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Insuring Rare and Collectible Cars and Boats: Masters in Business with McKeel Hagerty

Bloomberg Markets
Friday, July 10, 2026 at 9:15 PM
~4 min read

Original Report

Barry sits down with with CEO and Chairman of Hagerty, McKeel Hagerty. They discuss how he transformed the the family boat insurance business into a "sexy" driver forward business. Barry and McKeel...

Barry sits down with with CEO and Chairman of Hagerty, McKeel Hagerty. They discuss how he transformed the the family boat insurance business into a "sexy" driver forward business. Barry and McKeel also discuss their love of collectable cars and his love of his first car, a Porsche, that he bought at the age of 13. (Source: Bloomberg)

Glass House Analysis

Corporate decisions reverberate through local communities—a merger might mean headquarters relocating, a restructuring could eliminate jobs, and strategic shifts affect suppliers and service providers in countless towns. Behind quarterly earnings numbers are real employment decisions, investment choices, and community impacts that shape the economic landscape of regions across the country.

The implications extend beyond the immediate news cycle. Every economic development creates ripples that affect employment, prices, and opportunities in ways that may not be immediately visible but are deeply felt. By tracking these connections, we can better understand how the economy truly works—not as an abstract machine, but as a human system shaped by and shaping the lives of millions.

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