i'll share yeah this is an experiment i'm doing but i qualify it heavily um and so i think you know that's one thing another thing that i would probably do is what we did in january this year okay we made another course we made a how to start that one was how to build that's like if you're already at a one or two is this the one where you did the three different groups or you're like exactly and that's what i would have done i love that so we released the first section which is brand positioning we released that one week then the next week we released content strategy and then the third week we released a podcast of trevor and i talking about what we did in the first year to build my brand okay and then we combined them all and released it as a course that was how it was originally designed and that did better than the previous three.

9:24And so I now going back, I'm like, damn, that is the way to do it. Honestly, like that's what we're going to be doing. Probably another time this year. We'll probably do one more this year. Okay. Um, a little bit different than what anybody has seen from me so far that I'm excited about, but we'll film it in chunks, release those chunks individually and then stack them all together for one entire piece. Okay.

9:44Chris Cruz:And so then for you, you, you're that reflective nature. You're willing to look one last question on kind of reflecting on stuff that you've done like that. Do you, when you realize there's some things that you would have done different, being a very reflective individual, does it eat at you? Does it like, does it like, how do you handle that internal? Like, man, cause I know so many people are just like, oh man, I'm going to just keep crushing through. And I'm like, cool me. I'm like, it eats at me. And I'm like, but I'm not everybody. So I know that like, what happens to you when you're like, man, I would have done differently.

10:14I think that's a process that I've been working on since probably 2016, 2017, which is I would love to be able to go back and fix it or do anything like that. It does eat at me. But I also know that this game is a game of iterations. And if we get caught up and hung up on some shit too long, we don't get the data to be able to make the iterations. The majority of people are sitting on ideas and pieces of content that they've been sitting on or in review. They're on V11, V12. And that's some bullshit. Like we need to be shipping by V5 at the latest, right? Let's go. Because everything beyond that, in my opinion, is ego.

10:54It's thinking that we know what our audience fucks with, but we don't.

10:59Chris Cruz:Dude, I heard that in my head from you so many times. Oh, I'm glad. In my head, I'm like, listen, I'm going to create this. So, okay, I'm going to give you real time something I did. So I created a piece of content. It did abnormally better than other pieces of content. I then went back and was like, okay, my audience is loving that. It's a little bit different than some of the stuff I've been putting out. I'm going to double down on it. So I double down again. And then the next one goes even better. And then I'm like, okay, I'm going to engage with this more. I do the next one and it's the best post I've done ever, ever.

11:34Chris Cruz:Like light years. Was this topic or format? It was topic. And what I found was it was a format that I was reluctant to do because I heard everybody telling me to do a different format. So it was carousel. So I did a carousel. But everywhere I was watching was going, okay, what's the visual hook, the audio hook? And I'm like, okay, I want to get good at video. I've got incredible video equipment. I've got a coop over here teaching me as like a Padawan to a Jedi how to edit. So I'm in my office editing stuff, working hours to create these videos that are getting sub interaction. But what I didn't realize, too, after listening to a lot of your stuff was going, all right, I'm not looking for virality.

12:13Chris Cruz:I'm actually looking to grow trust. And I was doing that slow. And then one piece took off in the format of a carousel. Yeah. And it was all around leadership and leading people. and it just and i was like if you essentially was if you want doers like and versus if you want people to actually own outcomes like how to lead those two different types of people and what's the problem there and and letting them struggle the idea of if you want leaders you have to let them struggle you can't go in and save them like you've got to let them struggle with stuff that and i got it was a point of view stuff that you've said people are not willing to have a point of view.

12:51Chris Cruz:That's where I wanted to go next with you actually is how are you pushing people out of the like, Hey, I know this is your go-to answer because culture you've seen others. How are you harnessing them towards a point of view or yourself staying in a point of view when you see and said a lot already, how do you keep your point of view fresh or intact? As in like, if your contrarian take no longer is contrarian. Oh that there's that because I've, I've gone through stuff and gone through like, okay, here's my contrarian take. I think people are scared to disrupt more than they want to admit. I think myself, I'm naturally a very challenge-oriented person, but I'm also scared to disrupt.

13:33Chris Cruz:I'll go somewhere maybe unexpected with this. I think that there's a lot of people, and I say this with love and respect and a humble tone. There's a lot of people that think that they got game that don't got game. And so they, they want to identify a contrarian take, but they're not deep enough in it yet to really know what they think differently about the space. And that's okay. There's nothing wrong with that. Admit it, acknowledge it. Yeah. The thing that a lot of those people end up falling victim to is listening to the gurus online that are pushing a controversial brand yes and so what they do is they don't know how to identify a contrarian take and so they find something that's controversial and they say it for controversy's sake one is designed to trigger a reaction that's controversy contrarian is i have to say this because it's it's to my core right for me when i came onto the scene i was let's go tired of so many people i'd meet with i mean in 2024 alone i met with thousands of business owners and the most common thing was like i don't know if this is working i'm not even sure if this is working towards my goal because i don't know what my goal is i don't know any of this stuff and all i'm doing is like constantly trying to talk about the widest thing possible to get the most amount of views yeah like high tam even like even listening to some of the podcasts you're on i'm watching you wrestle this is just i'm on outside in yeah so i'm watching you wrestle when people are addressing high tam and then you're you're going yeah but like it's got to actually be something that you're you care about you're good at it may not like just because it's a high tam doesn't mean it should be what you do yeah oh absolutely how how do you resist that urge like because they're here everywhere like because i've been at that mistake i've done that mistake at the highest level oh unpack that for me unpack that for me i've been part of a brand where we literally pivoted from really deep educational content to wider more entertainment based content and i watched as sales dropped fascinating views and subscribers went up.

15:37We were growing like fucking crazy. Whoa. But sales were not tracking with it. Why? Because the people we were bringing in weren't interested in the things that we were offering because the way that consumption works is whatever you consume, whatever brings you in the door, you want more of.

15:53Chris Cruz:Yes. Yeah. So you're like, you entertained me. So now you better keep it. Keep dancing, monkey. Like, come on, keep going. Oh, that wasn't funny this week. I'm out. Now, if you have built your brand talking about deep business tactics and you start going wider and doing productivity and morning routine content, there's nothing wrong with that. But the people that come in through that, they're going to want more of that. Not you calculating your CAC to LTV. Does that make sense? Yes. Well, here's where I have this tension point inside of myself is I have about three topics I consistently come back to.

