Tropical MBA: Entrepreneurship & Founder Lifestyle

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 tips in this week’s episode of the pod. We also discuss a listener who exited for multi-7 figures, a new offer we’re working on for business owners, key learnings from Vercel’s jou

There’s something magical about being at a 5-star hotel in Bangkok to talk business nerdery with 300+ location- and time-flexible founders. Actually, scratch magical and replace that with “not normal.” We’re back from DCBKK, our annual founder pilgrimage to Thailand. Here are 5 insights that made us go “hmmm” all week

Could your biggest strength also be sabotaging your success? This week Itamar Marani, ex-Special Ops turned mindset coach, reveals how he turned resilience into revenue, scaled from $2K clients to 6-figure programs, and used battlefield lessons to transform founder performance. LINKS Itamar’s Book: Elite Performance: T

Most founders are saving time with AI, but few are actually making money with it. In this episode, Juan Montero of Flowgrama reveals how bootstrappers can build practical AI agents and automations that actually drive revenue. LINKS Juan’s AI Automation Business: Flowgrama (http://flowgrama.com/) Contact Juan (mailto:ju

Chasing numbers can actually destroy what made your business great. In this episode, Dan and Ian unpack Goodhart’s Law — the idea that once a measure becomes a target, it stops being useful — and how founders accidentally turn smart goals into bad incentives. Plus, you’ll hear six ways to build healthier systems, lead

Dan and Ian share 5 money tips for bootstrappers—from prioritizing personal finance and investing to getting in the company of other entrepreneurs. Follow this playbook and you could build wealth without a 7-figure exit (spoiler: only about 5% of businesses achieve this.) Free resource below! LINKS Share your thoughts