Underwriting The Gig Economy

Underwriting The Gig Economy

June 24, 2026 · 42 min

About this episode

The episode discusses the impact of AI on the gig economy and embedded insurance with guest Ryne Ring.

In this episode of The Insurance Guys, hosts Scott and Bradley kick things off with some lighthearted Southern banter about accents before welcoming Ryne Ring, Director of Gig Economy and Embedded Products at The Citadel, a program administrator specializing in embedded insurance solutions. The conversation explores the evolving role of AI in insurance, from its potential to cover emerging risks to cautionary tales of agents misusing the technology and losing contracts, while diving deep into embedded insurance models. Ryne shares insights on how these products integrate seamlessly into customer journeys, from popular travel insurance in Japan and innovative jewelry programs like BriteCo’s appraisal tools to master policies covering thousands of gig economy workers on platforms connecting independent contractors for tasks like cleaning or lawn care. The discussion highlights practical opportunities for agents to participate through custom programs for rental equipment, tenant liability, and more, emphasizing benefits like consistency, customization, and stronger client relationships rather than being sidelined. Personal stories add warmth, including Ryne’s college-era diner…

People in this episode

Hosts: Scott Howell, Bradley Flowers

Guest: Ryne Ring

Topics covered

Mentioned in this episode

Organizations: The Citadel, BriteCo

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