16:31Chris Cruz:in my life and i've struggled and i would love even if you're like hey real time i don't mind that kind of stuff like we had in our other podcast real time getting and let me give you feedback on your pitch i'm like yes let's go give it to me but like i think about three topics often for my own personal brand and it's usually around brand and brand strategy that kind of stuff um internal like human development because i think there's this i look at it holistically so i look at the most overlooked area in brand my contrarian thought on brand is the most overlooked area of brand is leadership. It's like, I think you can go tactics, creativity, strategy, but you as a leader are such a great risk to your brand if you're not getting better at leading.

17:11Chris Cruz:And going, you can destroy your staff. I was telling somebody one time, imagine the brand you love, put them in your mind. You love them so much and you love what they put out. Then you find out the CEO is an ass and hates his staff and is like abusing them verbally. What happens? You hate the, you hate the CEO, but you also start hating the brand. Yeah. You do that. So that's my, but I struggle to go, what am I, am I widening myself too wide and keeping those three different things going? Like, that's my struggle. Like talk leadership brand and internal development. Like, am I, am I creating too much of a wide net?

17:46I think that's what my fear is. I don't, I don't think so. I think the thing that I always encourage people to do is look at what lane you're existing in the topic that you're speaking to the niche that you're in. And if you don't feel like you're getting good success, look at who the winners are of your category and just have an honest conversation with yourself. Can you compete with them right now? If the answer is no, then chunk it down. I could talk about brand, but I don't really talk about brand. I don't talk about CPG brands, anything like that. It's personal brand. Maybe in five, 10 years I will, but right now, I don't want to try and compete in that game.

18:21I know a lot of characters in there and I don't aspire to compete with them, right? Personal brand is something that I feel like is a smaller pond. There's a lot of people that talk about it, don't get me wrong. But it's one that I felt like, okay, I could own this pond in the next couple of years to a certain extent, right? As much as one owns a pond. But that's how I like to think of it is I think too many people are like, I'm going to talk about marketing or I'm going to talk about business and I'm going to compete with the guys that have been spending millions of dollars a year with their 30-member content team.

18:54It's like, yeah, no, you're not. You're not competing with them. It's not at work. But what you can do is you can compete with the tiers on your way up. And each level that you go up, you're getting stronger. Maybe you're getting better with the way that you communicate. Your team's getting bigger, more efficient. And then you can start to work your way up to the broader overall category. But I'm a big fan of people analyzing the pond they're in and potentially realizing they're trying to compete with too many big fishes, they need to be a big fish in a smaller pond.

19:23Chris Cruz:Smaller, that's right there. And it's not, and by the way, I'm not encouraging people to like lower your goals or anything like that. It's not that. It's restraint. Let's be realistic. I'm a practical as fuck kind of guy. Yeah, no, you get that. And everything that I've watched of yours, there's this deep like willingness to have a restraint on there. There's a deep. That's perfect. Thank you. yeah okay i just want to make sure i'm honoring yeah no no a man over here the the the restraint that you um hold on yourself is for me someone who leans in and looks not just at what you're saying but how you say stuff and why is he saying it that way uh versus like there's even times where i've watched on stuff that you've put out where you're in on a podcast and you'll even be like yeah but i see a little differently even when they just were like building up a point and i'm like yes like i love that he's willing to not just be contrarian for contrarian's sake but he's like there's nuance there's a difference here than what you're saying now with what you're building and the team you're building and how what's changed about you as a leader from when you launched that six hour course that kind of launched you to where you are now was there something you're like man this thing is new about me and i had to work on this and this is new about me and i didn't realize it was awesome and i love it but i've also had to work on this now I've traditionally been a wildly reactive person.

20:46You know, somebody I worked for wasn't happy or was questioning something, and I just would immediately jump in with an answer and respond. And I didn't take a second to sit with it and, like, evaluate. You know, everything, I guess, you could say was, like, a 10. And I would always react accordingly.

21:06Chris Cruz:It's like that person who's brushing their teeth like this, and they're like, hey, you're not in trauma. You're okay? Yeah, basically. Yeah, that was me. And I think something that I learned is, okay, now I have a team that is, you know, gangsters, but they rely on me. And I set the tone. And so I need to work on creating a little bit more distance when I feel stress or I have something come up. If there's a fire with a client or something like that, it's like, okay, I need to learn how to handle this better. That was something that, you know, being a leader internally in an organization, there was buffer.

21:39But now there's no buffer. That's true. That's true. I'm the guy. Yeah, you're the guy. And so that is an interesting thing that I have had to learn. I think the fortune that I've had is in my previous in-house role, I actually felt like I grew so much in leadership, and I learned my leadership style, which is I reverse engineer every individual. I find out how you operate, what your goals are, and then I lead you differently than Sarah, right? And I lead Sarah differently than John.

22:07Chris Cruz:Yeah, each person is led differently because you can't get the same results by universally leading everyone the same. Exactly. It's just not going to work. They're humans. They have different motivations, different desires. But the fact that you do that, did you learn that from someone? Is that so weird? Gary. Gary. So Gary Vaynerchuk. On the outside, there's part of the podcast where I'm like, I want to talk about Gary stuff. Another part of the podcast where I'm like, you're fascinating. And I'm like, let's dive into this. Because I've listened to Gary since Jab, Jab, Right Hook. Okay. Yeah, yeah, yeah.

22:36Chris Cruz:Over a decade of watching his stuff. took his tactics launched everything that i could launch at that time and it went really well and i love i always wondered like the leadership i see i'm like it looks like it's real and i'm like i want it like you know what you're like i want it to be like i want that to be real yeah hearing you say you learned that from gary does something for me internally because it i'll probably never meet him but that was one of the questions i had internally was i really hope what you say you do is as real well i i mean i can say and i i shout it from the mountaintops that man's 10 times better in real life than he is online and that is is the opposite for 99 of characters who exist online uh but he's not one of those yeah i mean the the leadership stuff like a lot of the moments that i wanted to put out he'd be like ah let's let's keep that private out of respect for the employee or whatever moments where like if we put that out there people would see like really how he operates even when he has to like let somebody go the way that he goes about it is wildly different than most people okay and but he just didn't want to put any of that out and so I I learned from him though because I remember him talking about this early on even before I started working for him I was consuming his content and I remember him talking about how he the the way that he is able to keep a team of wildly different, high-functioning creatives, which, you know, that's a lot of different kinds of characters.

