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He built a “sexy” real estate portfolio in the early 2000s… Then 2008 hit. Reserves drained. Assets liquidated. Eventually — bankruptcy. Most investors never come back from that. In this episode, Jon St. Leger breaks down: • What the 2008 crash really felt like • Why he keeps his portfolio at 33% LTV • How to prepare for the next recession • What “Equity Manifestation” actually means • How he turned a 20-room motel into a 47-key boutique hotel • Why delayed gratification builds real wealth • The blue-collar advantage most people ignore Jon now owns 13+ short-term rentals, long-term rentals, and is breaking ground on a beachfront boutique hotel in the Outer Banks. If you’re serious about building generational wealth in real estate — this one is different. Follow Jon on Instagram: @jon_boy14 Get FREE Access to our Community and Weekly Trainings: https://group.strsecrets.com/ TimeStamps: 00:00 – Equity Manifestation & The $100M Vision 02:00 – Identity, Mindset & Future Self Thinking 05:30 – From Blue Collar Beginnings to Construction Company 09:45 – Building a Portfolio… Then 2008 Hit 12:30 – The Mental Toll of Bankruptcy 14:45 – Lessons From the Crash: Reserves & Exit Strategies 17:00 – Why He Keeps 33% Loan-to-Value 19:00 – Not Overleveraging in Growth Cycles 21:30 – From STR Portfolio to Boutique Hotel Developer 24:00 – Turning a 20-Room Motel into 47 Keys 27:00 – Getting Town Buy-In & Emotional Attachment 30:00 – Leading Teams & Maintaining Morale 32:30 – The Power of Delayed Gratification 35:00 – Return on Sweat Equity (R.O.S.E.) 37:00 – Blue Collar Wealth Strategy 39:00 – The $100M Real Estate Target 41:00 – Where Opportunity Lives & Final Advice
