Articles

Real-world insights on real estate deals, creative financing, capital stacks, and strategy from Chad Choquette. Built for investors who think deeper.

When Walking Away Is the Win

When Walking Away Is the Win

Chad Choquette
Published on: 27/01/2026

Why walking away from a deal is often the smartest move. A real marina case study showing how sunk cost bias destroys returns.

Deal Evaluation
Optionality Is the Highest Form of Return

Optionality Is the Highest Form of Return

Chad Choquette
Published on: 25/01/2026

Why optionality beats IRR in real estate investing. A real deal breakdown showing how flexible exits outperform optimized spreadsheets.

Deal EvaluationCreative Financing
Why I Stress Test Deals at Worse-Than-Market Rates

Why I Stress Test Deals at Worse-Than-Market Rates

Chad Choquette
Published on: 23/01/2026

Why I stress test real estate deals at worse-than-market rates—and how ignoring rate risk quietly kills deals. A real case study breakdown.

Deal Evaluation
Why I Walk Away From Deals That “Almost” Work

Why I Walk Away From Deals That “Almost” Work

Chad Choquette
Published on: 14/01/2026

Why I walk away from deals that almost work. A real case study on fragile cash flow, tight structures, and exit risk in real estate.

Deal Evaluation