24:05And the most extreme of characters, too, emotional and everything. Everything from every angle, you're hitting it. He talks about how you need to figure out what each person wants, what they're trying to achieve, what they're trying to accomplish, where they're at in their life. And then you need to do that again every six months with them. Because somebody comes in, in their 23, they're wanting to grind for the next three years. then they meet the partner of their dreams. They have kids. Maybe they're in a different season. And it's up to us to learn that, not up to the employee, not up to the team to share that with us, but it's up to us to extract it out of them.

24:39Chris Cruz:Yeah. I mean, that's so encouraging to hear because for us, that's exactly how we think about it. So it's so encouraging. Now with how you started to rise in Gary's world, did you start a different position and then make your way up through different things? Like, how was that journey? I've never really kind of heard that talked about. I started at PureWow, which is a women's lifestyle publisher that he owns. Okay. And I started there as a video producer making a bunch of content on, you know. Were you doing content before that? Like in the bodybuilding world only? Oh, yeah. Is that where you were doing it?

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25:15That's where I started. So I started in bodybuilding. And then I started working at a software company. Okay. Logos Bible Software, actually. I know it's not good at software. Yeah. So I worked there. for a couple of years. And then I did freelance for about a year, year and a half, where I worked with the two, like some of the first I-502 cannabis, like legal cannabis brands in Washington State. Yeah. Did that. That was fascinating. It is. We literally ran meta ads for a cannabis brand. That was difficult. Yeah. Had some creative ways of getting around it. That was fun. And then I went out and worked at PureWow.

25:49Okay. Did that for nine months. And after nine months, they pulled me on to Team Gary, which was crazy.

25:56Chris Cruz:Why did you think they pulled you on? What was the reason they pulled you off? What did you reflect on that? So there's a meeting that I actually posted on my Instagram, my first meeting with Gary. It's a five-minute meeting. He's famous for having these literally like five minutes on the calendar. And man, it feels like a lot more than five minutes, though. You get a lot of value in five minutes. And he invited me to hang out upstairs with the Team Gary crew. He was like, I know you're at PureWow. And Team Gary is, what is Team Gary? His personal brand. Okay, personal brand. Media team. Yep, great question.

26:27Thank you. And he invited me to hang out with them and work on content after hours. He was like, you do your PureWow thing 9 to 5, and then 5 to 10, you can come hang out here, do whatever. And I was like, oh, my God, this is like a dream. I was watching the DailyVee episodes. My sister and I would be watching them in my apartment in Bellingham. Yeah, dude. And now he's inviting me to hang out. This is crazy. But then on the subway ride home, I was thinking through. I was like, there's this principle that I was taught as a kid. I think it's in the Bible. And it's to be a good steward with what you're given.

26:59And the thing that I realized was I was tasked with making content for PureWow. And so if I'm going to take time to work on additional content that isn't a passion project of mine, because I had to do those to keep my sanity. But if I wasn't doing that, I want to deploy those extra working hours towards PureWow, the opportunity I was given, right? And kill that. And I had this theory that if I do an incredible job there, the leadership will talk. They know I'm a huge Gary fan. It'll get mentioned and brought up. And maybe something will come of that. And what's crazy is actually at the same time, there was another character that started at PureWow.

27:36He also loved Team Gary, loved Gary, wanted to work on the team. And he spent every little bit of extra time he had with Team Gary. Not necessarily focused on PureWow content. There's so much here people want to understand.

27:47Chris Cruz:There's so much you're unpacking right now that is the unspoken undercurrent of how people thrive in organizations. I mean, it's like a lot of people that I talk to have really incredible opportunities in the in-house role that they're in right now. And they're like, Caleb, I want to do this consulting. Da-da-da-da-da-da-da. All this stuff. Go crush that thing. And that's my thing. I keep coming back. I'm like, I get, like, I took side gigs when I needed money. Yeah. But other than that, my God, I tried to focus on the opportunity at hand because I always believe that that is going to give you greater returns and a better foundation to build and catapult off of.

28:22And so I just did that. I focused really hard, but I did meet with David. So I was meeting with David Rock, D-Rock, like probably once a month just to update him. I would ask him his feedback on what I was doing. I never was asking like, hey, could I? But then eventually I think, I want to say it was probably like May or June 2017 I think, I was invited, maybe 2018, invited to film a Daily V that Gary was doing. He was like meeting with Vitor Belfort, who's a UFC fighter that I was a huge fan of at the time. And the first time I'm filming with G, it's crazy. We're like at this like fancy dinner, they're eating.

29:02And I assumed that they would just interact and I didn't exist. And within minutes, this is just how cool G is. He turns to me, he goes, have you ever had oysters? And I was like, nah, you know, never had oysters. And he grabs the camera out of my hand. He's like, all right, well, on today's episode of Daily V, Caleb's trying oysters for the first time. And it was just, it was such an insane moment of going from just literally a year ago. Like, yeah, I was watching this guy on my TV and now I'm the guy filming him. It was absolutely insane.

29:34Chris Cruz:Yeah, I feel a little bit of that. Even I know that you're like, I'm nobody in my industry. I feel a little bit of that sitting with you and like going like, oh, a year ago, I was watching the six hour course of how to do this thing. And like, now I'm sitting in the same exact room with him, talking to him about this stuff. So I feel a little bit of that. But what you're saying, here's what's fascinating to me, which is probably overlooked in a side note in so many people's minds, is there was something inside of you, I don't know what it is, and you may be able to articulate it. There was something inside of you that believed that you didn't have the scarcity mindset that if you gave up this opportunity, it would never come your way again.

