Web3 CMO Stories

From Satire To Strategy: How MyTechCEO Scales With Timing, Trends, And Taste – with Jason Yeager | S5 E52

• Joeri Billast & Jason Yeager • Season 5

Share episode

Send us a text

Comedy can tell the truth about tech faster than a slide deck—and Jason Yeager proves it. We sit down with the creator behind MyTechCEO  to unpack how satire, timing, and taste can outperform dry explainers, win brand partnerships, and build a loyal audience without resorting to shock value. If you’ve wondered how to make complex ideas irresistible to watch and easy to share, this conversation lays out a practical path.

Jason breaks down the engine behind rapid growth: a smart blend of evergreen jokes and trend-driven content that lands while the market is paying attention. We talk through why AWS, Microsoft, and crypto brands back a satirical format, what they’re buying beyond impressions, and how a distinct voice carves space in a crowded feed. We also dig into the AI hype cycle. Jason’s take is clear: AI won’t replace creators with taste. As machine-made sludge rises, audiences will seek real, human judgment. Use AI to raise quality, speed edits, and spot patterns—then let your taste make the final call.

We go deeper on credibility: how to avoid becoming a meme page, why negative bait erodes trust, and how careful idea selection builds staying power with founders and VCs. Jason shares how his operator background shapes content strategy, how audience reactions reveal the psychology of tech (especially around AGI anxiety), and how to evolve a media brand into products without leaning on weak “shill” tactics. For builders, we map a playbook for using AI-native and no-code tools to go from idea to prototype faster, while keeping narrative sharp and audience-first.

If you care about creator strategy, startup storytelling, and the future of media in the AI age, you’ll leave with tactics you can use today. Follow Jason at MyTechCEO and European Kid on Instagram, then subscribe to the show, share with a founder friend, and drop a review so more curious builders can find us.

This episode was recorded in the official podcast booth at Crypto Content Creator Campus (CCCC) at the Carlos Lopes Pavillion (Lisbon) on November 15, 2025. Check the video footage, read the blog article and show notes here: https://webdrie.net/from-satire-to-strategy-how-my-tech-ceo-scales-with-timing-trends-and-taste-with-jason-yeager/

..........................................................................

📘 Read The Future CMO: Amazon

👥 Join the Future CMO Community

🌿 Explore Sintra Synergies Retreat

💼 Connect on LinkedIn

..........................................................................


Jason Yeager:

I think what matters at the end of the day is not it's it's it's realizing that AI will not replace you, but quality, taste that's what matters. And if you can use AI to create more tasteful content, then you're gonna win.

Joeri Billast:

Hello everyone and welcome to the Web3 CMO Stories Podcast. My name is Judy Bilast and I'm your podcast host. This podcast episode was recorded at CCCC, Crypto Content Creator Campus in November 2025 in Lisbon. I had the opportunity to record the podcast episode with Jason Jaeger, the twin brother of Aris Jaeger. You might know Aris Jaeger from the European Kids on TikTok. He has about 1.2 million subscribers. And you might know Jason Jaeger, also content creator on TikTok. He has the account My Tech CEO, and he is also having around 300,000 subscribers. I was invited at CCCC Media and I recorded a podcast episode with Jason outside of the Carlos Lopez Pavilion, a beautiful location in Lisbon. This episode will be a bit shorter, probably because of course Jason is used to create short form content. Let's dive straight in. Hi Jason, how are you? Very good. Great to be here. Great to be here too. I love Lisbon. That's why I moved from Belgium to here. Belgium, just like you, didn't know that. Jason, you gave a keynote today about my tech CEO.

Jason Yeager:

Yes.

Joeri Billast:

So you build it by mixing satire, tech culture, and real insight. What first made you realize that comedy could be more powerful or a more powerful way to explain the startup world than traditional content?

Jason Yeager:

I think by just looking at how well it performs, it's a really good indication. You know, if you look at most of the biggest creators of brands, people just love watching entertaining content. So I always thought to myself, when you look at like when I thought about what to do, I was always thinking about what would have the biggest impact. And comedy was one of those things that I think allowed me to have a big impact.

Joeri Billast:

Yes, it's interesting that you mentioned entertainment. Because many founders talk about authenticity, about bold authenticity, I would say, but your format forces honesty in a different way. Exaggeration that reveals truths. What do you think humor exposes that most tech content hides?

