Commercial Real Estate Mastermind With Cherif

Creative CRE Deals, Tenant Strategies & Fund Setup Explained


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In this powerful April 26th investor Q&A session, Cherif Medawar shares hard-hitting strategies for navigating 2025’s real estate market. Discover how to protect your short-term rental business from fraud, evaluate triple net lease investments, and creatively reposition vacant buildings with national tenants. Learn when co-living makes sense, how to secure debt funding, and why now is the time to set up your real estate fund.

Ideal for fund managers, syndicators, and serious investors looking for control, cash flow, and creative deal structures.

📌 Topics Covered:
  • Solving fraud issues in short-term rentals (Booking.com tactics)

  • Airbnb vs. Co-living: Risks, profits & management tips

  • Triple Net Lease Strategies: Franchise vs. Corporate Tenants

  • Cap rate expectations in California vs. Midwest markets

  • Walgreens, Burger King, Dutch Bros—tenant deal evaluations

  • Debt coverage ratios & funding vacant properties

  • Lease structuring & tenant improvement strategies

  • Hotel investing cycles (Microtel vs. Hilton/Marriott)

  • JV deal contracts, backup offer positioning & broker follow-up tips

  • Why 2025 is not another 2008—and how to capitalize on it

  • Setting up a Reg D 506(c) fund to raise capital legally

  • The difference between syndication & fund structure

  • How Cherif scaled from $10M to $50M net worth with this method

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ABOUT CHERIFCherif Medawar is a renowned figure in American real estate and fund management, with a focus on commercial real estate (CRE). He is the CEO and Founder of Medawar International Group Secured Income Fund (MIGSIF), and Secured Fixed Income (SFI Fund), managing assets worth over $100 million since July 9, 2009. His diverse portfolio includes investments in various property types, notably being the largest holder of historic properties in Old San Juan, Puerto Rico, benefiting from tax exemptions.

Cherif is also the creator of the CRE DealPRO Mastermind, an educational program aimed at transforming individuals into skilled commercial real estate investors. This monthly platform allows direct engagement with Cherif, offering comprehensive insights into commercial property investment and capital raising.

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Commercial Real Estate Mastermind With CherifBy Cherif Medawar