The Packaging Rule Every AI Founder Gets Wrong On YouTube, Interview with Scott Simson | Episode #50

The Packaging Rule Every AI Founder Gets Wrong On YouTube, Interview with Scott Simson | Episode #50

Episode 50 with Scott Simson, CEO of Raffiti Media. Scott runs a YouTube done-for-you agency that's generated over a billion views for clients across seven years and close to 20 employees. He sat down with Charlie and Conor to break down exactly how AI founders, indie hackers, and vibe coders should be thinking about YouTube as a customer acquisition channel. The takeaways: YouTube is the only platform where a video you film today can still bring in leads in 15 years. Treat it like a search e...

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Jon Cheney on What Founders Get Wrong About Implementation | Episode #35

Jon Cheney on What Founders Get Wrong About Implementation | Episode #35

Jon Cheney, Chief AI Officer and CEO of GenAIPI, joins the show to break down how he scaled from solo consultant to an 8-person AI services firm and what AI founders can steal from his playbook. We di...

22 Tammi 2h 7min

Why the Big AI Breakthrough Still Hasn't Happened (And Where the Real Opportunity Is) - Interview with Silvia Oviedo Lopez | Episode #34

Why the Big AI Breakthrough Still Hasn't Happened (And Where the Real Opportunity Is) - Interview with Silvia Oviedo Lopez | Episode #34

Guest: Silvia Oviedo Lopez, Former Pinterest & Canva Leader, Now Building Stealth AI Startup Silvia spent two decades scaling Pinterest to 450 million users and leading AI-powered content discovery at...

15 Tammi 1h 48min

What It's Actually Like to Raise Capital For Your Startup | Episode #33

What It's Actually Like to Raise Capital For Your Startup | Episode #33

In this episode, Mallory Loar pulls back the curtain on her fundraising journey: raising nearly $800K for her app. She breaks down how she leveraged her network to get in front of angel investors, why...

8 Tammi 2h 10min

2025 Podcast Recap & What's Next | Episode #32

2025 Podcast Recap & What's Next | Episode #32

We chat where we started and where we're going/what's next for 2026.

31 Joulu 202533min

Why Some AI Founders Never Get Funded (Katie Dunn, Angel Investor Explains) | Episode #31

Why Some AI Founders Never Get Funded (Katie Dunn, Angel Investor Explains) | Episode #31

Katie Dunn closed $10B in real estate deals before becoming a full-time angel investor. She's invested in 30 companies, helped founders raise $27M+, and focuses on underrepresented founders in CPG and...

26 Joulu 202556min

The Hidden Cost of Bad Onboarding & How to Fix It | Featuring Teemu Kinos | Episode #30

The Hidden Cost of Bad Onboarding & How to Fix It | Featuring Teemu Kinos | Episode #30

Customer success is becoming the next major frontier for AI agents. In this episode, we sit down with Teemu Kinos, co-founder of Skene.ai, to unpack how AI agents are reshaping onboarding, retention, ...

18 Joulu 20251h 39min

The Distribution Pivot That Led to an 18-Month Exit (And How You Can Do It Too) | Episode #29

The Distribution Pivot That Led to an 18-Month Exit (And How You Can Do It Too) | Episode #29

Andre Albuquerque, who took Kitch from founding to Glovo acquisition in 18 months and now runs Builders Camp where he has trained over 4,000 product managers, joins the show to break down what AI foun...

12 Joulu 20251h 45min

Stop Relying on Luck - Build an SEO Engine That Delivers | Episode #28

Stop Relying on Luck - Build an SEO Engine That Delivers | Episode #28

The moment yall have been waiting for. The SEO 101 episode. We start by talking turkey day, then get right into the SEO discussions. Charlie talks SEO fundamentals (content/technical/backlinks) lik...

4 Joulu 20251h 42min