All Episodes

September 22, 2025 43 mins

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.
Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Crime Junkie

Crime Junkie

Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies!

The Breakfast Club

The Breakfast Club

The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.