30:07Chris Cruz:Because there was something that somebody is like, hey, if I got this, I'm going Team Gary and PureWell is going to get the scraps because the best opportunity is over here. You're like, no, there's just something about if I do this well, this will come. Do you think about like that often? Like, is that even how you take clients? Is that even how you think about like, I don't know. It's just a different mindset than most would have. Most would go, Gary called me, we're dropping everything and we're going doing that. You were like, yeah, I love that. Freaking awesome. That's a hell of a deal. I want to be a part of that.

30:40Chris Cruz:but I got commitments that I'm up here well and I got to do these well. Yeah. I think, I think it's just that I had previously had situations in my life that supported that way of thinking. Like I just said, yeah, yeah. I had just made bets, stayed focused. And when I didn't, and I started doing a bunch of different things and spreading myself really thin across different projects, I noticed that everything suffered. And so I think I just had a really strong belief that gary would if he ever even heard about it yeah and i didn't assume that he would but if he did he would respect that i was this is a company that he had just recently bought you know and and he was wanting to have them focus more on social at the time they had traditionally been they were still on social and they were doing a good job but they had been more focused on their website and pushing people to consume content there and gary was like no we We don't want to try and bring them here.

31:38We want to live where they are and put the content out. And so I viewed it as like, this is something that would be honoring to the man who has given me so much already is if I can have any little part in helping this transition and everything and be a part of it. Also, the other thing is I fucking loved those people up here. Like Nadia, my manager, the best. Mary Kate. Oh my God. She was the shit. Ryan love him. Right? Like everybody that I worked with there and worked for were awesome humans that I never could have just like dipped. You know, even when I went to Team Gary, I still did my best to go downstairs and still do projects when I could or help them however I could.

32:20Because I love that crew.

32:21Chris Cruz:Bro, you think, I think so much like that with you and that. Like there's, I can point to so many moments where that's like part of where I'm at right now with building what I've been entrusted to build is because of that. sitting in a back corner working on a project that someone said can you go work on that and be like cool i know i'm getting dragged in other spots but i know the success of this is going to speak way more than my exhaustion of that yes so like let me just go crush this thing and i know it's going to speak so i i resonate so much um it's kind of what we do actually with my youtube channel okay everybody is putting out high volumes of content and i think that's the right move But for me right now, I'm putting more effort and focusing on one piece at a time rather than mass volume.

33:04And I think it's kind of a similar way of operating. I believe that the long-term benefit of that, of putting a ton of effort into these videos, knowing that they're going to continue to reap the benefits. Like, you know, we're a year in, like you said. And that course is now getting still like a thousand views a day.

33:22Chris Cruz:Okay, so let me ask you a question. because when you started saying that, the thing that T-boned me in my brain is some of the other rhetoric. Even Gary going like, grip 30 things a day, 40 things a day. Just like you're not posting enough. How do you fight off what your mentor even says about that? Well, I know it's correct. Right? It's correct. Just like when I was getting into powerlifting. That's awesome. I'd watch Andy Bolton or Ronnie Coleman or any of these characters, Stan Efferding, and what they were doing was correct. Yes. But it was not sustainable or possible for me at that moment.

34:02Chris Cruz:Oh, so you're drawing the line, the connection between correct for an individual, where they are and where they're at, to what you are, what you're capable of, and stretching yourself with that in mind. Jeff Bezos, I think, is the one that talks about how he doesn't make any decisions before 10 a.m. and after like noon or something i'm butchering but he has a window where he makes decisions that's great for jeff if i do that in my first year of business i'm fucked i think that's the difference between tactics and like understanding principles like that's the difference between being going all right that worked that worked that worked but it's not and there's guys who are exhausted i had to i don't want to put names or anything on podcasts but it's like i had to turn their podcasts off i just was like hey i gotta unsubscribe because you're exhausting me with tactics.

34:49Chris Cruz:I feel drained at the idea of like what you told me to do last week, I did. And now you're telling me to do something else. And I can't, I just can't keep up. It's killing me. It's a hundred percent correct. And we need to do high volume. And as AI is ticking up and there's more shit just being made like crazy fast, you will need volume. But I still believe, and this may change. But to this day, I have never wavered on this. If you make a really, really powerful piece of content and you put a lot of effort into it, just like a product, it will market itself and it will stand out against volume.

35:28Right? The problem is, is eventually I am going to have to uptick that volume. But if I tried to do a weekly YouTube video for my first year,

35:37Chris Cruz:I wouldn't have made it past month two. And so for me, it's back to this long-term mindset, right? It's like, I know the way that I'm going to be building this. And I know what I aspire to get to. I'm not going to go, if I want to bench 500, I'm not going into the gym tomorrow and loading four, five plates, you know, like I would get crushed. Exactly. And so people, I think need to understand that you need to take what they're saying and understand that the main reason why they're saying it is because everyone in their audience isn't doing shit. And so if I say 30 posts a day, then there's a chance that you might do one.

36:13Yes. And that's one big reason why these characters use those big numbers.

36:17Chris Cruz:They're going to go, okay, understanding the fact that you're going to trim everything I say down. Yeah. I'm going to overshoot this. You're not even going to do it. And so the one or two of you that are listening, they're going to actually take my advice and do a 20th of what I say. Cool. Now you get a post up every day. Yeah. But knowing that that is something that we should be working towards, but that doesn't mean that you need to work towards it in the next three days, three weeks, three months, three years even. It needs to be on your own timeline. Comma, you need to understand then that that limits your upside.

36:47Chris Cruz:Oh, let's go. Like own that, own it. Let's talk about it, please. Like I would be, we're around 91 ,000 subscribers on YouTube right now. It's been a little over a year. It's a year and one month of posting. So 13 months. If we posted once every week at the same quality, not duration, but quality or perceived quality, we would probably be 200 ,000 subscribers, maybe 300 ,000. We'd be a lot bigger. But I know what I am optimizing for, which is longevity. And so at the expense, I need to know that there's a cost to that. Everything in life is a trade-off, right? Everything is a trade-off. And so if I am going to say, okay, I'm optimizing for longevity.

37:36Well, then I'm not optimizing for rapid immediate growth. Right? And so understanding what you're optimizing for in the season that you're in is one of the most important things that nobody thinks about with their personal brand. No, they don't. Not at all.

