The Best Ever CRE Show

Joe Fairless
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Aug 9, 2025 • 59min

JF 3992: AI Automations, 80/20 Thinking, and Multifamily Strategy ft. Trevor Schade

Trevor Schade, a systems-driven real estate investor and automation expert, shares his fascinating transition from programming to building a successful real estate business. He discusses using AI and virtual assistants to streamline operations and focus on high-value tasks. Trevor emphasizes the 80/20 rule to maximize efficiency and reveals his investment strategies in fast-appreciating single-family homes and multifamily properties. He also highlights the importance of company culture and his secret to achieving zero turnover within a 26-agent team.
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Aug 8, 2025 • 58min

JF 3991: Multifamily Burnout, Hotel Goldmines, and the Power of Saying “Somebody Should…” ft. Jonathan Twombly

Jonathan Twombly, a former Wall Street lawyer turned successful real estate investor, shares his insights on navigating the multifamily and hotel markets. He discusses his exit from a large multifamily portfolio at its peak, pivoting to revitalizing underperforming hotels in overlooked areas. Jonathan emphasizes the immense benefits of mastermind groups for accountability and growth. He also highlights untapped opportunities in legacy hotel ownership, the challenges of repositioning properties, and the complexities of financing non-branded hotel assets.
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Aug 7, 2025 • 1h 20min

JF 3990: Risk-Adjusted Returns, PPM Red Flags, and Fund-to-Fund Insights ft. Mauricio Rauld

Mauricio Rauld, a prominent syndication attorney and founder of Platinum Legal Consulting, brings his expertise to the table. He discusses the multifamily debt crisis, revealing how many LPs are caught off guard by bridge loans and floating rates. The conversation shifts to the importance of understanding debt structures and conducting thorough due diligence. Mauricio also explores the shifting landscape of fund-to-fund models and how LPs can utilize tools like ChatGPT for enhanced investment evaluation. His insights offer valuable guidance for navigating today’s complex real estate market.
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Aug 6, 2025 • 47min

JF 3989: Capital Calls, 10% Debt, and Investor Burnout with Ash and Amanda

In this insightful dialogue, Amanda shares her journey with mobile home park acquisitions and the rise of private debt investments offering fixed returns. Meanwhile, Ash reflects on successful commercial real estate exits, unveiling a controversial GP-LP structure. The discussion tackles investor psychology amid capital call backlash and highlights the inefficiencies of underwriting with AI. Both hosts stress the importance of realistic returns, flexible structures, and maintaining hands-on involvement in deal sourcing despite their past successes.
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Aug 5, 2025 • 47min

JF 3988: $13M Turnarounds, Staff Culture, and 20%+ Margins in Assisted Living ft. Justin Burke

Justin Burke, Managing Partner at VitaCare Living, shares insights from his remarkable journey transitioning from college football coaching to overseeing a 24-property senior care operation. He discusses the booming demand for assisted living due to the aging baby boomer demographic and the unique economic aspects of this investment class. Justin emphasizes the significance of strong company culture and leadership in attracting talent and achieving profitability, while also addressing the operational challenges of managing assisted living properties.
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Aug 4, 2025 • 53min

JF 3987: Capital Raising Confidence, Authentic Investor Messaging, and Why He Avoids Multifamily ft. Ash Patel

Ash Patel, a full-time commercial real estate investor and podcast host, shares his journey from self-funding to successfully raising capital. He emphasizes the importance of authenticity in marketing and building genuine investor relationships. Discussing innovative real estate strategies, Ash critiques the multifamily sector, advocating for transparency and differentiation in a crowded market. He highlights the power of personal storytelling and effective communication, especially on social media, to foster trust and attract investors. Ash’s insights combine experience with a fresh perspective.
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Aug 3, 2025 • 37min

JF: 3986: Sales Trends, Cap Rate Nuance, and Why 2025 May Be the Time to Buy with John Chang

John Chang, a seasoned real estate investor and head of research at Marcus and Millichap, shares insights on the latest in commercial real estate. He emphasizes the importance of transaction velocity over dollar volume, demystifying current sales trends, particularly in multifamily and retail markets. Chang discusses nuanced cap rate trends, revealing how quality shifts influence market perception. He predicts 2025 could present a prime buying opportunity, thanks to stable interest rates and favorable tax conditions, making it an enticing time for investors.
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Aug 2, 2025 • 49min

JF 3985: Cost Seg, 1245 Exchange, and Bonus Depreciation ft. Chris Streit

Chris Streit, a tax strategist and founder of CSAP, shares invaluable insights on navigating complex tax strategies for real estate investors. He discusses cost segregation and 1245 exchanges, revealing how they can unlock substantial cash savings while mitigating depreciation recapture. Chris highlights a real-world example where a client saved $1.5M on a multifamily deal. He also covers overlooked tactics like partial asset dispositions and proactive planning that align with recent tax law changes, emphasizing the critical role of expert guidance in maximizing returns.
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Aug 1, 2025 • 1h 1min

JF 3984: From Engineering to Investing, Litigation Finance, and Diversification ft. Patrick Grimes

Patrick Grimes, Founder and CEO of Passive Investing Mastery, shares his fascinating journey from robotics engineer to savvy investor. He reflects on his early missteps during the 2008 crash and how they shaped his focus on recession-resilient markets. Patrick discusses the advantages of diversifying into non-correlated assets like litigation finance, funding significant legal cases for impactful returns. He emphasizes the importance of cash flow dynamics and creative solutions in uncertain economic times, advocating for a resilient investment portfolio.
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Jul 31, 2025 • 1h 15min

JF 3983: Asset Management Insights, Third-Party Risks, LP Due Diligence Tips Ft. Tyler Krengle

In this insightful discussion, Tyler Krengle, Head of Asset Management at Rockfish Capital, shares his journey from Banyan Equity to leading operations in partnership with a German sponsor. He highlights the critical differences between third-party and vertically integrated property management, revealing potential risks related to misaligned incentives. Tyler emphasizes the importance of early property management involvement in underwriting, navigating construction oversight, and understanding the human elements that drive successful operations, alongside essential due diligence tips for investors.

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