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March 5, 2025 38 mins

Mathew Owens learned the hard way that real estate isn’t always a straight path to success. From losing everything in the 2008 crash to building a thriving real estate investment business with over $150 million raised, Mathew shares the critical lessons that shaped his career. In this episode, we dive deep into how he bounced back, strategies for raising capital, and why taking a hit in business can be the best thing that ever happens to you—if you handle it right.


Guest Bio

Mathew Owens is a CPA turned real estate investor, fund manager, and capital-raising expert. Since leaving his accounting career in 2006, he has flipped over 1,000 houses, managed $35 million in loans to flippers, and raised more than $150 million for real estate and private business investments. His expertise spans fix-and-flips, multifamily investments, private lending, and capital structuring. Mathew also teaches investors how to create financial freedom through passive income strategies.


Episode Highlights and Chapters

[00:01:03] Mathew’s background: From CPA to full-time real estate investor

[00:03:07] How Mathew’s first house flip led him to quit his job

[00:04:12] Surviving the 2008 market crash and repaying investors out of pocket

[00:06:24] Learning to read the market and anticipate financial downturns

[00:09:57] Lessons from losing $500,000 to a bad contractor

[00:12:26] Why an investor’s track record should include failures

[00:14:15] The first steps to successfully raising capital

[00:16:05] The importance of networking and nurturing investor relationships

[00:18:44] Structuring deals to attract investors

[00:21:47] Biggest business mistakes: Delegation, hiring, and trusting too easily

[00:25:33] The myth of part-time real estate investing

[00:27:20] Expected returns across different asset classes

[00:29:22] Why Mathew invests in real estate, private lending, and commodities

[00:31:43] Favorite tools: Monday.com, ActiveCampaign, QuickBooks, SyndicationPro

[00:33:00] Understanding economic risks in today’s real estate market

[00:36:38] Eugene’s distressed asset fund and the opportunity ahead

[00:37:27] Where to find Mathew and access his free resources

 

Contact Information

To connect with Mathew Owens, visit MathewOwens.com (with one ‘T’ in Mathew). His website offers a free 200-point due diligence checklist, masterclasses on raising capital, and resources for deal analysis.

LinkedIn: https://www.linkedin.com/in/mathewowens/

For more episodes, visit Land to Legacy Podcast Page.

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