From $100K Deals to a $1B Real Estate Fund: Institutional Capital, Military Discipline & Unfiltered Truth
Mon Feb 02 2026
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
π Learn more at https://FamilyOffices.com
π Attend 30+ live investor events per year
More
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 π Learn more at https://FamilyOffices.com π Attend 30+ live investor events per year