#950: Multifamily Reality Check & AI Edge with Joe Fairless
Real Estate Investing for Cash Flow with Kevin Bupp
Kevin Bupp
4.8 • 679 Ratings
🗓️ 22 September 2025
⏱️ 45 minutes
🧾️ Download transcript
Summary
Since Joe Fairless launched in 2015, Ashcroft Capital has acquired over $2.7 billion in assets and serves thousands of investors nationwide. Joe is also the host of the 'Best Ever Real Estate Investing Advice' podcast. Over the years, Joe has been on this show multiple times, but today's conversation is especially timely. The last three years have tested commercial real estate investors as well as multi family syndicators like never before, with rising interest rates, slowing rent growth, over supply in certain markets, and debt maturities forcing some hard decisions. Joe's here to share how Ashcroft has navigated these challenges, what's worked, what hasn't, and what he sees ahead for the multifamily sector in the coming years.
Connect with Joe: https://ashcroftcapital.com/
Joe's Podcast/Newsletter: https://www.bestevercre.com/
Highlights:
2:00 - Why This Conversation Matters
5:30 - Three Market Stages
12:10 - Eviction Backlogs' Ripple Effects
15:05 - How Lenders Really Behave
21:05 - Debt vs. BOV Reality Check
33:00 - AI For IR Workflows
Quote: "If you're not on board with AI, you're being left behind from an efficiency and effectiveness standpoint."
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 | Hey guys, Kevin Bup here. Before we jump into today's episode, I've gotten an important heads-up for all the |
| 0:05.4 | accredited investors that are tuning in today. You probably know that my real estate investment firm is Sunrise Capital. |
| 0:10.9 | And today, my big news is that Sunrise's Fund 4 is closing in a few days on September 30th, to be exact. |
| 0:16.7 | So if you're an accredited investor and want to get access to immediate cash flow, as well as growth in tax advantages offered by Fund4, go to invest with sunrise.com. |
| 0:26.1 | We're wrapping up FundFourth one heck of an acquisition, a six-asset mobile home park portfolio in the booming Columbus, Ohio area. |
| 0:34.0 | This deal is pushing our built-in equity across the fund to more than $25 million. |
| 0:39.1 | Plus, this deal alone has huge tax benefits and is likely to add another $20 million |
| 0:43.7 | in depreciation benefits to all fund for investors. But you have to get in now to take advantage |
| 0:49.0 | of those benefits. Fund 4 will close out with 15 performing mobile home parks and parking assets, delivering immediate |
| 0:55.4 | cash flow, long-term growth, and significant tax advantages for this calendar year. |
| 1:00.4 | So if you're an accredited investor and interested in seeing if it's a fit for you, go to |
| 1:04.4 | investwithsunrise.com. |
| 1:06.3 | Again, that's invest with sunrise.com. |
| 1:09.2 | Now, let's get to the show. |
| 1:13.2 | You've been searching for the best way to generate passive income in your life |
| 1:17.3 | and heard that real estate is a great way to do it. |
| 1:20.2 | But you're tired of all the so-called gurus who are all talk and no substance. |
| 1:26.1 | Get ready to celebrate because Kevin Bup has spent 14 years successfully making it happen. |
| 1:32.5 | This is the Real Estate Investing for Cash Flow podcast. |
| 1:36.0 | Now, here's Kevin Bup. |
| 1:41.2 | Hey guys, Kevin Bup here, and I want to welcome you to another episode of the Real |
| 1:44.6 | Estate Investment for Cashflow podcast. |
... |
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