Real Estate Investing for Cash Flow with Kevin Bupp

How We Bought $80M of Real Estate This Year + Huge Announcement

Dec 22, 2025

A year of massive growth and disciplined pivots, including $80M in new asset acquisitions and a surprise fund update. Tales of walking away from bad deals, conservative underwriting through market stress, and how they raised capital with trust and transparency. A major personal announcement: a yearlong family voyage documented on YouTube as they balance company leadership and family life.

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INSIGHT

Conservative Underwriting Pays Off

Sunrise didn't change underwriting despite market stress because they were already conservative and stress-tested deals.
Conservative past discipline positioned them to act while others faced fallout from overpaying.

ADVICE

Raise Capital By Building Trust

Raise capital by building trust: over-communicate, be transparent, and execute reliably.
Prioritize communication about bad news and a clear plan to protect investor capital.

ANECDOTE

Fund Closing With $50M In Performing Assets

Sunrise's 2025 fund is closing with six performing assets worth ~$50 million that will spin off cash flow.
2025 investors may receive K-1 passive losses from bonus depreciation up to 100% of invested capital.

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2025 is about to be in the books, and for many real estate investors, it was a challenging year. But at Sunrise Capital, it’s been a year of massive growth, disciplined pivots, and, for me, purpose: my wife and two sons.

We’ve acquired $80,000,000 in new assets this year—irreplaceable real estate that we couldn’t pass up. We’ve had to step away from other deals when the numbers didn’t pencil, and in the end, we’re monumentally proud of what we’ve accomplished.

So what’s next? I have a big announcement at the end of this episode—and this is the first time I’m going public with it. My life, and the lives of my family, are about to change as we do something I’ve been dreaming about for over a decade. This is what it was all for.

But before that, I’ll share the lessons we learned in 2025 that shaped our business and buying decisions, why capital raising wasn’t as hard as many sponsors think it is (if you operate the way we do), and why we didn’t have to change our underwriting during some of the most challenging years of investing in decades.

I’m sharing the wins and losses, both personal and professional, on today’s show. Thank you for a wonderful 2025. 2026 is going to be a little…different.

Insights from today’s episode:

A huge announcement that has been over a decade in the making
How we acquired $80M in irreplaceable assets and raised the money for it in 2025
The discipline you need to walk away from a deal that goes sideways (you won’t regret it)
How to raise capital the right way, and why you should stop selling yourself (and your deals) so hard
The commitments I’m making in 2026 (you can keep me accountable!)

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.