Podcast Episodes

#850 We Got Claude-Pilled

After a week of going all-in with Claude and agentic AI, Dan and Ian share what happened when they plugged AI directly into their company workflows.
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2 months, 3 weeks ago

#849 Advanced Personal Finance for Entrepreneurs

We're often great at making money, terrible at managing it.

Multi-exit entrepreneur David McKeegan joins us to discuss personal finance built specifi…

2 months, 4 weeks ago

#848 The $10K Projects You Never Do (AI Just Changed That)

Dan talks with Taylor Pearson about a new wave of “agentic AI” tools like Claude Code — and how founders are using them to tackle projects that used …

3 months ago

#847 From Semi-Retired to 1.3 Million Views on YouTube ft. Richard “RJ” Jalichandra

A semi-retired 6-time CEO accidentally went viral on YouTube, and turned it into a real business case study. Dynamite Circle member and DC BLACK faci…

3 months, 2 weeks ago

#846 Can Your Business Beat the S&P 500?

Dan and Ian hop on the mic to talk about spending money to make more money in your business, getting financial assistance with AI, how to decide wher…

3 months, 3 weeks ago

#845 How to Build a 6-Figure Digital Business with Claude Code

How long would it take to revamp your entire business? For Elliott Zelinskas: three weeks.
Using Claude Code, he rebuilt his 4-year website, generate…

3 months, 4 weeks ago

#844 4 Ways to Start a Business From Scratch in 2026

Dan and Ian respond to a listener's email about strategies for going from a 9-5 to full-blown entrepreneurship, and why mindset is far more important…

4 months ago

#843 Bad Hiring Advice That Can Actually Work: 9 Tactics for Lifestyle Founders

Dan and Ian share 9 pieces of hiring advice that are typically considered “bad,” but can actually work pretty well for smaller bootstrapped teams - a…

4 months, 1 week ago

#842 What We Learned From Running a 7-Figure Remote Business in 2025

Dan and Ian take a candid look back at 2025, share highlights and lowlights from the year, and give a sneak peek into what’s next for Dynamite Circle…

4 months, 2 weeks ago

#841 The 9-5 is Dead, This is the Socially Acceptable Lottery Ticket

Are we actively watching the rise of the degenerate economy? What does it mean for our entrepreneurial behaviors? What does it mean for our portfolio…

4 months, 3 weeks ago