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320: Fantasy Football vs. Commercial Real Estate: Building a Winning Portfolio - Ryan E. Wynkoop
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How does drafting a fantasy football roster compare to building a recession-resistant real estate portfolio?

In this episode of the Big Mike Fund Podcast, host Mike Zlotnik (“Big Mike”) welcomes back Ryan E. Wynkoop, Director of Capital Markets at Tempo. Together, they break down the fascinating correlations between Fantasy Football team management and commercial real estate investing.

From dealing with player injuries (market shifts in multifamily) to drafting foundational superstars (high-conviction core assets), Ryan and Mike explore how flexibility, non-correlated diversification, and clear endgame goals dictate long-term portfolio success.

Key Highlights

• Fantasy Football 101: How assembling a player roster mirrors portfolio construction

• Asset Class Flexibility: Navigating market shifts from multifamily to industrial, medical office, and open-air retail

• Managing Uncertainty & Bench Depth: What player injuries teach us about contingency planning in CRE

• Risk Mitigation Strategies: Ray Dalio’s non-correlated diversification principles applied to real estate

• “The Endgame Portfolio”: Insights from Big Mike’s new book on chess, goals, and predictable cash flow

• Emotional Connection vs. Objective Risk: Investing in tangible assets vs. public equities

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https://tempofunding.com/endgame/

📌 Learn our full investment playbook & connect: https://TempoFunding.com/Connect
🔑 Book your FREE strategy call to apply these conservative principles to your portfolio: https://TempoFunding.com/IRCall

Timestamps

00:00 – Introduction & Buffalo Bills Fanatics (Josh Allen & Fantasy Football)
01:00 – What is Fantasy Football? Assembling a Portfolio of Players
03:20 – How Fantasy Football Connects to Commercial Real Estate
05:30 – Asset Class Shifts: Multifamily vs. Industrial, Retail & Medical Office
08:40 – Navigating Injuries & Market Uncertainty in Real Estate
10:18 – Buying the Dip: Multifamily Resurgence & “Going Small”
12:32 – Risk Mitigation & “The Endgame Portfolio” (Ray Dalio Strategy)
16:14 – Diversifying Over Time: Dollar-Cost Averaging in Real Estate
18:47 – Keeper Leagues & Foundational Assets (The Josh Allen Strategy)
23:06 – Personal Connection vs. Objective Risk: Investing in Hard Assets
28:01 – Evaluating Decision Quality & Avoiding Recency Bias

Socials & Contact Links:

Facebook: 📘 https://tempofunding.com/facebook
Twitter/X: ✖️ https://tempofunding.com/twitter
LinkedIn: 💼 https://tempofunding.com/linkedin
Instagram: 📸 https://www.instagram.com/tempofunding
Email: 📧 mailto:invest@tempofunding.com

ABOUT US

At Tempo Family of Funds & Syndications, we provide diversified, conservative commercial real estate investment opportunities tailored to meet the needs of busy investors. Our offerings include high depreciation deals, strong income funds for passive investors, and hard money loans. We manage everything from private lending to private equity and consulting. Our commitment to transparent communication, professional administration, and robust partnerships sets us apart. Our investment options span multifamily projects, self-storage, shopping plazas, industrial, hotel conversions, and more. We aim to be your go-to resource for institutional-quality investments that are tax-friendly and IRA-compatible.