RISKWORLD™ 2025 Coverage: Ascot’s Jesse Paulson

Paulson prizes that Ascot U.S. is collaborative, entrepreneurial, inclusive, and is an underwriter-led organization.
By: | May 7, 2025
Topics: RIMS

At RISKWORLD™ 2025 in Chicago, Dan Reynolds, the editor in chief of Risk & Insurance, caught up with Jesse Paulson, chief underwriting officer for Ascot U.S. What follows is a transcript of that discussion, edited for length and clarity.

Risk & Insurance: Thanks for meeting with us Jesse. What specialty markets are you finding attractive from an underwriting perspective?

Jesse Paulson: We remain bullish on casualty in the US market. Our timing entering this market in 2019 and 2020 was good, meaning we don’t have many of the legacy issues that others are still catching up with.

Specifically, we are well-positioned in excess casualty across our three platforms: Ascot US, Bermuda, and the UK. As excess casualty is not without downside, we’ve maintained a laser focus on underwriting discipline, which extends to line size, risk selection, pricing, and terms. Many would say this was missing pre-2019.

R&I: What qualities do you look for in potential clients and broker partners when evaluating risks, particularly in the casualty space?

JP: Transparency plays a significant role when evaluating risks, especially in the casualty space. We seek out insureds and broker partners who are willing to be very open about their risks.

This transparency allows us to thoroughly evaluate and understand their current position and their goals for loss control and mitigation. By gaining a clear picture of where they are today and where they aim to be, we can make informed decisions about the risks we take on.

R&I: What role do you see AI and other emerging technologies playing in helping insurers manage risk and create efficiencies?

JP: The hype around AI in the insurance industry is at an all-time high. We, like many others, are evaluating AI as a tool to take tasks like manual data entry off of our underwriters so they can spend more time thinking, underwriting, and selecting risk. There’s a lot that can be done with AI around identifying trends, evaluating submission information against an appetite statement, and generally creating efficiencies. We see these new technologies as a tool to support underwriters, not replace them.

Across the insurance value chain, there are many tasks that are necessary but may not add tremendous value. To the extent that companies can introduce technology, including AI, to alleviate some of that workload, it will allow individuals to better use their time and intellect to underwrite, negotiate, meet with clients etc.

R&I: What is Ascot’s approach to specialty markets or specialty risks that may be less attractive due to market cycles?

JP: As a specialty insurer, Ascot places a heavy emphasis on discipline and cycle management, and there are certain segments that are currently working their way through a softer cycle. Ascot is not looking to walk away from markets that soften, but we will maintain discipline.

Examples of this could be public D&O, professional lines, and cyber to an extent. We continue to provide options to insureds and our broker partners in these areas. However, we’re not afraid to walk away from individual risks where pricing is inadequate.

Ascot is not an insurer that will chase the market down. Our priority is the bottom line, which means we will prioritize underwriting discipline over growth when necessary.

R&I: What differentiates your company and team in the market?

JP: At Ascot, our most valuable asset is our people. We have been fortunate to hire incredibly talented underwriting teams across all three platforms.

Underpinning this is our culture, on which we place tremendous emphasis. We have internal committees dedicated to culture and our leadership team prioritizes the same in every town hall. Our culture is collaborative, entrepreneurial, inclusive, and promotes Ascot being an underwriter-led organization.

Another key differentiator is our diversified product set, which we have spent over 20 years building out. With over 200 products, we can strategically engage in different markets while maintaining profitability and providing various options to clients. The combination of attracting top talent in London, Bermuda, and the United States, fostering a great culture, and offering a diverse product set are just several ingredients in Ascot’s special sauce.

We also take our mission statement, “A perfect partner for a less-than-perfect world,” very seriously. It encapsulates our commitment to providing solutions for our insureds and broker partners, even in a volatile and unpredictable world.

Ascot provides solutions that have helped keep the world spinning, such as facilitating the export of grain from Ukraine. We lean into markets that tend to be more complex and challenging to underwrite. Ascot was built for navigating these environments and our talented underwriter base shines in these situations. &

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

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