37:52Chris Cruz:So, okay. But here's my, my quick, cause I, I respect that so deeply because even when we started all of our YouTube stuff, we had time to flesh out content ideas. some stuff stayed some stuff died we're just like it's just not sustainable we can't keep creating that we're going to cut it it's gone it's wasting time it's that we can't do it but then the question that i have with what you're saying like when you know that you're not going to get rapid growth which i love we share in a lot on the building for trust over virality like that is the name of the game for me because i'm like i i like that i'd rather go deep with a few people than be shallow with a lot of people.

38:28Chris Cruz:Like, I love thinking like that. But then when people are like, but I can't, my business isn't growing. Like, I'm not making money. Are you, and I'm not, I don't know the metrics on how you make revenue. But my question is like, are you able to think like that because the money's coming in and you're able to go, cool, I've got safety because I've got revenue and that's good. I can take the long game versus someone's like, I got to make money tomorrow. Such a good question. Yes, yeah. I'm in a fortunate position that, you know, I've talked about how I had a conversation with Gary where like I could build my business without ever making content because I have enough goodwill from what I've done that like I can just through referrals, I'd be able to build.

39:12Chris Cruz:Across the paper you go, Gary V, Alex Hermose, Layla Hermose. Cool. Where's my, where's my job? Thank you. Yeah. Yeah. Like we could have done that. Yeah. I had other goals in addition to just building my business that I wanted to accomplish and things that I wanted to do and provide to people to help them. And I wouldn't have been able to do that without content. But, oh, God, did I just leave the question? So the question was about revenue and the fact that you have that. Yes. So I didn't need to make money off of my audience in the first year. Right. And going into year two, we don't need to do that either.

39:48Chris Cruz:Because you already had stuff in motion? Yeah, we have clients that we've gotten and everything like that. that we're doing really well with that are fucking awesome. That's awesome. Awesome clients. And I'm so grateful to be in that position. Yeah. There are people that it's like, yo, I got bills to pay, mouths to feed right now. And I can't wait. Like tomorrow, I got like the amount of people that we interact with when they come to us to work on brand for them. And when content comes in the conversation, it's always, it's got to make me money. Yeah. And this is the wrong solution. Let's go. That's the big one.

40:18Chris Cruz:Is everyone thinks, okay, cool. I'm going to start making content to make money tomorrow. Yeah. No, no, no. What you're going to build is a brand that is going into the ground. Because it's like if you meet somebody for the first time and you just immediately make a big ask of them. It's fucking weird. Yeah, no, it is. Like that's not how humans work. You got to build some rapport. It's off-putting. You got to give, right? And so I believe that the best version of this is if you've identified, I need cash now. Yeah. Don't focus on making content right now. focus on another means, right? There's other ways.

40:54And I'm not the business expert. I'm not going to teach you what to do.

40:56Chris Cruz:People need to hear that though. Because they're fed the idea that this is going to change the game tomorrow for them. And they're like, no, it's not going to change the game tomorrow for you. This is going to take time to get into their minds. And then when their decision-making comes in, that you're hoping your content is in that spot when they come to decision-making. Not right now. It's just not there. Exactly. That's encouraging percent. So there's that. The other thing that I want to hit on though, is I think some people use what I say about not optimizing for virality and optimizing for trust as an excuse.

41:28They make shit content. They get no views and they're like, I'm optimizing for trust, motherfuckers. Like, no, no, you're just not good. And that's okay. You can get good, right? Just because we're not good right now doesn't mean we can't get good. But the thing that I I could do it myself.

41:44Chris Cruz:Like we will measure and we have to have honest conversations. We did a whole podcast, just our team. Yeah. Because we were like, okay, if we measured our success based off of what we are seeing numbers wise, we would be a failure. In the eyes of many people that are social media gurus. Yep. Who are, have podcast, all this stuff that will say, you're not doing good enough because you're not getting 60 ,000 on each thing. You don't have people mining your content and bots and then groups, then cutting your stuff and putting those groups to work to send 10 ,000 clips. You're not doing that. But then what we said was when we looked at it, honestly, we said, but are we getting the revenue we're projecting to get that we set for ourselves?

42:23Yeah.

42:23Chris Cruz:We're like, yeah. We exceeded our Q1 goal this year. That's incredible. But are we getting crazy virality? No. Is our podcast optimizing in a way that gets us converted? No. But almost every client we talk to that we landed, they'll say something like, somebody shared something with me. Or I saw this thing you did. They don't even follow us. They don't even comment. The best clients don't. They're silent. But then at the end of the day, when I don't have those big views, I will reflect back and go, oh, I'm optimizing for trust. But I'm like, wait, Chris, you are. don't let that ego thing step in and mess with you and cause you to get off your horse and change why you're doing this because like that stuff creeps in fast oh yeah phil jackson uh coach at the lakers of the chicago bulls right he coached michael jordan he coached kobe bryant and shaquille o 'neal fantastic coach oh remarkable highly recommend anyone who is into leadership study him and the way that he i think his book's 11 rings 11 rings it's an incredible book i've read it twice now.

43:27And one thing he talks about is they didn't optimize for championships. They didn't optimize for winning. They optimized for brotherhood. And brotherhood took care of championships. If you optimize for trust, actually, what is trust? You set an expectation of a problem that your ideal customer has, and you help them solve it. And if you do that over and over, that's actually building trust. And if you truly do that, and you optimize for that, virality will take care of itself yeah my course i did not design look at it it's six and a half hours there's no like there's no social proof on it it's not like there's photos of people i've

44:05Chris Cruz:worked for statistics and case studies in the middle of it what most people would do they go here's the 10 people i've helped to validate my point yeah i didn't do shit about that right it's a photo of me smiling it says six hours it's like the barrier to entry is high it's like yo I highly suggest not watching, you know, but it is our most quote unquote viral piece of content. Yeah. I believe that when people say, man, I got such good shit, nobody's watching it. Yeah. Yeah. Isn't that good? Yeah. Oh yeah. Because I've seen a lot of creators that start or film with their phone or a webcam and it's dog shit.

44:43It's not edited or anything, but what they're saying, that's the value. And so if it's truly valuable, there will be people who consume it. I do believe that. Now this is not an excuse though, to not care about your packaging, your rafting. You do need to increase the odds that more people are going to watch it. You just want more people in your niche, more of your target customer to watch it, not just random jokes.

