From $100K Deals to a $1B Real Estate Fund: Institutional Capital, Military Discipline & Unfiltered Truth

EPISODE · Feb 2, 2026 · 21 MIN

From $100K Deals to a $1B Real Estate Fund: Institutional Capital, Military Discipline & Unfiltered Truth

from The Capital Raiser Show · host John Lettera, Fairbridge Asset Management & Richard C. Wilson, Founder of The Family Office Club

In this episode of the Capital Raiser Show, Richard C. Wilson interviews John Lettera, co-founder of Fairbridge Asset Management, a real estate debt platform backed by institutional investors like Oaktree Capital. With 30+ years of experience, John shares his no-nonsense approach to real estate, how military discipline shaped his investing style, and how authenticity and downside risk focus helped him scale from $100K Bronx deals to managing $1B+ nationally. Topics covered include: What institutional investors really look for Why walking every property matters more than AI Mistakes investors make with equity offers The power of saying no and staying in your lane Deal flow as your best capital-raising strategy 👉 Learn more at https://FamilyOffices.com 🎟 Attend 30+ live investor events per year

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From $100K Deals to a $1B Real Estate Fund: Institutional Capital, Military Discipline & Unfiltered Truth

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