365: How One Flip Turned Into $150M In Real Estate Deals

J Scott joins David Lecko to break down how one flip in 2008 turned into $150 million in real estate deals. He shares the story of his first bad deal, how a single forum post led to a long-term partnership, and why he still does single family flips today—despite leading a $73 million multifamily development. They also dive into market cycles, raising capital, and how to tell when it’s time to sell a rental. KEY TALKING POINTS:0:00 - Intro0:21 - The Books That J Scott Has Written & His Real Estate Development1:50 - Has Estimating Rehab Costs Changed In Recent Years?5:04 - J Scott’s First Real Estate Deals9:26 - His Background Before Getting Into Real Estate & How He Funded Deals13:05 - How He Found His First Private Lender & What Makes Good Partnerships20:01 - What Makes Someone A Good Wholesaler?23:11 - Why He Got Into Real Estate24:58 - His Work/Life Balance Now27:47 - What He Hopes To Teach People28:40 - His 351 Unit Deal32:38 - How The Market Affects Commercial Real Estate35:59 - Interest Rates & The Fed41:25 - Interest Rates Affecting Single Family Vs Multi-Family42:39 - His Single Family Investing45:11 - Getting Started Around 200847:06 - What He’d Tell Someone Who Wants To Start Today49:58 - Outro LINKS:Instagram: J Scotthttps://www.instagram.com/JScottInvestor/ Website: J Scotthttps://linktr.ee/jscottinvestor/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/