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Tropical MBA: Entrepreneurship & Founder Lifestyle

Tropical MBA: Entrepreneurship & Founder Lifestyle

Dan Andrews; Ian Schoen 862 episodes Latest Jun 4, 2026

The Tropical MBA Podcast is a show for 7 and 8-figure founders who have built life-changing businesses while achieving personal freedom. With over 10 million downloads and thousands of listener meetups worldwide, it features new episodes every Thursday morning. Hosted by Dan Andrews and Ian Schoen, the podcast covers entrepreneurship and founder lifestyle topics.

Episodes

#860 How Direct Mail Built a Multi-Million Dollar Business Jun 11, 2026 38:36 Robert Dow buys and sells raw land across Texas and Oklahoma — mostly sight unseen, almost entirely through direct mail. It's a lean operation built on a simple idea: take infrastructure you already have and point it at a new market. In this conversation, we get into his direct mail philosophy (why novelty beats clever copywriting, why your letter should be about the reader and not you),
#859 Building a $6.5M Remote Agency in 5 Years — LevelUp Leads Jun 4, 2026 40:24 Dan interviews John Karsant, founder of Level Up Leads, a 73-person outsourced SDR agency doing about $6.5M/year revenue, built while living abroad (Argentina, now Barcelona). John shares how he found remote work early via Craigslist, then spun out a list-building service that nearly failed due to one-off sales before pivoting into full appointment setting—eventually cold calling, which r
#858 Paying for Growth in 2026 May 28, 2026 44:35 Is 2026 the year you finally run paid ads? Something shifted at DC Mexico this year — more founders than ever are seriously considering paid ads as their next acquisition channel. Between AI making creative cheaper to produce and competitive research easier to do, the barriers are lower than they've been. Max Sinclair has run a paid ads agency for eight years. In this episode he breaks do
#857 AI and the High-Margin Agency: What's Working in 2026 May 21, 2026 35:26 Dan and Ian are joined by Jeff Picaro of meetwingman.com to recap lessons from the DC Mexico event and share five trends for 2026 in bootstrapped, location-independent businesses. In this episode: • Why organic traffic is rebounding and how legacy publishers can compound results via Google, LLMs, and AI repurposing • Why companies with strong SOPs and systems are translating fastest
#856 "Trust is the New Currency" — Hot Takes from 200 Founders in Mexico City May 15, 2026 33:11 Dan and Ian just got back from DC Mexico — 4 days in Mexico City with 200 founders, a third of whom run $1M+ businesses. Three ideas worth sitting with: Reading about something is useful. Watching someone implement it is better. Doing it yourself, beside someone else doing it too, is where things get real. Networking gets a bad reputation — and maybe it deserves it. But sharing a real
#855 Hard Questions, Easy Business Apr 23, 2026 26:30 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 make everything else easier, they stay busy. It feels like progress. It isn't. In this episode, Dan walks through the 7 questions he uses in $1,000/hour coaching calls — the ones that make the real problem impossible to ignore. And he shows yo
#854 5 Simple Ways Agencies Are Using AI Apr 16, 2026 27:05 Dan and Jeff Pecaro (meetwingman.com) share five practical ways agency founders are using AI right now—sharpening positioning, analyzing sales calls, rebuilding websites, testing offers, and creating content faster. They also explore where things are headed next, including AI-run side projects, faceless YouTube channels, and why your business may already be sitting on more valuable data t
#853 AI Is Useful. Now What? Apr 9, 2026 28:54 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 using to make and save money. They cover: ● The difference between sidecar AI, AI-first companies, and AI-native businesses ● Real-time dashboards, CRM systems, financial intelligence, and onboarding workflows ● Why founders can suddenly re
#852 I Wasted $40K on an AI Agency. Here's What I Built Instead Apr 2, 2026 26:07 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 all-in on AI and hired an agency to rebuild his systems. He paid them nearly $40,000. They delivered nothing he could use. While waiting on that agency, he started tinkering with Claude Code. Then he started building. Then he realized he was
#851 $1,000,000+ Recurring Revenue — No Employees! Mar 26, 2026 50:40 Most founders assume scaling means hiring. Jesse Hanley built a 7-figure SaaS and refused to. From Japan, Jesse runs Bento — a profitable email marketing platform — almost entirely on his own. In this episode, he explains why he turned down a ~$10M acquisition offer and the frameworks that make a one-person company possible today. Topics include: ● The “Main Quest vs Side Quest” framework
#850 We Got Claude-Pilled Mar 19, 2026 36:00 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. What followed felt less like using software — and more like jockeying a team of agents. ● The 4–5× productivity gap between AI teams and normal teams ● Building a working app in a weekend without being a developer ● Innovation cycles shrinki
#849 Advanced Personal Finance for Entrepreneurs Mar 12, 2026 43:44 We're often great at making money, terrible at managing it. Multi-exit entrepreneur David McKeegan joins us to discuss personal finance built specifically for founders: The "refrigerator number" — what it is and how to find yours The 4% rule — is it still relevant, and what rate would you actually bet on? Concentration vs. diversification: when to double down and when to spread out Por

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