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December 21, 2025
Gilad Shai
Robert Lewis, CEO of INTX Insurance Software

In this episode, we go on an unexpectedly fascinating journey — starting with coyotes and foxes, moving through African farming and UK wildlife, and ending in the heart of what this conversation is really about: insurance, reinsurance, and building modern core systems for carriers.

Robert Lewis, CEO of INTX Insurance Software
December 21, 2025
Gilad Shai
Stephanie Mier, Chief Insurance Officer at ...

Stephanie Mier, Chief Insurance Officer for ServiceUp, talks about modernizing Direct Repair Programs (DRP) and in the insurance and auto repair industry and ServiceUP

Stephanie Mier, Chief Insurance Officer at ServiceUp
July 9, 2023
Venture Capital
Gilad Shai
Tiffine Wang, Partner at MS&AD Ventures

Tiffine Wang and Gilad Shai talk about MS&AD Ventures, the state of venture investments in the #InsurTech sector.

Tiffine Wang, Partner at MS&AD Ventures
April 27, 2023
Agent Technology, CoreTech, IndieTech, Insurance Agency
Gilad Shai
Jason Cass, IndieTech Conference and the ...

In this episode, Jason D Cass, the Managing Partner of The Insurance Alliance, joined Gilad Shai to talk about the future of the independent insurance agency and Jason's new venture - IndieTech. IndieTech is a conference, AUGUST 29th-31st in Indiana Convention Center Indianapolis, dedicated to technology that empowers insurance agents.

Jason Cass,  IndieTech Conference and the future of the insurance agency
April 27, 2023
Gilad Shai
Raymond Zenkich, President and Founder of ...

Raymond Zenkich joins Gilad Shai to talk about Evertas. Evertas, https://www.evertas.com/ is an insurance MGA that provides cryptocurrency exchanges and other businesses insurance coverage for theft, D&O, E&O and other risks that involve digital assets.

Raymond Zenkich, President and Founder of Evertas
Gilad Shai
September 14, 2023
Market Place, ILS

Vesttoo 2

Gilad Shai
September 14, 2023
Market Place, ILS
Vesttoo 2

In this episode, Emilio Figueroa and Dario Luna join Gilad Shai to discuss the latest development (August 8, 2023) in the Vesttoo unfolding drama.

Tagged: Vesttoo, Emilio Figueroa, Indemnity Lab, Dario Luna

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Gilad Shai
September 14, 2023
Brokerage, Ecosystem, Innovation, Marketing, Wholesale Broker

Will Chambers, Director of Digital Partnerships & Marketing at Appalachian Underwriters

Gilad Shai
September 14, 2023
Brokerage, Ecosystem, Innovation, Marketing, Wholesale Broker
Will Chambers, Director of Digital Partnerships & Marketing at Appalachian Underwriters

In this episode, Will Chambers and Gilad Shai talk about the role of the insurance wholesaler broker.

Tagged: Will Chambers, Appalachian Underwriters, Wholesaler

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Gilad Shai
September 14, 2023
InsurTech, lLS, Strategy, Reinsurance, Platform, ILS

Understanding Vesttoo with Emilio Figueroa, CEO of Indemnity Lab

Gilad Shai
September 14, 2023
InsurTech, lLS, Strategy, Reinsurance, Platform, ILS
Understanding Vesttoo with Emilio Figueroa, CEO of Indemnity Lab

In this "Breaking News" episode, Emilio Figueroa, CEO of Indemnity Lab, joins Gilad Shai to talk about Vesttoo, the ILS market, Fronting companies, and The Corinthian Group.

Tagged: Indemnity Lab, Emilio Figueroa, Vesttoo

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Gilad Shai
July 9, 2023
API, Core System, Founder, InsurTech

Louw Hopley, CEO of Root Platform

Gilad Shai
July 9, 2023
API, Core System, Founder, InsurTech
Louw Hopley, CEO of Root Platform

This episode is part of a series of interviews with speakers at the ITC DIA EU conference in Barcelona in 2023.

Louw Hopley and Gilad Shai talk about launching insurance products, Saturn Rocket (the Lego model), South Africa, and APIs

Tagged: Louw Hopley, Root, startup

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Gilad Shai
July 9, 2023
Venture Capital

Tiffine Wang, Partner at MS&AD Ventures

Gilad Shai
July 9, 2023
Venture Capital
Tiffine Wang, Partner at MS&AD Ventures

Tiffine Wang and Gilad Shai talk about MS&AD Ventures, the state of venture investments in the #InsurTech sector.

Tagged: VC, MS&AD Ventures, Tiffine Wang

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