Jason Yeager:

Well, I think you know, even just the way that you can communicate humor through acting is very special. I think most, you know, informational videos you watch about tech are just, you know, podcasts, people directly talking about something. But the nuances from acting, from being able to show something through expressions and a character, you can really say a lot about that. You can that that really tells you a lot more than just words. Yeah.

Joeri Billast:

You've worked with AWS, Microsoft, Solan, and others. What convinces a major brand to partner with a satirical creator rather than a polished traditional influencer?

Jason Yeager:

I think that brands really think about two things. And that is one is like, who are you reaching? You know, are you reaching their customers? Are you reaching customers they want to reach? You know, like even for exchanges like Vibit, for example, it's like they're probably more concerned with who are they not reaching or the new users they can bring than necessarily just their existing users. So with brands, if you can showcase you have a certain quality of audience and then you also have an interesting and compelling brand, I think you can lock in some interesting partnerships. Um, but also like you have to stand out. You know, there's a lot of people doing serious informational content. I think this character gives brands a chance to work with someone that's unique and might stand out from this a wave of all these other more informational focused trainers.

Joeri Billast:

Absolutely. Standing out is more and more important, certainly with AI that is there today. Now you scaled my tech CEO to 300,000 cross-platform followers very fast. Yep. What is the underlying engine? Timing, format, distribution, or something else?

Jason Yeager:

I think timing is really important. I think there's two types of content that I create. One is evergreen content that I think will be funny no matter when you post it, and then trending content. So I'm very quick to jump on trends. Like if there's a big news, uh if there's something that's very relevant that is happening, you know, let's say Elon Musk's uh Starlink, you know, does a lands or something significant in the tech world happens? Creating videos around trending topics really helps with virality. And I think that's been a big secret to growing my account.

Joeri Billast:

Okay. Timing is key. Now, your background includes recruiting, AI ed tech, and building companies from high school. So, how do those entrepreneurial failures and wins shape how you create content today?

Jason Yeager:

I think it exposed me more to tech, exposed me more to industries. And then I think seeing, you know, seeing myself build companies, I got to see my skill sets. And then, you know, today I always tell people that I think you gotta do whatever you think you're you're skilled at. And I think I am I'm a skilled found skilled founder, but I'm also a very skilled like content person and using content to like communicate certain ideas and thoughts and brands. So I kind of just shifted into what I thought was best I was best at.

Joeri Billast:

Okay. Doing what you're good at and what you love to do because I see you what you do. Now you often uh poke fun at AGI narratives. Yeah. And the humor, uh, what is your real take on how AI will change the creator economy and the stuff that we I think that a lot of people are very concerned with AI slop and like AI completely changing over the content.

Jason Yeager:

I don't think AI will replace your content. I don't think there'll be a kid who is, you know, 14 years old building the exact same videos that you have. I think taste is really important. And I think that we're also gonna enter a time where people are gonna get mad, or not mad, but people are gonna get tired of AI content and they're gonna actively seek out real creator, uh, real uh genuine organic content that's not created by an AI. I think what matters at the end of the day is not it's it's it's realizing that AI will not replace you, but quality, taste, that's what matters. And if you can use AI to create more tasteful content, then you're gonna win. Uh I don't think you're gonna lose if you buy it from people that are gonna completely replace you.

Joeri Billast:

I love that you mentioned taste because I always explain it like it will not replace you, it will help you, it will take some some part, for instance, I I published a book, it was my content based on my podcast episodes, but the AI just you know saw the patterns in it and make it better. But I love the fact that you mentioned taste. Now you advise and invest early stage founders. You said that during your talk. What patterns do you see among the founders who get it versus those who stay stuck in the old silical balleting?

Jason Yeager:

I think it's I thought it's sad to say, but it's true. Is like I think the founders that want me least on their cap table are the ones that tend to win the most. I think you know, there's something to be said. If you have a really, really good product and you know you're gonna win, like you don't need content as much. But the real the real pitch to these companies is like, yes, you have an incredible, like, you know, if I was to go work with OpenAI right now, right? OpenAI has an incredible product, a huge company, right? Yes, like in the grand scheme of things, it's it's hard to see how I will make an impact. But um for early stage companies that have incredible products, they st everyone needs to think about brands. Everyone needs to think about media. So, like, yes, you might have an incredible brand, you might, you might generate tons of revenue already, but you have to be thoughtful about media. And that's always my pitch to them. It's not, it's not necessarily, hey, I'm gonna create content that's gonna bring you tons of new customers. That's sometimes the value proposition. It's but it's also like, hey, I'm gonna help you navigate this world of media, this new media world that you know nothing about. And I think that's a more compelling pitch than just saying we're gonna bring you leads.

