Introducing the 2026 Executives to Watch

The insurance carrier executives featured in this series began their climb to the top years ago. Now, we can watch in appreciation as they move the industry forward.
By: | November 7, 2025


Every year, the Risk & Insurance team highlights those in insurance who have taken on a new area of responsibility or have gained a well-earned and highly-visible promotion in its Executives to Watch designation. This year, 11 professionals from across the industry have been selected for their contributions to the industry and the anticipation of what’s still to come.

Remembering an Industry Luminary

When looking at these executives highlighted for 2026, it’s also a good time to remember those who’ve come before. One of the privileges of editing and writing this magazine is the opportunities I’ve had over the years to interview many of its leaders. I’m particularly proud and fond of the memories I picked up interviewing some of the lieutenants that worked under Hank Greenberg during his time at AIG.

One of those was Kevin Kelley, who passed away this past summer.

I don’t pretend to have a deep, personal knowledge of the executives I interview, but I can say this about Kevin Kelley: He spoke with a directness and a wealth of knowledge that made talking to him immensely satisfying.

To remember and understand what made Kevin Kelley the standout he was, we might start with the fact that he was made CEO of the AIG Excess and Surplus company Lexington in 1987 at the age of 36. That’s a tremendous responsibility for anyone, not to mention someone of that relatively young age.

But Kelley was part of a group of executives, Brian Duperreault, Dinos Iordanou, Evan Greenberg, and others, all of whom were bright, ambitious and able to handle the pressure of working for Evan’s father Hank Greenberg, who by reputation demanded a lot of those who worked under him. Sadly, and just as shockingly, we lost Iordanou in June of 2024.

“All I know is that every day they seemed to be throwing more at you,” Kelley recalled of those days. “I guess Greenberg saw how you responded and if you liked it he just gave you more.”

No surprise then that all of the above-mentioned executives went on to lead massive insurance operations with billions in assets. Chubb is now led by Evan Greenberg, Iordanou commanded Arch and Duperreault took turns reviving the fortunes of Marsh and AIG before moving on to other things. In putting together our annual Executives to Watch edition, I had the opportunity over the years to phone Duperreault and Kelley to pick their brains about who should be on the list.

I’ll never forget Kelley’s response, years ago, when I asked him how the field of Executive to Watch candidates looked like for the coming year.

“Slim pickins, Dan,” he replied with characteristic bluntness.

I’ll also never forget his frankness when I asked him if AIG might have held together during the 2007-2008 financial crisis had Hank Greenberg, in 2005, not been forced out of the company he built to such heights.

“There is no doubt in my mind,” Kelley said with no hesitation.

I also remember his words on the topic of risk selection: “In my opinion, picking the right businesses and building the right businesses are probably just as important as scale,” Kelley said.

I can’t imagine the sense of regret and sadness that people like Kelley who had worked at AIG must have felt when that company suffered like it did. It was a shock a few months ago to hear that Kelley, a marathoner, had passed away just six years after his retirement from this industry.

As we take in this year’s class of Risk & Insurance Executives to Watch, let us remember him. He was, by all accounts, a great one. The same is true of his former teammates. &

Dan Reynolds is editor-in-chief of Risk & Insurance. He can be reached at [email protected].

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