45:08Chris Cruz:And I think about it that often as like insurance, where I'm like, do you not want to put insurance on your house like like why would you not choose to do this when you could like oh unless it's like i can't do it at all so there's no way i'm like okay cool you can't then you you're you're you're buying a house without flood insurance in a high flood zone they're probably going to charge you a lot more but if you could do it you would yeah and that like try your best to include this if you can and like we were talking to somebody who wanted um content and they were we're like i don't think content is going to move the needle for you what's probably going to move the needle more is the fact that your customer service person has a air pod in their ear when they're talking i was at a really well-known establishment and the person's talking to me with two air pods in and they're talking to me and i'm not talking back and they're like and i was like oh you're you're talking to me and they're like yes i was like oh i just assumed because your air pods were in both of your ears that you were listening and talking out loud on a phone call that you weren't talking to me yeah and they're like oh i'm so sorry i didn't realize i had them in i'm like i i'm that's going to cost you more in this exchange than content ever will yeah and so that i think that's people get lost on contents the only way i'm going to win in this even though i it's a great great advantage there's other ways to win it's a long-term game yeah i always tell people if you go into this expecting no good outcomes or results for 36 months you'll win the problem is everybody wants it in like three to six weeks but that's not how it works.

46:38Chris Cruz:There are outliers. There are people that pop in a month, sure. But if you have the wrong expectation, then you get discouraged and you give up so fast. That's why I like the 36 months. Yeah. If you were to look at where you are now and your whole trajectory and what you're doing, what would you look back and say you're most proud of?

47:03Hmm. Out of everything?

47:07Chris Cruz:You could pick, I don't mind what direction you want to take with it. Just when you're like, if I looked at this. The last in-house team that I built because of the humans. I love each and every person that was on that team. I love them to death. I try to be in contact with all of them as much as possible. And what I'm proud of is that they came into the team as gangsters. I love that you picked the team. That's your thing you're proud of. I love that you picked. I love that so much. It's core to who I am. Yeah. um they came in as gangsters but they left with skills and tools in their tool belt and their super belt or superhero belt that they did not have before that were ancillary to the creative work they were doing i had one editor she worked for um i love her to death i'll i won't mention her name just in case i don't want to you know i've never asked her if i can but out of respect But we brought her on and she was incredibly talented, not super organized and not necessarily the best with communication.

48:08And she had been working with this YouTube channel, really big YouTube channel before. And she worked for our team for I think like a year and a half, two years. And then she went out on her own and started doing more freelance work. And that original client reached out and hired her. I met with that client maybe two or three months after they started working together again. And he mentioned to me, he was like, yo, there is a massive difference in her communication and organization. And I like that.

48:39Chris Cruz:That's the greatest thing that I could hear. Yeah. Right. I'm seeing a lot of these characters have gone on to be the editors or leads for all these like very big brands that you are watching. Yeah. And it's just so cool to see. I think that a job of a leader is, and a sign of a good leader, is if somebody comes into your organization or your team and they leave more valuable in the marketplace. Yes. And you invest in them to be more valuable in the marketplace knowing that they're going to leave. That's a different paradigm than most people have. Most people are going, I need you to be able to do a job well and just do that job.

49:16Chris Cruz:But we've talked about it on our team often, the idea that like me as a leader of this, one of my goals is not that we're going to be the biggest agency in the world. Like that's not one of my goals. One of my goals is that this company in and of itself makes your life so much better. I love that. Like so much better that you come here working with us on every part of your life. You feel it flourish. There's an old painting. It's called Rage Transference. And it's a man at a job. It's an old painting. It's a guy, a boss yelling at his employee. That employee then goes back and yells at his wife.

49:52Chris Cruz:And then in yelling at his wife, she yells at their kid. The kid then yells at the dog. And you see the anger didn't start in the home. It actually anger started because he was mistreated at work. And there's this idea that work is this place that we like to separate, but should lead to human flourishing. Should lead to you feeling like you light up in every other area because of what you're getting invested in here. You shouldn't feel like a slave here. Yeah. So I love that you picked out a team and what they did and what they went out after. What's next on your horizon? Like you've cut your teeth on a lot of stuff.

50:26Chris Cruz:You've worked with big people. What can you talk about as far as like, hey, this is what I'm thinking about next? There's one personal brand that we're working with this year that I'm really fucking stoked about. Let's go. I think he's going to be huge. I think he is one of, if not like the next guy in the business space. I think he's going to be really big. So that's going to be a very fun one. What are you doing? I know you can't go into detail, but what are you doing to feel that level of confidence? I know that you have the talent is there. You're like, you're looking at the player. You're like, okay, I got that player scouted in.

50:58Chris Cruz:They're great. What's the thing you're doing? They check all the boxes to sound super analytical here. They check all the boxes that a lot of the top dogs in the business creator space have had the difference is is the business that they have uh behind them okay um it's a physical business like a cbg brand okay versus you know a lot of people in this space have been more in the info world and there's nothing wrong with that but there's something different for people to watch your instagram video and then be holding it's not cadence but to be holding yeah your can't arcade not a sponsor of the show at all we just got that we like them that's cool like that is a different presence that you can have.

51:40And so I think, and the other thing is, is most of these characters have started building their personal brand after they exit a company and they're talking about things after the fact, which is good and wonderful, but we all know that memory is a crazy thing that we evolve in our favor.

51:58Chris Cruz:This character is still in the business. And so what he's sharing is real time strategies being used that are great. And so I see him having a different position in the market. So that's cool. Very excited about that. We have a couple of fun projects that we're working on. We have something that we, Trevor actually did an incredible job, my content director. We put together this curriculum that we're launching within this thing called Ralston Select. And it is a four part curriculum, pre-production, production, post-production platform strategy all through the lens of educational content but the best part of it is it's not just me it's trevor oh trevor and i teach it together and we had i think it was 11 or 12 days in the studio eight hour days this was his first video yeah and he's filming for eight hours on camera it was crazy so that's another thing that i'm really proud of that i'm excited about that's going to be launching April 14th.

52:56And then a couple little secret YouTube things that we're working on for maybe the back half of the year.

