191: How to Lose Money by Trusting Someone Else's Due Diligence with Ross Stryker

191: How to Lose Money by Trusting Someone Else's Due Diligence with Ross Stryker

Author: Paul Moore and Josh Thomas December 23, 2019 Duration: 38:05

Ross Stryker is the founder and CEO of Smart Asset Opportunities, which helps educate busy small business owners how to take charge of their own financial freedom and stop giving up control to those on Wall Street. He practiced dentistry and specialized in orthodontics for over 35 years, 12 while serving in the U.S. Army reaching the rank of Lieutenant Colonel, and later in private practice where he grew one of the largest single-doctor practices in the country. Although Ross is no longer practicing, he still considers himself a part of the dental and medical community. At heart, he's really a small business owner, and, like many business owners, Ross was frustrated with the conventional financial system that seemed to benefit Wall Street but not the investors. Ross has replaced his transactional income of exchanging hours for dollars with passive income from his investments for his livelihood, and he wants to help others achieve the same goal. Ross has owned 40 or more single-family homes, written 2 books, one specifically on real estate investing. Ross is selling his homes, and he's transitioning into commercial real estate investing, which includes self-storage, mobile home parks, office parks, a coffee farm in Panama, a resort in Belize, and multifamily apartment complexes.


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
227: How to Lose Money by Trading Stocks Irresponsibly with Joe Conti [not-audio_url] [/not-audio_url]

Duration: 33:10
Joe Conti is one of the original "Day Traders" that we hear about today. He began his career in 1990 under the tutelage of Harvey Houtkin. Harvey was known as the "Godfather of SOES Trading" (small order execution system…
224: How to Lose Money by Putting on Deal Goggles with Will Harvey [not-audio_url] [/not-audio_url]

Duration: 28:50
Will personally owns over $1,500,000 in real estate in the Northern Virginia area and is a partner in several apartment syndications across the U.S., both actively and passively. As a veteran of the residential mortgage…
223: How to Lose Money by Not Knowing Your Numbers with Joe McCall [not-audio_url] [/not-audio_url]

Duration: 50:34
Joe McCall has been investing in real estate full-time for over 11 years. His background and education was in Civil Engineering. Before he started working on his real estate investing business full-time, he had worked fo…
222: How to Lose Money by Chasing Shiny Objects with Erik Allen [not-audio_url] [/not-audio_url]

Duration: 29:35
Erik Allen is truly a man of integrity, work ethic and an overcomer. Growing up with a complicated childhood and a broken home, to raising himself from the age of 14. Unfortunately finding trouble along the way desperate…
220: How to Lose Money by Charging Hourly Fees with Scott Reib [not-audio_url] [/not-audio_url]

Duration: 37:51
Scott Reib, also known as "America's Legal Coach", is a business and legal coach with an emphasis on helping his clients succeed. Scott formed his company ReibLaw as a full service law firm that focuses on developing str…