Articles

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

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
Balloons Kill More Deals Than Rates Ever Will

Balloons Kill More Deals Than Rates Ever Will

Chad Choquette
Published on: 13/01/2026

Why balloon payments—not interest rates—kill real estate deals. Learn how refi assumptions fail and how to engineer exits before you buy.

Balloons
County Appraisals Are Largely Irrelevant for Commercial Deals

County Appraisals Are Largely Irrelevant for Commercial Deals

Chad Choquette
Published on: 12/01/2026

County appraisals don’t determine commercial value—income does. Learn why NOI matters more than assessed value and how investors misprice deals.

Appraisals
Thin Cash Flow Is a Warning, Not a Feature

Thin Cash Flow Is a Warning, Not a Feature

Chad Choquette
Published on: 11/01/2026

Thin cash flow isn’t discipline—it’s risk. Learn why low-margin deals fail and how one mixed-use deal exposed the danger.

Cash Flow