Kyle Sweet on The Fearless Mindset Podcast
The Fearless Mindset Podcast · August 2026
Heather McClureManaging Partner & General Counsel
Kyle SweetPartner & Chief Strategy Officer
Blake KerrPartner & Chief Financial Officer
Grace TopeteDirector of Business Operations
Coverage
Kyle Sweet joined host Mark Ledlow for episode 298 of The Fearless Mindset Podcast, “Future-Proofing Wealth: Captive Insurance, Security, and Emerging AI Threats.” The conversation covers how business owners can use captive insurance to gain more control over risk. It also covers how family offices can structure governance to preserve generational wealth.
Kyle also spoke about the rise of AI generated reputational attacks, including deepfakes and fabricated documents, and why continuous, agile security assessments now matter for modern businesses and families alike.
“Money does not insulate them from risk. It creates infinitely more types of risk.”
Key facts
Episode 298
Aired August 2026 on The Fearless Mindset Podcast, hosted by Mark Ledlow.
Family office security
Covers governance, diversification and raising capable stewards of family wealth.
AI risk
Discusses deepfakes and fabricated documents as an emerging threat to businesses and families.
Talk to the team directly
An introductory conversation helps identify the information needed for a more detailed assessment.