Tropical MBA: Entrepreneurship & Founder Lifestyle

#823 Why $120K From Your Biz Beats $150K at a Job


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Why are so many chasing $10M exits when $3-4M plus a paid-off house might be the real freedom number? Should you be betting big on Bitcoin in 2025, and did we miss out on a massive opportunity 9 years ago? And if you’re “unemployable,” is that a badge of honor... or a red flag?

This week, Dan and Ian crack open the reality behind location-independent entrepreneurship: from sipping wine in Europe (and still gaining weight) to navigating whether your side hustle cash flow can really replace that W-2 paycheck.

LINKS

Join Dynamite Circle and hang out with us in Bangkok in October

Connect with 7+ figure founders and join us in NYC this December
The episode that could have made us $1.6 million
@levels.io’s investment portfolio (outperforming the S&P 500)
BowTied Bull’s article “Think Twice After You Make It”
This week’s sponsor: spp.co “Your billing, onboarding & projects in one client portal”
22 FREE business resources for location-independent entrepreneurs

CHAPTERS

(00:00:00) Intro

(00:01:44) What percentage of W-2 Income is Small Biz income worth?
(00:13:48) This Week’s Sponsor: SPP.co
(00:15:12)  Are Entrepreneurs Truly Unemployable?
(00:18:34)  “Financially Cozy” Level of Wealth
(00:26:18) Europe for the summer: overrated, underrated, or properly rated?
(00:27:26) Company news

CONNECT:

Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Justin Tan, Matt Gartland, Ayman Al-Abdullah, Lucy Bella.

PLAYLIST:

The Changing Landscape of SEO and the Influence Equation

What is the Michael Jordan of Business Models?
“When is my LTV good enough?” + Founder Mode for Bootstrappers

...more
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Tropical MBA: Entrepreneurship & Founder LifestyleBy Dan Andrews; Ian Schoen

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