10 Kinsale Capital underwriting leaders
Stuart Winston, Executive Vice President- Chief Underwriting Officer, is one of these Kinsale Capital underwriting leaders, whose titles name lines such as agribusiness, transportation, professional lines, construction and energy. A reader can learn how underwriting leaders work at Kinsale Capital from people who have held the role.
Professionals to explore
Alex Trivellin
LinkedInExperience: Vice President - Transportation · Kinsale Insurance
Alex Trivellin has been Vice President - Transportation at Kinsale Insurance since March 2022, based in Richmond, Virginia. At Kinsale Insurance, Alex Trivellin was also Assistant Vice President - General Casualty from 2021 to 2022 and Assistant Vice President - Life Sciences from 2018 to 2021, and they were Underwriter, Life Sciences at James River Insurance Company from 2006 to 2009.
August Berling
LinkedInExperience: Assistant Vice President - Underwriting, Energy · Kinsale Insurance
August Berling has been Assistant Vice President - Underwriting, Energy at Kinsale Insurance since March 2023, based in Richmond, Virginia. At Kinsale Insurance, August Berling was also Energy Division Manager from 2020 to 2023 and Senior Energy Underwriter from 2018 to 2020.
Brandon Blair
LinkedInExperience: Assistant Vice President, Underwriting - Construction · Kinsale Insurance
Brandon Blair has been Assistant Vice President, Underwriting - Construction at Kinsale Insurance since March 2026, based in Richmond, Virginia. At Kinsale Insurance, Brandon Blair was also Division Manager - Construction from 2022 to 2026, Territory Manager - Excess Casualty from 2020 to 2022 and Underwriter - Excess Casualty from 2019 to 2020.
Jason Hoover
LinkedInExperience: Senior Vice President - Professional Lines · Kinsale Insurance
Jason Hoover has been Senior Vice President - Professional Lines at Kinsale Insurance since March 2024, based in Richmond, Virginia. At Kinsale Insurance, Jason Hoover was also Assistant Vice President from 2017 to 2020 and Division Manager - Allied Health from 2011 to 2020, and they were Underwriter at James River Insurance Company from 2005 to 2010.
Jessica Updike
LinkedInExperience: Vice President · Kinsale Insurance
Jessica Updike has been Vice President at Kinsale Insurance since March 2024, and the profile headline reads Vice President - Property at Kinsale Insurance. At Kinsale Insurance, Jessica Updike was also Assistant Vice President - Commercial Property from 2023 to 2024 and Division Manager from 2021 to 2023.
John Bowen
LinkedInExperience: Senior Vice President, Personal Lines · Kinsale Insurance
John Bowen has been Senior Vice President, Personal Lines at Kinsale Insurance since March 2024, based in Henrico, Virginia. At Kinsale Insurance, John Bowen was also Vice President, Property from 2022 to 2024, Vice President, Underwriting from 2020 to 2022 and Vice President, Construction in 2020.
Josh Phipps
LinkedInExperience: Vice President- Underwriting, Agribusiness · Kinsale Insurance
Josh Phipps has been Vice President- Underwriting, Agribusiness at Kinsale Insurance since March 2026, based in Richmond, Virginia. At Kinsale Insurance, Josh Phipps was also AVP- Agribusiness from 2024 to 2026, AVP- Entertainment from 2023 to 2024 and Division Manager- Entertainment from 2021 to 2023.
Stuart Winston
LinkedInExperience: Executive Vice President- Chief Underwriting Officer · Kinsale Insurance
Stuart Winston has been Executive Vice President- Chief Underwriting Officer at Kinsale Insurance since October 2025 and was Senior Vice President- Chief Underwriting Officer there from 2024 to 2025. At Kinsale Insurance, Stuart Winston was also Senior Vice President- Underwriting, Casualty from 2022 to 2024, Vice President- Underwriting, Casualty from 2021 to 2022 and Vice President- Underwriting, Excess Casualty from 2020 to 2021.
Victoria Muntean
LinkedInExperience: Assistant Vice President, Underwriting- Product Recall · Kinsale Insurance
Victoria Muntean has been Assistant Vice President, Underwriting- Product Recall at Kinsale Insurance since March 2024, based in Richmond, Virginia. At Kinsale Insurance, Victoria Muntean was also Assistant Vice President, Underwriting- Products Liability from 2021 to 2024 and Division Manager- Products Liability from 2018 to 2021.
Zach Mills
LinkedInExperience: Assistant Vice President, Underwriting, Commercial Auto · Kinsale Insurance
Zach Mills has been Assistant Vice President, Underwriting, Commercial Auto at Kinsale Insurance since March 2025 and has also held Division Manager, Commercial Auto there since March 2023, based in Richmond, Virginia. At Kinsale Insurance, Zach Mills was also Product Manger, Commercial Auto from 2020 to 2023.
Choose the right perspective
Match the line named in a person's title to the risk or decision you are working through. Weigh whether you need someone who sets direction across underwriting or a leader who runs one line day to day.
Questions to take into the conversation
- 01What did you focus on first when you took on your underwriting leadership role at Kinsale?
- 02How do you decide which risks fit the appetite of the line you lead?
- 03What has your own work at Kinsale taught you about developing underwriters into leaders?
Reaching Kinsale Capital underwriting leaders
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About this directory
This is a professional research starting point based on business profile data retrieved on . Titles and companies reflect that source snapshot; roles marked former had ended by then. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.