FBF #937: Transitioning From a Full-Time Employee to a Full-Time Real Estate Investor
Real Estate Investing for Cash Flow with Kevin Bupp
Kevin Bupp
4.8 • 679 Ratings
🗓️ 22 August 2025
⏱️ 47 minutes
🧾️ Download transcript
Summary
Today's Flashback Friday episode is form #280 that originally aired on July 20, 2020.
Spencer's investment firm, Madison Investing, has co-sponsored deals totaling more than 5000 units equaling more than $600M.
As a former technology leader, Spencer built a 13 year track record of growing high-performing teams across five companies - three of them, "unicorns" - valued at more than $1B.
In November 2019, Spencer "retired" from his lucrative technology career - leaving behind the $4B loan origination teams he built at LendingHome, which funds an average of 600 fix/flip transactions per month. Now, he is focused on spending time with loved ones and growing Madison Investing by helping passive investors achieve their goals."
Recommended Resources:
- Accredited Investors, you're invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!
- If you're a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team.
- Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com.
- Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.
Transcript
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| 0:00.0 | Welcome to this week's edition of Flashback Friday. |
| 0:04.0 | It's your opportunity to get some good review by listening to episodes from the past that Kevin is handpicked to help you along your investment journey. |
| 0:12.0 | If you like to partner with Kevin and join his team at Sunrise Capital Investors, head to invest with sunrise.com to learn more. |
| 0:20.0 | That's invest with sunrise.com to learn more. That's invest with sunrise.com. |
| 0:22.8 | Enjoy the show. |
| 0:26.3 | You've been searching for the best way to generate passive income in your life |
| 0:30.4 | and heard that real estate is a great way to do it. |
| 0:33.3 | But you're tired of all the so-called gurus |
| 0:35.6 | who are all talk and no substance. |
| 0:39.1 | Get ready to celebrate because Kevin Bup has spent 14 years successfully making it happen. |
| 0:45.5 | This is the Real Estate Investing for Cash Flow podcast. |
| 0:49.1 | Now, here's Kevin Bup. |
| 0:54.2 | Hey, hey guys, Kevin Bup here, and I want to welcome me to another episode of the Real |
| 0:57.8 | Real Estate Investing for Cashflow podcast, where mission is to help you build and maintain |
| 1:01.6 | massive amounts of cash flow through income-producing real estate investments. |
| 1:06.0 | And our guests for this week's show is multifamily investor Spencer Hilligoths. |
| 1:09.8 | Now, Spencer's investment firm, Madison Investing, |
| 1:12.3 | as co-sponsored deals totally more than 5,000 units, equally more than $600 million. Now, |
| 1:17.8 | as a former technology leader, Spencer built a 13-year track record of growing high-performance |
| 1:22.1 | teams across five companies. Three of them, which were unicorns, were valued at more than |
| 1:26.3 | $1 billion. Now, in November of 2019, |
| 1:29.3 | Spencer retired from his lucrative technology career, leaving behind the $4 billion loan origination |
... |
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