Tropical MBA: Entrepreneurship & Founder Lifestyle

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 momentum, from expanding marketing channels too early to pausing sales during busy stretches. They also dive into why scaling too soon backfires, the hidden risks of declinin

Dan shares strategies for creating value as an entrepreneur - from maximizing personal productivity to defending your creative space so you can build something meaningful. He breaks down the common roadblocks entrepreneurs face at the $300K revenue mark and shares practical wisdom for navigating difficult personalities

Dan and Ian break down what makes a great lifestyle business in 2025—one that delivers both strong cash flow and location freedom. They dive into the nuanced tension between building a lifestyle-friendly business and “going big,” and share five essential design principles for creating a business that supports the life

What if 90 days from now, your business was sharper, more focused, and positioned for real growth? In this episode, Dan walks you through a simple but powerful 10-question framework designed to help you identify your biggest challenge, clarify your team’s focus, and uncover new opportunities to stand out in your market

Dan and Ian share key insights from their Thailand mastermind event, exploring how successful entrepreneurs balance curiosity, diverse business models, and personal life. They talk about navigating market uncertainties, implementing AI workflows to enhance business operations, and the irreplaceable value of in-person n

Dan unpacks what business owners can adapt from DOGE’s new strategy, delivers a practical cure for practitioner syndrome (that paralyzing fear of putting yourself out there), and shares fresh insights on the legendary 1,000-day principle. Plus, strategies for accountability and effectiveness and answering questions abo