Podcast Episodes

#731 Special Edition Pod: Meet us in Mexico

In this special Tuesday edition of the pod, Dan & Ian make the hard sell for listeners to meet them in Mexico.

If you’re into five-star resorts, good…

2 years, 6 months ago

#730 Cash Flowing Your Early Retirement (10K/mo+)

This week, Dan continues delving into the world of coaching with a story about one company that provides highly paid professionals with a low-stress …

2 years, 6 months ago

#729 What is the Michael Jordan of Business Models?

All we can say is that it’s extremely powerful and extremely profitable. Dan and Ian nerd out on what might be the GOAT business model of all time.

2 years, 6 months ago

#728 Mailbag: Hang-ups, Power-ups, and Cheat Codes for Entrepreneurs

Dan & Ian open up the metaphorical mailbag to answer some listener questions.

They reveal cheat codes for bootstrappers and how to activate them, the…

2 years, 6 months ago

#727 The Freedom Line, 7+ Figure Founders, and Extended DCBKK Recap

This week Dan & Ian talk about a topic that came up countless times at this year’s DCBKK: Whether to exit or stay in your business.

They’ll revisit…

2 years, 7 months ago

#726 Insights from DCBKK 2023: The UI vs API of a Location, How Bootstrappers Are Getting Wealthy, 2024 Business Strategy, and More

Dan & Ian are back in Austin and have fully recovered from what was the biggest event in DC history: DCBKK 2023.

Over 400 entrepreneurs gathered in …

2 years, 7 months ago

#725 How One Entrepreneur Built a 7-Figure Brand Around a Very Niche Audience

This week, Dan is joined by a listener who wrote in with some compelling insights on community, camaraderie, and what it takes to be a successful ent…

2 years, 7 months ago

#724 Hyper Niche Business Ideas with Big End Game Potential

This week Dan invites Dana Lindahl, founder of Legendary Podcasts, as a special guest on the pod.

They’ll discuss how you can generate cash flow and…

2 years, 7 months ago

#723 4 types of business coaches for 7+ figure founders and reflecting on our 15-year partnership

Ian and Dan agree that partnerships can create polarized outcomes, either leading to a successful collaboration or a complete failure, depending on a…

2 years, 8 months ago

#722 Revisiting the History of Digital Nomadism, AI For Connecting Founders, and the Big Focus Problem

This week, Dan & Ian talk about the early days of digital nomadism, what it says about the future, and how to spot new opportunities in life and busi…

2 years, 8 months ago