All Episodes

Displaying 1 - 12 of 12 in total

Why you don't go to the gym

⏱ Episode Breakdown 00:00 – Andrew’s gym story: fear that it won’t last 01:30 – “Are you either a gym person or you’re not?” 02:15 – The emotional wound of not achievi...

AI is eating the world

 🎧 Highlights: [00:00:00] Benedict Evans and “AI Eats the World” [00:01:30] Will startups unbundle ChatGPT? [00:05:00] Why vertical specialization wins [00:07:03] Ever...

How I became a board member of a major supermarket

 ⏱ Episode Breakdown 00:00 – Andrew questions the real value of being on a board 02:00 – Jesse’s framework: people, impact, learning, and comp 04:00 – The unique story...

Why I'm Building an AI Writer

🎧 Highlights: [00:00:00] Why build your own AI writer instead of using existing tools [00:02:15] The dream of never writing social posts again [00:03:36] “Software is ...

Motorboat Leadership vs. Sailboat Leadership

[00:00:00] Intro – Jesse hints at a personal and professional transition [00:00:27] Jesse’s life update – spiritual journey and post-Japan reflection [00:01:30] The Mo...

Close - Focused CRM does $50 million a year

[00:00:00] Intro – Andrew sets up the conversation: sales reluctance, AI, and CRM evolution [00:00:47] Steli explains Close's positioning: high-communication CRM for s...

He's controlling ChatGPT responses

[00:00:36] Intro: ChatGPT as a traffic driver and Chirag’s early insight [00:01:48] Revenue Numbers and Profitability of Taco [00:02:24] Personal investment strategy a...

1440 is a Bootstrapped Giant

[00:00:00] Quick Montage (Growth, Grit, Vision, Revenue, Meaning of 1440) [00:00:36] Intro: Why 1440 is Different [00:01:48] Revenue Numbers and Profitability [00:02:2...

I Built 4 AI Agents in 2 Weeks – No Code!

 [00:00:00] Introduction  [00:00:45] Early Adoption of Generative AI & GitHub Copilot  [00:01:30] Discovering How Code Comments Improve AI Suggestions  [00:02:33] Skep...

I found my zone of genius

[00:00:00] Intro & Evolving Work Relationship [00:01:03] Balancing Andrew’s Creative Side vs. Business Demands [00:02:06] Integrating Different Approaches from Teammat...

We launched a $40k/month newsletter

In this episode: how we launched our newsletter, Bootstrapped Giants. Presented by: Superhuman, the email app that gets us to inbox zero fast, helps us sell more and e...

E00: Why can't Andrew start this podcast?

We recorded 4 episodes and Andrew hasn't posted 1. Why not?

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