154: How to Lose Money by Signing Bad Contracts with AJ Osborne

154: How to Lose Money by Signing Bad Contracts with AJ Osborne

Author: Paul Moore and Josh Thomas April 1, 2019 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 brokerage firms in the northwest.


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
176: How to Lose Money by Not Valuing Liquidity with Rachel Marshall [not-audio_url] [/not-audio_url]

Duration: 35:57
Rachel Marshall is the co-founder and chief financial educator of The Money Advantage. She's on a mission to help business owners create time and money freedom by keeping more of the money they make, protecting it and tu…
173: How to Lose Money by Buying Stocks with Daniel Ameduri [not-audio_url] [/not-audio_url]

Duration: 39:20
Daniel is a self-made multimillionaire and full-time fact finder. He credits his success to a strong desire to surround himself with the right people. After warning family and friends in 2007 about the coming market and…