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Investing Progress with Tim Wakeland

Matthias and Jordan talk to Tim about his development as a real estate investor.

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This week we talk to a long-time investor with Capital Velocity Investments, Tim Wakeland. He also happens to be Matthias’s brother-in-law, but he doesn’t let that get him down. Tim lays out how he came to invest with CVI—we establish it wasn’t Matthias’s charm—and how he and his wife have grown their real estate investing portfolio over time, and why the Wakelands are committed to syndicated real estate investing moving forward.

Meanwhile, Matthias gives us a Bailey update, Tim dishes on his great life as a stay-at-home dad, and I show everybody how to be a cool third wheel. It’s a brand-new, Texas-sized Get Invested.

Get your copy of the “Beginner’s Guide to Real Estate Investing”!


Tim’s Takeaways

  1. The status quo won’t go on forever, so investing is about planning for the future you want rather than waiting for the one you get.

  2. The first hurdle is the toughest; scrape together however much you can, even if it’s a small amount, to make that first investment and build from there

  3. Investing should be approached with a risk management mindset.

  4. Invest with people and institutions whose processes you trust.

  5. Refinancing a real estate property that enables investors to get their capital back while maintaining their equity is just not something you can do with stocks or the typical index fund.

  6. Self-directed IRAs allow you more control over investments while remaining hands-off overall.

  7. Don’t be a Cowboys fan when investing; have reasonable expectations of the investment returns and those running the investment.


Topic and Time

09:40 - Investing Goals and Financial Planning

16:00 - Overcoming Family Business Challenges

22:05 - Investment Vehicles and Strategies

24:15 - Navigating Self-Directed IRAs

27:09 - Maximizing Retirement Funds

28:31 - Challenging Conventional Financial Wisdom

33:56 - The Power of Refinance in Investments

38:31 - Understanding Compounding in Real Estate

43:05 - The Importance of Communication in Investments

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