53:02Chris Cruz:Okay, so when you're thinking about like this, your content, like if we understand, like I'm selfishly, I don't care about anybody else on the podcast listening. I'm sorry for everybody else. You can listen to the rest of the conversation and get a ton of meat out of it. This one, this little section's for me. When you're going through your content plan for how you want to do your stuff, I know you have your brand story framework, that stuff that you do, but like what's your way of developing your framework or developing your content? Like how are you, are you doing, I know you do long days where you shoot.

53:36Chris Cruz:How are you writing all that stuff in advance yourself? Do you have a team helping you think about hooks? Like what's the way that you're behind the curtain there that you're doing it? So it depends on the format that we're gonna do. We have, right now we kind of have, I would call it three formats, but really two of them are the same, just different versions. So Talking Head, where I do like a shorter one, like we released in February a video. It's a Talking Head video. I'm in the back of my pickup truck. That one was like, I think like 15 minutes or 20 minutes, something like that. Then we have the long form Talking Head where it's like six hours or three hours.

54:10Chris Cruz:Yeah, you should bring cereal back, by the way. Oh, I agree. I agree. Thank you. Yes, I do need to bring that back. And then the other one is, we call it like cinematic narratives. I don't know if you've heard of Adrian Purr. omgadrian on instagram okay i highly recommend following he's a gangster he's so creative and uh i got a lot of inspiration from his style of short form and so we try to sometimes replicate that with a little cinematic yeah like i've done two of them is that the motorcycle stuff yeah i'm riding on my harley and then there's another one where i'm walking around uh london and stuff and we're going to film another one here uh soon in new york city so you have the formats and all that but what about the actual content?

54:50Are you just getting queued up by questions live? So it depends. For the cinematic narratives, I'm actually writing a script and a shot list. So it's like word for word script. Like it's not me off the cuff. Yes, I write it. And then Trevor and I do the shot list together. I just enjoy it. I like being part of that. I also like training him on those things and how I think about it and how I go about doing it. So we do that together. Those videos are really fun. They're very - I've got to pause you.

55:19Chris Cruz:I've got to pause you. Yeah. You said, I like to teach him how to do this stuff. All right. Walk me through just a little bit of how you're teaching him in the script, Steph. We do it together. So he watches me do it. Then I start asking him, what do you think I'm about to do, say? What do you think I'm going to cut? What do I not like? So I start quizzing him so that he can start to gain his predictive power. Yeah, you're not telling him stuff. You're asking him questions. Exactly. After a couple months of telling him and showing him, right? I want him to be able to predict how I think, how I operate.

55:50Then once we get to that point where he is predicting it, then I start having him do stuff. So like he'll do the shot list. I'll watch him do it. And then I'll give him feedback. But then eventually he's doing it completely. We're almost to the point where he'll do those shot lists completely. And he could tomorrow. I'm very particular because I'm the asshole who was behind the camera.

56:13Chris Cruz:Yeah, you're not insulting his ability to do things. No. Some people can think that and go, I don't need this micromanagement. Exactly. He just knows I'm very particular. I have a very specific way of wanting this shot. I'm a big Richard Linklater fan, and I love the way that he has done his films, and that influences kind of how we approach those. Then on the other side, when you have the, let's call it, the five-hour course we released in January, that one, i start writing the first version of bullets and then him and i spend at least a full day like a 10 to 12 hour day straight beating it up people need to hear that because they're thinking i could just go off the cuff and go like you're like no that six hour course was a whole day of revisions to what i've already spent time doing oh the six hour course i wrote every evening for two weeks straight i probably spent between him and i we probably did a combined 120 hours this wasn't a prompt you put in and got out the course like fuck no no that's what i'm saying though like that short route versus the long game of like no i spent time oh i could go hard on this go it's infuriating to me that people think that they can uh put no effort into content post a video on youtube and think they're going to get results these same motherfuckers say how stupid that mindset is with business, with their health, right?

57:39With their marriage, with their finances, whatever niche that they preach about, it's ludicrous. There's hundreds of thousands of hours of content being uploaded to YouTube every fucking day. And we think that us putting 30 minutes into writing a video is going to be enough to stand out. The answer is no. And that's why I put so much effort into my content. I don't think I'm anybody. Nobody has to listen to me.

58:03Chris Cruz:They don't have they don't have to listen to you no exactly like oh my gosh that statement itself they don't have to listen to you like i think i'm like they're not i'm entitled to anybody's eyeballs no not at all i have to earn it yeah i have to earn it and the way that i earn it is by putting the effort into what i'm going to say and then making sure that it passes the three question test which is is it simple to understand are they going to get it quickly then is it valid in three different scenarios. If it's not, then I need to label it a tactic. Otherwise, if it's valid in three or more scenarios, then it's a principle.

58:38My definition of trust is valid in every scenario, whether it's for a human or for a car or a dog or the weather.

58:45Chris Cruz:That's great. So I can say that is a principle-based definition, not a tactical-based definition. Those are really cool, those first two. And if you just answer those, you're going to sound really smart. but a lot of smart shit isn't useful so the third question is is it useful and the amount of shit that i write because my ego says i want to sound smart and then trevor and i sit down and we're like what do people do with that do they act off of it and if they don't why are we including it yeah and so if you if you were to and i'm not saying anybody should do this but if you were to go study the content we're putting out, I believe if you compare it to the average video on YouTube, you would find we use the term value per second or value per minute.

59:31Okay. It has a much higher value per minute than the majority of content, meaning the majority of the statements I make are statements you could act on. You could change your behavior based on it. Yeah. Love that. And that is what actual educational content is. All right.

59:47Chris Cruz:Here's one of my last questions for you. If not, we'll see where we go with it. this is me watching your content thinking like i love the talking head because it leans towards more my skill set podcasting on like even you're asking like in your stuff what's the format that leads more to your skill set versus yes so video audio that leads more to my skill set writing is probably second but i hear everywhere talking head is dead talking head is dead talking head is dead people can get value anywhere anywhere what do you do with that with what you're building right now i i think uh the people that say that are selling some shit to try and make some money off of you and that's why they're saying it it's it's dumb honestly like i you mentioned it i think off camera yeah something that i do that hurts the performance of my content is i add a lot of nuance.

