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The Tropical MBA Podcast aims to show you the inside story of the people who are building "micro-multinational" businesses while they travel the world. We are interested in entrepreneurship,...
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 tha...
Dan and Jeff Pecaro (meetwingman.com) share five practical ways agency founders are using AI right now—sharpening positioning, analyzing sal...
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 foun...
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 decid...
Most founders assume scaling means hiring. Jesse Hanley built a 7-figure SaaS and refused to. From Japan, Jesse runs Bento — a profitable em...
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 wo...
We're often great at making money, terrible at managing it. Multi-exit entrepreneur David McKeegan joins us to discuss personal finance buil...
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 t...
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 B...
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 de...
How long would it take to revamp your entire business? For Elliott Zelinskas: three weeks. Using Claude Code, he rebuilt his 4-year website,...
Dan and Ian respond to a listener's email about strategies for going from a 9-5 to full-blown entrepreneurship, and why mindset is far more...
Dan and Ian share 9 pieces of hiring advice that are typically considered “bad,” but can actually work pretty well for smaller bootstrapped...
Dan and Ian take a candid look back at 2025, share highlights and lowlights from the year, and give a sneak peek into what’s next for Dynami...
Are we actively watching the rise of the degenerate economy? What does it mean for our entrepreneurial behaviors? What does it mean for our...
What if your systems feel broken because you’re running big-company playbooks in a small, bootstrapped business? Layla Pomper, founder of Pr...
Apple launched the iPod in the wake of the dot-com bubble. Airbnb launched during the 2008 recession and housing crisis. In fact, half of al...
What if 90 days from now, your business was sharper, more focused, and positioned for real growth? This simple but powerful 10-question fram...
We’re back from a week of hanging out with rockstars in NYC. Not just figurative rockstars in the form of 25 DC BLACK members and Scott Heif...
With so many ways to make money online, many founders and creators have lost sight of the most powerful one: email marketing. John Ainsworth...
Sticking rigidly to your sales scripts, hiring and firing sales reps, and positioning yourself as a freelancer instead of the expert: these...
Whether you're a solopreneur or you've got a large team and millions of dollars in revenue, this simple process can help you plan for 2026 i...
One of the stickiest things you can do for marketing and retention in your business… host events. We’ve been doing this for our community ov...
Considering a pivot to an online business but not sure where to start? A listener wrote in with the same dilemma, and we’re giving our best...
There’s something magical about being at a 5-star hotel in Bangkok to talk business nerdery with 300+ location- and time-flexible founders....
Could your biggest strength also be sabotaging your success? This week Itamar Marani, ex-Special Ops turned mindset coach, reveals how he tu...
Most founders are saving time with AI, but few are actually making money with it. In this episode, Juan Montero of Flowgrama reveals how boo...
Chasing numbers can actually destroy what made your business great. In this episode, Dan and Ian unpack Goodhart’s Law — the idea that once...
Dan and Ian share 5 money tips for bootstrappers—from prioritizing personal finance and investing to getting in the company of other entrepr...
This week, Dan and Ian continue the “Get Rich on X” saga with fresh updates, and a reality check. From hiring $4K ghostwriters to creating a...
Most founders are leaving money on the table without realizing it. Are you one of them? This week, Dan and Ian break down how a tiny shift i...
It’s another mixed bag of business topics on this week’s episode of the pod: X’s Head of Product shares the suspiciously simple playbook to...
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 i...
If you’ve been living under a rock, you might have missed Alex Hormozi’s record-breaking launch of his latest book $100M Money Models (yep,...
In this week’s episode, Allen Walton (SpyGuy) shares how he’s using AI to build custom tools with almost zero coding experience, and how fou...
Organic traffic is getting weird… and kinda looks like an alligator’s mouth (you’ll have to listen to the episode to see what we mean). SEO...
How are legit 7- and 8-figure founders leveraging AI in their businesses? Spoiler alert: they’re not just handing it off to their teams. Fro...
Timothy Moser, founder of LearnCraft Spanish, shares how he scaled a 7-figure education business in today’s fast-changing online landscape....
When Dan started training for an intense cycling season, he needed more energy... without wrecking his health. That led him to Jay Feldman,...
Dan and Ian respond to a series of spicy "unpopular opinions" about entrepreneurship, employment, digital nomadism, and lifestyle design, so...
We’re halfway through 2025! This episode is a raw look at what’s working, what’s not, and the experiments we’re doubling down on. From runni...
What happens when you’ve optimized everything… and growth still stalls? In this episode, Dan and Ian break down a powerful distinction most...
What marketing strategies are actually working in 2025? Karla Singson shares standout tactics from a DC Mexico meetup she hosted, where 6- a...
From hating life on a Sydney construction site to building a $57K/month agency from Bali, Tom Richards—founder of PlumbElec Marketing—has li...
Thinking of selling your business one day? Or never planning to? Either way, this conversation could change how you build. Rob Walling has s...
Is the “lifestyle business” still alive in 2025? Dan chats with longtime friend Jeff Pecaro about the evolution of internet business, what t...
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 “profi...
What 160 founders taught us at DC Mexico—why deep customer engagement beats ads, how group workshops are replacing sales calls, what lifesty...
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 tra...
Dan shares why most bootstrapped business partnerships go sideways—and what to do if yours already has. Resources Mentioned: ● When Partners...