 |
That Real Estate Tech GuyAuthor: Jordan Samuel Fleming
Welcome to the only weekly podcast dedicated to the Real Estate Investing Tech Stack, hosted by Jordan Samuel Fleming. Jordan has been heavily involved in building technology tools for Real Estate Investors for over a decade, and is the Co-Founder and CEO of smrtPhone, and all-in-one cloud phone system and power dialer. If you're serious about scaling up your Real Estate Investing business then this weekly podcast is for you! You'll learn from the best as each week Jordan speaks with individual investors who have leveraged technology to scale their businesses, as well as technology companies who build the tools you use on a daily basis. That Real Estate Tech Guy brings together expert insights, advice and the latest technology tips for any investor looking to build their Real Estate Investing business. Language: en-us Genres: Business, Entrepreneurship, Management Contact email: Get it Feed URL: Get it iTunes ID: Get it |
Listen Now...
What Losing $3 Million Teaches You About Business and Life ft. Andrew Schlag
Episode 30
Thursday, 7 May, 2026
This week I'm sitting down with Andrew Schlag from TrueCo — and this one is a little different. We still talk real estate, we still talk business, but this episode goes somewhere most podcasts in this space are too afraid to go. Andrew opens with losing $3 million — not from a bad market, but from a moment of desperation and misplaced trust — and what that brutal season taught him about the life he actually wanted to build.Andrew and his business partner Leo launched TrueCo around one core belief: the best life you can live shouldn't be deferred. Not until the next deal closes. Not until you hit your number. Now. We get into the psychology of the hustle trap, the eight categories of holistic success, and why the entrepreneurs who win the most often enjoy it the least.Episode Timeline & Highlights[0:42] – Introducing Andrew Schlag and TrueCo's mission around holistic wealth building.[3:01] – Andrew's background: country boy, construction, and finding real estate in 2014.[6:38] – The deal that went sideways: signing deeds without attorney approval and losing $3 million.[9:33] – The aftermath: $30K a month in losses, litigation, and not wanting to live anymore.[10:47] – How Andrew came back one day at a time — and what that season really taught him.[11:27] – Meeting his business partner Leo and how TrueCo was born in Barcelona.[13:29] – The "I'll be happy when" trap and why that goalpost never stops moving.[14:47] – Get the lesson faster: why reflection matters more than grinding harder.[15:07] – Pulling the future into the present — putting the trip on the calendar before you can afford it.[18:52] – Seasons of hustle vs. lifestyle hustle and why the economy rewards value, not hours.[19:52] – Weekly reflection, morning routines, and building intentional habits into daily life.[30:23] – What TrueCo actually is: holistic success, wealth building, and a life worth living.[32:22] – How the community works: cash vehicles, wealth building, and doing deals with people you enjoy.[35:40] – Who TrueCo is for and how to connect with Andrew and Leo.5 Key TakeawaysNever sign the deeds without your attorney. Desperation is the enemy of good decisions — urgency is fine, desperation is dangerous.Stop living in the "when I get there." The goalpost never stops moving. Build a life worth living right now.Reflection is a business skill. The investors who never stop to ask why are the ones who barrel hardest in the wrong direction.The economy rewards value, not hours. Working hard is a badge of honor that pays nothing if you're creating the wrong thing.Holistic success beats financial success alone. Wealth without health, relationships, and purpose isn't winning — it's just a bigger number.Links & ResourcesTrueCo – Holistic wealth building community for heart-driven entrepreneurs 👉 truecoa.comAndrew Schlag – Facebook & YouTube: search Andrew SchlagSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an entrepreneur who's grinding hard but hasn't stopped to ask whether they're actually happy — because the hustle isn't the problem. Deferring your life while you do it is.More high-signal conversations coming next.
