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#810 The Lifestyle Business Playbook (2025 Edition)
#810 The Lifestyle Business Playbook (2025 Edition)

Is the “lifestyle business” still alive in 2025?

Dan chats with longtime friend Jeff Pecaro about the evolution of internet business, what today’s so…

1 year ago

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#809 Financial Traps, Profit Truths, and What’s Next at TMBA
#809 Financial Traps, Profit Truths, and What’s Next at TMBA

Many founders hit $3M in revenue and stall out. In this episode, Dan and Greg Crabtree break down why—and how to fix it. They discuss “profit truth”,…

1 year ago

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#808 Going Deep With Your Customers
#808 Going Deep With Your Customers

What 160 founders taught us at DC Mexico—why deep customer engagement beats ads, how group workshops are replacing sales calls, what lifestyle entrep…

1 year ago

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#807 Location is Leverage
#807 Location is Leverage

Dan shares how advanced digital nomads use geography as a lever for business growth—and why most people get it wrong. If you’re going to travel, do i…

1 year ago

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#806 50/50 Partnerships: Saying the Quiet Part Out Loud
#806 50/50 Partnerships: Saying the Quiet Part Out Loud

Dan shares why most bootstrapped business partnerships go sideways—and what to do if yours already has.
Resources Mentioned:
● When Partners Fall Out…

1 year, 1 month ago

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#805 What Every Profitable Business Gets Right
#805 What Every Profitable Business Gets Right

This week, Dan goes back to the basics—because that’s where the breakthroughs often live. This might be the single most important episode you listen …

1 year, 1 month ago

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#804 Marketing to High-Dollar Clients
#804 Marketing to High-Dollar Clients

Dan shares a relationship-first strategy for landing bigger deals—no funnels, no ads, just a focused system that’s often more affordable and effectiv…

1 year, 1 month ago

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#803 I Can’t Stick With It. Should I?
#803 I Can’t Stick With It. Should I?

What if your struggle to follow through isn’t a discipline problem — but a signal? This week, Dan unpacks why many entrepreneurs bounce between ideas…

1 year, 1 month ago

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#802 The 10 Behaviors Killing Your Business — Masked as Productivity
#802 The 10 Behaviors Killing Your Business — Masked as Productivity

Some of the “smart moves” founders make might be signs of hidden resistance. This week, Dan and Ian break down 10 behaviors that can quietly kill mom…

1 year, 2 months ago

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#801 Why Founders Stall at $300K + The Blank Sheet
#801 Why Founders Stall at $300K + The Blank Sheet

Dan shares strategies for creating value as an entrepreneur - from maximizing personal productivity to defending your creative space so you can build…

1 year, 2 months ago

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