Would you walk away from a 13-year Silicon Valley career for passive income? Spencer Hilligoss did, and turned it into a 7-figure portfolio. In this episode, join in and learn why “boring” investments like self-storage and private credit outperform, and how his LP club helps others build real wealth without the hype.
Key Takeaways To Listen For
- What Spencer learned going from single-family homes to syndications
- Framework for vetting deals and sponsors with confidence
- How Madison Investing secures better terms for its members
- Transparent take on recent exits, including the good, the bad, and the break-even
- The deceptively simple question that can reshape your entire investing strategy
Resources/Links Mentioned In This Episode
- BiggerPockets
- Essentialism by Greg McKeown | Kindle, Paperback, and Hardcover
About Spencer Hilligoss
Spencer Hilligoss is a seasoned former tech executive with more than 13 years of leadership experience, having built and scaled top-performing teams at five companies, three of which achieved unicorn status. Prior to co-founding Madison Investing, he led business and professional development at LendingHome, one of the largest private lenders in the U.S.
As CEO of Madison Investing, Spencer guides the company’s strategic direction, oversees investor relations, and spearheads business growth. He’s also a hands-on investor and respected speaker, known for his insights on real estate and wealth-building strategies.
Connect with Spencer
- Website: Madison Investing
- LinkedIn: Spencer Hilligoss
- Facebook: Spencer Hilligoss
Connect With Us
If you’re looking to invest your hard-earned money into cash-flowing, value-add assets, reach out to us at https://bobocapitalventures.com/.
Follow Keith’s social media pages
- LinkedIn: Keith Borie
- Investor Club: Secret Passive Cashflow Investors Club
- Facebook: Keith Borie
- X: @BoboLlc80554