Joeri Billast:

Yeah, absolutely. But it's more about the value, right? There's a tension between virality and credibility for creators. Yeah. How do you avoid becoming a tech meme page and instead stay positioned as a real operator?

Jason Yeager:

I think through like really spending time crafting the right content. You know, I spend a lot of time thinking about video ideas that are gonna resonate, the right crowds. I think you spend time through you spend time by you create quality content by spending time really trying to identify what's gonna resonate with people. Yeah. So I think you have so many shots, the goal on building the right brand through the cons through how much content you post and how good, how good are those ideas and concepts.

Joeri Billast:

So indeed you spend time about not just making content for the sake of creating content, but really uh spend time thinking about what you want to create.

Jason Yeager:

Absolutely.

Joeri Billast:

Now, if you zoom zoom out, my tech SEO almost acts as a culture mirror for founders and VCs. What does your audience reaction tell you about the current psychology of the tech world?

Jason Yeager:

Yeah, I think like definitely My Tech SEO is a big like source of like news for people. It says a lot about what where the tech world is at. I think like just seeing how much people engage with certain pieces of content tells me a lot about what is generally on people's minds the most. You know, when I create content about, you know, for example, AGI and like AI replacing a lot of people's jobs, and see how much it resonates with people, I think you get a sense, a taste of like what people are thinking. And reactions are everything. There might be videos that do really bad, and I think they would do better. That tells me a little bit more about the Czech landscape.

Joeri Billast:

You grew fast without leaning on shock value or on negativity. What principles have guided you as you build a high trust audience in a niche that uh usually rewards skills?

Jason Yeager:

I think I've always been thoughtful about um going directly to the people that I want to reach and like being really building the right relationships with founders and tech people. And I rely on those a lot to create quality content that really resonates and uh actually hits the spot.

Joeri Billast:

Many creators struggle to turn content into a long-term opportunity. Sure. So, how do you think about evolving my tech CEO into products, experiences, or even companies?

Jason Yeager:

I think about it a lot. I think the challenge is when you're starting a product, you need to make that product really good. You can't just rely on your audience to shill that product, right? It has to be like a genuinely really valuable product. So it's it's more for me, it's more about like talent. It's like how can you find the right partners and the right people to partner with that are going to help you meet reach that goal? I think you really just can't do things alone as a creator. Yeah. So really and that's the best thing about creators, like you can leverage your audience to build your network and find the right talent.

Joeri Billast:

Finally, if you were if you are building your creator, operator, brand from scratch today with AI-native platforms and decentralized communities emerging, what would you do differently?

Jason Yeager:

I guess I would from the start be really thoughtful about using all these AI platforms. I mean, there's so many platforms you can use today to build very easy, like no-code uh applications and platforms. So I would just be extremely obsessed with using these to get an edge and and go from idea to product faster.

Joeri Billast:

Thanks for sharing all your wisdom today with us. If people want to follow you, where would you like me to send them?

Jason Yeager:

Yeah, I mean there's two accounts: My Tech CEO, there's also European Kid. My Tech CEO is just My Tech CEO, and then European Kid is just the European Kid. So that's probably the best place to see the content. Different types of content that they can decide what they like the most.

Joeri Billast:

Absolutely. As my listeners know there are always show notes, there is a blog article related to this podcast episode. Everything that Jason mentioned will be found in there. Jason, it was really a pleasure talking to you today. Likewise, thank you so much for having me. Guys, what an amazing episode. As I always say, I'm sure that this episode is useful for people around you. To be sure to share this episode with them, for the founders, for the creators, maybe even your neighbor. If you're not yet following the show, this is a really good moment to do this. Click the subscribe button. If you haven't given me a review yet, if you give me these five stars, it will help me reach an even bigger audience. And of course, I would like to see you back next time. Take care. Awesome.

Head Shot

Joeri Billast

Host