How Should Founders Handle Failed Deals with Investors? episode artwork

EPISODE · Feb 24, 2026 · 1 MIN

How Should Founders Handle Failed Deals with Investors?

from The Investor Relations Podcast · host Joshua Wilson

What do you say when a deal fails — and how do you say it to your investors?In this episode of The Investor Relations Podcast, Dr. Thomas J Powell shares how he approaches the hardest conversations in capital management: when things don’t go as planned. With over $3.2 billion raised across 500+ founder deals, Tom talks candidly about transparency, accountability, and why most investors respect honesty more than rosy projections. Learn why the best investor relationships are built on trust that goes beyond returns — and how the right approach to failure can actually build long-term alignment.🎧 If you're navigating investor communication in uncertain times, this episode offers wisdom forged through real-world experience.Connect with our Guest: Dr. Thomas J Powell is the Founder of The Founder’s Office™, an elite advisory firm for founder-led businesses. Learn more at: www.founders-office.com Listen to his show, The Powell Perspective Podcast: www.youtube.com/@ThePowellPerspectivePodcast🔗 Explore more episodes or connect with us below: Podcast Website: www.theinvestorrelationspodcast.com YouTube Channel: www.youtube.com/@TheInvestorRelationsPodcast LinkedIn Page: www.linkedin.com/company/theinvestorrelationspodcast Host Joshua B. Wilson: www.linkedin.com/in/joshuabrucewilson Contact: www.theinvestorrelationspodcast.com/contact/#InvestorRelations #CapitalLoss #FounderAdvice #InvestorCommunication #FamilyOffice #PrivateEquityDisclaimer: Joshua Wilson is a licensed Florida real estate broker and holds FINRA Series 79 and Series 63 licensure. The content of this podcast is for informational and educational purposes only and should not be considered legal, financial, or compliance advice. All views and opinions expressed by the host and guests are their own and do not necessarily reflect the policies or positions of any regulatory agency, organization, or employer. Listeners should consult their own legal counsel, compliance teams, or financial advisors to ensure adherence to applicable regulations, including SEC, FINRA, and other industry-specific requirements. This podcast does not constitute a solicitation or recommendation for any financial products or services.Let’s Connect on LinkedIn:https://www.linkedin.com/in/joshuabrucewilson/To Contact Us, Please Visit:https://www.theinvestorrelationspodcast.com/contact/

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What do you say when a deal fails — and how do you say it to your investors? In this episode of The Investor Relations Podcast, Dr. Thomas J Powell shares how he approaches the hardest conversations in capital management: when things don’t go as planned. With over $3.2 billion raised across 500+ founder deals, Tom talks candidly about transparency, accountability, and why most investors respect honesty more than rosy projections. Learn why the best investor relationships are built on trust th...

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How Should Founders Handle Failed Deals with Investors?

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