Tropical MBA: Entrepreneurship & Founder Lifestyle · 2026-06-11 · 39 min
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), how he thinks about capital structure and tax efficiency, and his take on AI - that it's a powerful tool but not a durable moat. The edge still comes from domain expertise and knowing immediately which option is worth keeping. We also get into personal finance: a self-directed Roth IRA structure that's quietly been one of his best investments, and why most founders shouldn't be doing private deals. Guest: Robert Dow , founder of Remarkable Land Sponsor: [wayfront.com/tmba](wayfront.com/tmba) Thanks to this week's sponsor Wayfront - the AI-ready operating system for productized agencies. One client portal. One team dashboard. All your data, AI-accessible. TMBA listeners get an extra free month on top of the trial at wayfront.com/tmba .
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