11/10 Podcast
11/10 Podcast
Investorlift
James Dainard | The Most Disgusting Properties I've Ever Bought — And Why They Were My Best Deals | Ep 040
1 hour 18 minutes Posted Apr 17, 2026 at 12:49 am.
– The Blueprint: What This Episode Will Teach You04:03 – Who is James Dayner? $1 Billion, 3,000 flips, 21 years05:35 – How it started: knocking doors while bartending through college07:58 – One deal in nine months — then quitting the bar and going all in10:25 – Building a full-service real estate machine: 100+ people, 7 income streams12:11 – THE MURDER HOUSE: Bought sight unseen. Blood splatter. Meth. Graves.14:56 – Why the gnarliest houses have the most potential — the framework21:41 – Biggest losses: the $300K environmental nightmare that took 2.5 years29:43 – Low-income deals vs. luxury flips: annualized return breakdown31:07 – The cheapest house is NOT always the best buy51:23 – How to scale from door knocking to 200 deals a year52:47 – 2008: how James survived the crash with a loan shark and zero buyers56:29 – Building 7 income streams: why diversity is the only real safety net58:53 – Why being the biggest in town is not the goal — find your sweet spot01:12:08 – THE POOP LADY HOUSE: A&E Hoarders shows up. It's James's house.01:12:55 – "From shit to a hit" — the deal breakdown01:14:16 – Raising private capital: relationships before deals, always01:17:46 – Why James interviews investors before taking their money01:20:43 – "You only want contaminated houses — not relationships"01:21:14 – Final advice: don't compare, don't quit, every problem is fixable01:22:16 – Outro✅ Check out Investorlift Here: https://get.investorlift.com/?utm_source=youtube&utm_medium=organic&utm_campaign=ytdesc&utm_content=040-nameFollow Us!Robert Wensley: https://www.instagram.com/robertwensley/Zack Kepes: https://www.instagram.com/zakventures/James Dainard: https://www.instagram.com/jdainflips/Investorlift: https://www.instagram.com/investorlift/
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✅ Check out Investorlift Here: https://get.investorlift.com/?utm_source=youtube&utm_medium=organic&utm_campaign=ytdesc&utm_content=040-name James Dayner has done over a billion dollars in real estate across 3,000+ fix and flips and 21 years in the business. In this episode of 11 Out of 10, James walks through the deals most investors run from — including a murder house with blood splatter, a meth bag, and graves on ten acres, and the infamous poop lady house featured on A&E Hoarders. He also breaks down how he built seven income streams that survived every crash since 2008, the framework for scaling without breaking your business, why relationships always beat transactions, and the one rule about the cheapest house being the most dangerous buy. If you're in real estate flipping, wholesaling, development, or investing — and you want to hear from someone who's actually been through all of it — this is the episode.**TIMESTAMPS**00:00 – The Blueprint: What This Episode Will Teach You04:03 – Who is James Dayner? $1 Billion, 3,000 flips, 21 years05:35 – How it started: knocking doors while bartending through college07:58 – One deal in nine months — then quitting the bar and going all in10:25 – Building a full-service real estate machine: 100+ people, 7 income streams12:11 – THE MURDER HOUSE: Bought sight unseen. Blood splatter. Meth. Graves.14:56 – Why the gnarliest houses have the most potential — the framework21:41 – Biggest losses: the $300K environmental nightmare that took 2.5 years29:43 – Low-income deals vs. luxury flips: annualized return breakdown31:07 – The cheapest house is NOT always the best buy51:23 – How to scale from door knocking to 200 deals a year52:47 – 2008: how James survived the crash with a loan shark and zero buyers56:29 – Building 7 income streams: why diversity is the only real safety net58:53 – Why being the biggest in town is not the goal — find your sweet spot01:12:08 – THE POOP LADY HOUSE: A&E Hoarders shows up. It's James's house.01:12:55 – "From shit to a hit" — the deal breakdown01:14:16 – Raising private capital: relationships before deals, always01:17:46 – Why James interviews investors before taking their money01:20:43 – "You only want contaminated houses — not relationships"01:21:14 – Final advice: don't compare, don't quit, every problem is fixable01:22:16 – Outro✅ Check out Investorlift Here: https://get.investorlift.com/?utm_source=youtube&utm_medium=organic&utm_campaign=ytdesc&utm_content=040-nameFollow Us!Robert Wensley: https://www.instagram.com/robertwensley/Zack Kepes: https://www.instagram.com/zakventures/James Dainard: https://www.instagram.com/jdainflips/Investorlift: https://www.instagram.com/investorlift/