In this episode of the Founders Playbook Podcast, Nelson chats with real estate entrepreneur Jack Henderson, who built a $35M property portfolio by 27. Jack shares how to start with residential investments, transition to commercial properties, and leverage equity for cash flow. He also breaks down effective sales and marketing strategies for scaling wealth and building an eight-figure legacy.

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Timestamps:

00:00:00 - Introduction


00:01:28 - Meet Jack Henderson: A Real Estate Entrepreneur


00:02:17 - The Journey to a $35 Million Portfolio


00:03:23 - Rebuilding the Portfolio: Same Strategy


00:04:36 - Staying Focused at a Young Age


00:22:08 - Residential vs. Commercial Investment Properties


00:24:28 - Buying Your Business's Commercial Space


00:26:50 - Trusts vs. Self-Managed Super Funds


00:28:12 - Owner-Occupied vs. Investment Properties


00:30:36 - The Reality of Renting vs. Owning


00:32:14 - Beliefs Surrounding Renting


00:35:33 - Graham Holm's Mortgage Payoff Strategy