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Podcast Episode

Why Boring Wins in Real Estate - Alan Fruitman

The On The Rise Podcast··31 August 2026·26 min

About this episode

On this episode of the On The Rise Podcast, host Jeremy Dyer talks with Alan Fruitman, founder of 1031tax.com and president of Real Estate Foundation, who has spent 33 years specializing in single-tenant, triple-net-lease real estate. Alan explains why chasing yield means chasing risk, and why quality — the best location and a national-credit tenant like McDonald's or Chase — builds lasting wealth. He breaks down why truly passive income is real, how to avoid the emotional trap of the 1031 exchange's 45-day window with his "green light day" strategy, which tenants are AI- and Amazon-proof, and why "boring" singles and doubles beat swinging for home runs. A grounded conversation on preserving wealth.