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March 13, 2026
Agent Technology, Brokerage, Core System, AI and ML, Agentic AI
Gilad Shai
Anupam Gupta, CPO at Applied Systems

AI won’t replace insurance brokers.

But it will change how their work gets done.

In Episode 148, I spoke with Anupam Gupta, Chief Product Officer at Applied Systems, about how AI is transforming the brokerage tech stack.

One idea stood out:

Instead of replacing humans, AI will become digital teammates working behind the scenes.

For example:

• AI agents preparing renewal packets
• Extracting data from submissions and emails
• Comparing carrier responses
• Surfacing missing coverages

The result?

Less administrative work.
More time for brokers to do what actually matters: advise clients.

One of my favorite lines from the episode:

“Imagine every employee showing up like your top 10%.”

That’s the real promise of AI in insurance.

Anupam Gupta, CPO at Applied Systems
March 13, 2026
Agentic AI, AI and ML, MGA, Startup
Gilad Shai
Juan García, Co-Founder at Tuio

Tuio serves a segment that traditional insurers struggle with: digitally native customers who expect self-service insurance, transparent pricing, and fast claims resolution. Instead of building another digital wrapper around legacy systems, Tuio designed a platform that uses AI agents to optimize the two biggest drivers of insurance profitability: marketing and claims.

Juan García, Co-Founder at Tuio
February 17, 2026
Consulting
Gilad Shai
Katey Walker, Chief of Staff at Xceedance

“It was the first FAIR Plan launched in over 20 years.”

When a state becomes the insurer of last resort, it cannot improvise.
A FAIR Plan must operate like a real insurance company: capitalized, issuing paper, fully serviced, and compliant from day one.

In this case, the state had no funds in place.

Within 120 days, the Xceedance team:
Secured the required funding
Stood up full insurance operations
Built the vendor ecosystem
Launched services end-to-end
They were writing business within four months.

An exceptional example of how public-sector insurance initiatives still require private-market execution discipline.

🎙 Episode 145 of hashtag#InsurtechTalk with Katey Walker

Founders, operators, and industry experts—real infrastructure, not theory.

Katey Walker, Chief of Staff at Xceedance
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
Gilad Shai
April 26, 2024
Accelerator, Conference, InsurTech

David Gritz and Tony Lew talking about InsurTechNY

Gilad Shai
April 26, 2024
Accelerator, Conference, InsurTech
David Gritz and Tony Lew talking about InsurTechNY

In episode 113 on InsurTechTalk, Gilad Shai talks with Tony Lew and David Gritz the CEOs of InsurTechNY.

Tagged: #InsurTechNY #insurTech #accelerator #MGALab

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Gilad Shai
January 24, 2024

Hartmut Mai, Group President of CyberWrite

Gilad Shai
January 24, 2024
Hartmut Mai, Group President of CyberWrite

In this episode, Hartmut Mai, formerly Chief Global Underwriting officer and Chief Regions&Markets Officer for Allianz, talks about Cyberwrite, Cyber Insurance, and lessons from working at blue-chip and startups.

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Gilad Shai
January 24, 2024

Dr. Steve Long, Talking about Pet Insurance

Gilad Shai
January 24, 2024
Dr. Steve Long, Talking about Pet Insurance

In this episode, Dr Steve Long talks about pet insurance from his experience as CEO of USA and CEO of Europe & Emerging Markets at ManyPets (www.manypets.com).

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Gilad Shai
November 27, 2023
Annuity, Disability, Long Term Care

Larry Nisenson, Chief Growth Officer at Assured Allies

Gilad Shai
November 27, 2023
Annuity, Disability, Long Term Care
Larry Nisenson, Chief Growth Officer at Assured Allies

In this episode. Gilad Shai and Larry Nisenson talk about Long Term Care (LTC), Disability insurance, retirement, AgeTech, aging in place, and the meaning of the American Dream as we age.

Tagged: Larry Nisenson, Assured Allies, CGO

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Gilad Shai
November 27, 2023
Agent Technology, Founder, MGA

Bobby Touran, Co-Founder of Rainbow

Gilad Shai
November 27, 2023
Agent Technology, Founder, MGA
Bobby Touran, Co-Founder of Rainbow

Bobby Trouan joins Gilad Shai to discuss Rainbow (https://www.userainbow.com/), Bobby's latest startup. Rainbow is an MGA focused on the restaurant sector.

Tagged: Bobby Touran, Rainbow insurance

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