Podcast Episodes
Back to Search
#855 Hard Questions, Easy Business
Most founders already know what's wrong with their business. The fix is usually simple but scary.
So instead of doing the one hard thing that would m…
11 hours ago
#854 5 Simple Ways Agencies Are Using AI
Dan and Jeff Pecaro (meetwingman.com) share five practical ways agency founders are using AI right now—sharpening positioning, analyzing sales calls,…
1 week ago
#853 AI Is Useful. Now What?
Dan and Ian break down the real use cases they’re seeing inside DC companies right now — not theory, not hype, but the actual workflows founders are …
2 weeks ago
#852 I Wasted $40K on an AI Agency. Here's What I Built Instead
Aaron Anderson runs a link building agency — 8 years in, fully remote, team of 10. A year ago, his business was in negative growth. He decided to go …
3 weeks ago
#851 $1,000,000+ Recurring Revenue — No Employees!
Most founders assume scaling means hiring. Jesse Hanley built a 7-figure SaaS and refused to.
From Japan, Jesse runs Bento — a profitable email marke…
4 weeks ago
#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.
…
1 month 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…
1 month, 1 week 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 …
1 month, 2 weeks 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…
1 month, 4 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…
2 months ago