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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
February 19, 2022
Founder, Innovation, InsurTech, Claims

James Benham, CEO & Founder JBKnowledge

Gilad Shai
February 19, 2022
Founder, Innovation, InsurTech, Claims
James Benham, CEO & Founder JBKnowledge

James Benham is a CEO, serial entrepreneur, technologist, speaker, podcast host, and pilot. James joins Gilad Shai to talk about insurance, construction, SmartCompliance, TerraClaim, and JBKnowledge.

Tagged: claims, James Benham, construction, consulting, TerraClaim, JBKnowledge

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Gilad Shai
February 19, 2022
AI and ML, Claims, Founder, InsurTech, Startup

Raj Pofale, Founder&CEO of Claim Genius

Gilad Shai
February 19, 2022
AI and ML, Claims, Founder, InsurTech, Startup
Raj Pofale, Founder&CEO of Claim Genius

Raj Pofale, Founder&CEO of Claim Genius, joins Gilad Shai to talk about Damage Estimation, Computer Vision, Going Global, and Bollywood.

Tagged: Raj Pofale, claims, AI, adjusters, damage estimation, computer vision, startup

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Gilad Shai
January 22, 2022
Venture Capital

Vivek Krishnamurthy, Principal Commerce Ventures

Gilad Shai
January 22, 2022
Venture Capital
Vivek Krishnamurthy, Principal Commerce Ventures

Vivek Krishnamurthy, principal at Commerce Ventures talks about startup performance, the future of insurance, Commerce Ventures, documentaries, and #crypto.

Tagged: Vivek Krishnamurthy, Commerce Ventures, Venture Capital

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Gilad Shai
January 15, 2022
Core System, CoreTech, Founder, InsurTech

Dan Woods, CEO and Founder, Socotra

Gilad Shai
January 15, 2022
Core System, CoreTech, Founder, InsurTech
Dan Woods, CEO and Founder, Socotra

Dan shares his background as a classical piano player and talks about the motivation behind Socotra, the value that a modern Insurance Core System provides to insurance companies, and to new digital MGAs, data, data and more data, and Metallica.

Tagged: core system, founder, Dan Woods, Socotra

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Gilad Shai
January 2, 2022
Ecosystem, Innovation, InsurTech, Thought Leadership

Happy New Year 2022

Gilad Shai
January 2, 2022
Ecosystem, Innovation, InsurTech, Thought Leadership
Happy New Year 2022

Jay Weintraub and Gilad Shai talked about the 3Cs of connections - Capacity, Capital, and Customers, random topics, and future conferences.

Tagged: Jay Weintraub, IT, con

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