231: How to Lose Money by Flipping and Development in Real Estate with Matt Aitchison

231: How to Lose Money by Flipping and Development in Real Estate with Matt Aitchison

Author: Paul Moore and Josh Thomas September 28, 2020 Duration: 38:20

Matt Aitchison is a real estate investor, business coach, speaker and philanthropist. He's flipped hundreds of houses, built a Top 1000 real estate team in the U.S, and now focuses solely on scaling his passive income portfolio made up of commercial strip centers, a hotel, and single family rentals. Matt is extremely passionate about helping others create more wealth, freedom, and fulfillment in their life and business through real estate investment opportunities and is also the host of the Millionaire Mindcast, a Top 100 ranked business podcast. Most importantly, he's a husband to his amazing wife Marie and two beautiful daughters, Ella and Evelyn.


Paul Moore and Josh Thomas host How to Lose Money, but don't let the title fool you. This is a wealth-building conversation built on a simple, powerful premise: the most valuable lessons often come from what went wrong, not what went right. Each episode delves into the honest, sometimes gut-wrenching stories behind business failures and costly missteps. You'll hear from entrepreneurs in the thick of a tough season and executives analyzing strategic errors, all sharing the hard-won insights they gained in the process. The focus isn't on the failure itself, but on the clarity and resilience forged in those moments. For anyone building a business, leading a team, or simply fascinated by the real, unvarnished path to success, this podcast offers a unique and compelling perspective. New conversations arrive every Monday, providing a regular dose of practical wisdom earned the hard way. Tune in for a refreshingly candid look at how the road to financial and professional growth is often paved with lessons learned from losing.
Author: Language: English Episodes: 100

How to Lose Money
Podcast Episodes
155: How to Lose Money by Chasing the Wrong Dream with Ellie Perlman [not-audio_url] [/not-audio_url]

Duration: 38:25
Ellie Perlman is a real estate investor who owns 2,000 units across the U.S., worth over $250 million. Ellie is the founder and CEO of Blue Lake Capital, a real estate investing firm specializing in multifamily investmen…
154: How to Lose Money by Signing Bad Contracts with AJ Osborne [not-audio_url] [/not-audio_url]

Duration: 43:54
AJ Osborne has been in real estate since the early 2000s. He created Bitterroot Holdings, a self-storage company that has a $100 million asset holding portfolio. He got his start in insurance running one of the largest b…
148: How to Lose Money by Not Having Boundaries with Michael Levitt [not-audio_url] [/not-audio_url]

Duration: 38:40
Michael Levitt, with Breakfast Leadership and published author of 369 Days: How to Survive a Year of Worst-Case Scenarios, brings people back to life. He's focused on helping individuals and leaders within corporations l…