EP. 183: From Wall Street to 2,500+ Deals (No Tenants, No Headaches)

EP. 183: From Wall Street to 2,500+ Deals (No Tenants, No Headaches)

From Creative Finance Playbook by Jenn and Joe

April 3, 2026 · 21 min · Episode 183

About this episode

Michael Poggi discusses his transition from Wall Street to land investing, sharing insights on building wealth without the headaches of traditional real estate.

Join The Creative Finance Playbook Coaching Program & Learn Directly from Jenn & Joe: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://creativefinanceplaybook.com/⁠ What if you could build real estate wealth… without tenants, maintenance, or headaches? In this episode of Creative Finance Playbook, Michael Poggi shares how he went from Wall Street stockbroker to completing over 2,500 real estate deals—and why he chose land investing as his primary strategy. After working with high-net-worth clients, he discovered: Most millionaires invest 90–95% of their wealth in real estate—not stocks. That realization changed everything. Instead of chasing volatile markets, he focused on: ✔ Affordable vacant land ✔ Resort communities with high growth potential ✔ Passive income through seller financing In this episode, you’ll learn: 🏡 Why land investing is one of the simplest strategies 🏡 How to buy land for $10K–$20K and sell for double or triple 🏡 How to get paid TWICE (profit + interest income) 🏡 Why “no tenants, no toilets” changes everything 🏡 How to use self-directed IRAs for tax-free growth 🏡 The ad strategy that generated massive demand Michael has helped over 4,000 investors build passive…

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