1:00:42I add qualifiers and I, I don't speak in sometimes. You speak in absolute sometimes, but a lot of times you respect it. Yeah. Rarely because I don't, I don't think it's black and white. Like you're not dogmatic like that. Talking head isn't, isn't the greatest thing. It's not dead. Like nothing. Like, I don't know. It's, it's insane because the real, real is what a lot. And this is why I I'm so annoyed with the industry is it's people that have been doing this for two or three years and talking about it, but they've never seen how the trends play out. Because what you actually learn is if you've been in the game for more than a decade, you realize that what is cycling on YouTube follows the same cycles that television and radio went through and newspaper, right?

1:01:32Like reality television. Well, that's a vlog. Yeah. Game shows. that's mr beast yeah like and so all of these things they go up they go down and then they come back up right like talking head will not die it will always be there it will adapt and it'll evolve the way that people have their creative spin on it sure like we do one with

1:01:55Chris Cruz:sandwiches where i make i we tried to make sandwiches it was incredibly hard to sustain and so we stopped now i just order a sandwich and truth be told i'll tell him in live this is fun because I get to say it. Sandwiches came to me as an idea for our social show because of cereal. Oh, really? Because I was like, I saw Caleb eat cereal and talk to somebody and I enjoyed it. I'm going to make a sandwich or eat a sandwich and talk about stuff because I think that's fun. That's cool. And like, that was why I did it. I was like, there's no like, all right, where's the like logic behind sandwiches?

1:02:29Chris Cruz:I'm like, no, I saw somebody eat cereal. What can I replace with cereal? I'm like, wow, I really like sandwiches. and I'm going to eat sandwiches. And so I do say, and the show is getting back up because we took it off because it was not sustainable. But that's what I love is that there's nuance to the talking head. It's not just going away. Yeah. Yeah. You just got to figure out the way to adapt it. You know, like people had done travel shows on TV for a long time. And then Anthony Bourdain came around and was like, I'm going to take this and make it a little bit different. You know, like you can compare and contrast him and Guy Fieri.

1:03:02Yep. Wildly different. Same exact idea. I'm going to travel around understanding culture and food.

1:03:08Chris Cruz:And there's like eight of those. Right. You could put like a piece of, but they're all different, but they're all same. Exactly. Exactly. And there's 8 million of them that are just trying to do a duplicate of what Anthony Bourdain does. And they're not putting their own spin. So talking head isn't dead. It's just you need to put you into the talking head. Bro. I mean, like that's it right there. That is the end of it. Bro, thank you for coming on. It was so good for me. I love this. So thank you for coming on, man. Thank you for the opportunity. I appreciate it.

From the publisher

Subscribe and join our community for operators, marketers, and builders shaping the future. You can post every single day for a year.And still build an audience that will never buy from you. In episode 31 of Anatomy of a Brand, we sit down with Caleb Ralston, the filmmaker behind Gary Vaynerchuk's TikTok explosion from 300K to 3.5 million followers in three months, and the Director of Brand who architected Alex Hormozi's rise from 1.2M to 11.5M and built his media team from the ground up. Caleb has operated inside the rooms where the biggest content bets in the game were made, and now runs his own brand strategy operation. We unpack what actually drives trust at scale, why the wrong audience can kill your business faster than no audience, and what most creators miss about the real cost of chasing reach. This isn't a conversation about posting schedules or platform hacks. It's about patience, craft, and the discipline to say no to the things that look like growth but aren't. If you're a founder, brand strategist, or creator building something that lasts; this conversation is for you. Timestamps• 00:00:00 — The bamboo tree: why the best growth is always invisible first• 00:01:33 — Where Caleb's obsessive self-reflection actually comes from• 00:03:35 — Operate, reflect, iterate: the framework beneath everything he's built• 00:05:10 — Looking back at the 6-hour course: what he'd change• 00:08:29 — Why V11 is ego, not quality• 00:12:02 — Having a real point of view without being contrarian for clicks• 00:13:22 — The trap of optimizing for the widest audience possible• 00:14:02 — He pivoted to entertainment content. Subscribers exploded. Revenue died.• 00:16:09 — Chris shares his three-topic tension — Caleb gives real feedback• 00:17:24 — How to know which niche you can actually compete in right now• 00:19:14 — The reactive leader: what changed when Caleb had no buffer• 00:20:46 — Gary Vaynerchuk's real leadership approach — not what you see online• 00:22:59 — The check-in Gary does with his team every six months that most leaders skip• 00:24:39 — From Pure Wow to Team Gary: the decision that changed everything• 00:28:40 — Why turning down an opportunity was the most valuable move he made• 00:31:21 — Gary says 30 posts a day. Caleb disagreed. Here's why both are right.• 00:33:43 — "A truly powerful piece of content will market itself"• 00:37:08 — Can you afford to play the long game? The honest answer.• 00:39:14 — If you need cash right now, do not make content• 00:41:46 — Phil Jackson didn't optimize for championships. Here's what he actually built for.• 00:43:41 — Why zero case studies made his course go viral• 00:45:07 — The 36-month expectation: set it right or you will quit• 00:47:41 — What it actually means to be a great leader• 00:48:35 — The rage transference painting — and what work does to people• 00:52:34 — Inside Caleb's content system: scripting, shooting, and teaching simultaneously• 00:55:24 — The 6-hour course took 120 combined hours to write. It wasn't a prompt.• 00:57:02 — The three-question test every piece of content has to pass• 00:58:38 — "Talking head is dead" — who actually says that and why• 01:01:50 — The only thing that actually makes talking head work Guest

Caleb Ralston is a brand strategist and content producer who served as Gary Vaynerchuk's videographer and TikTok lead growing his audience from 300K to 3.5 million followers in three months and as Director of Brand for Alex Hormozi, scaling his reach from 1.2M to 11.5M and building his media team from scratch into a team of 18. He runs his own brand strategy operation and recently launched Ralston Select, a four-part content curriculum covering pre-production through platform strategy. Get in Touch

Instagram: www.instagram.com/anatomyofabrandWebsite: www.anatomyofabrand.coEmail: micaela@harborandunion.com

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