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Carson's Corner: Entrepreneurship & Investing
Carson Jones
Underwriting Is Where Deals Are Won or Lost: Dr. Jason Williams of Ironclad Underwriting
OCT 14, 202648 MIN
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Description
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Most investors don’t lose money at closing. They lose it months earlier, in a spreadsheet, when they accept an assumption nobody questioned.
On this episode of Carson’s Corner: Entrepreneurship & Investing, Carson Jones sits down with Dr. Jason L. Williams, an active real estate sponsor and underwriter and the founder of Ironclad Underwriting. Jason has more than 20 years of investing experience and over $500M in transactions underwritten. After two decades of watching investors underwrite on gut feel, broker pro formas and fragile spreadsheets, he turned his own method into software any serious investor can use.
His philosophy is simple: better decisions come from disciplined analysis, not optimism.
In this episode, we cover:
Why most investors only find the broken assumption after they’ve committed capital
The first things to check in a broker’s pro forma
Why default assumptions like 5% vacancy and a 40% expense ratio can mislead you, and what to use instead
Doing rent comps and rent projections the right way
Why cap rates don’t tell the whole story
Stress-testing debt and modeling the downside before the upside
Building underwriting you can defend to a lender, an investment committee or your LPs
Turning 20 years of deal discipline into a software platform
Whether you’re a sponsor, a passive investor vetting a syndication, or an entrepreneur buying your first commercial property, this conversation will change how you read a deal.
Connect with Dr. Jason Williams:
Website: https://ironcladunderwriting.com
Free Masterclass: https://ironcladunderwriting.com/masterclass
Ironclad Underwriting Podcast: https://ironcladunderwriting.com/podcast
••LinkedIn: https://www.linkedin.com/in/jasonwilliamsphd/
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For business or property evaluations you can reach me at 615-212-5524
Or [email protected]
Connect with me:
https://www.linkedin.com/in/carsonjones/
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https://carsonscorner.media/
https://passive.investments/podcast/
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Disclaimer: This podcast is for informational and educational purposes only and should not be considered professional advice. Always consult your attorney, CPA, or financial advisor before making any financial decisions. All investments and property ownership carry risk, including the potential loss of principal.

