10 Nationwide underwriting leaders
Rob Chenoweth, Vice President - National Underwriting and Automation - Small Commercial, is one of these Nationwide underwriting leaders, whose titles name lines such as middle market, casualty, contract surety, agribusiness and institutional life insurance. A reader can learn how underwriting leaders work at Nationwide from people who have held the role.
Professionals to explore
Alyssa Guerrieri, CPCU, RPLU, ASLI, AU
LinkedInExperience: Vice President, Contract P&C Underwriting · Nationwide
Alyssa Guerrieri has been Vice President, Contract P&C Underwriting at Nationwide since June 2021 and was Director, P&C Product Development there from 2020 to 2021. Alyssa Guerrieri was Senior Director, Casualty Underwriting at Nautilus Insurance Group (a Berkley Company) from 2018 to 2020 and Underwriting Manager there from 2016 to 2018.
Amy Gilmore
LinkedInExperience: VP, Casualty Underwriting Performance - E&S/Specialty and Commercial Lines · Nationwide
Amy Gilmore has been VP, Casualty Underwriting Performance - E&S/Specialty and Commercial Lines at Nationwide since October 2023. Amy Gilmore was VP - Underwriting Office - Commercial Lines at Encova Insurance from 2020 to 2023, VP-Commercial Lines Underwriting-Middle Market there from 2018 to 2020 and Vice President, Underwriting, Commercial and Personal Lines there from 2014 to 2016.
Brooke L. Shirazi, CPCU, ARM, ARe, AIDA
LinkedInExperience: Senior Associate Vice President, National Property Underwriting · Nationwide
Brooke L. Shirazi has been Senior Associate Vice President, National Property Underwriting at Nationwide since April 2023, based in Sarasota, Florida. The profile headline reads VP Property, Marine & Specialty Programs at Nationwide, and the listing shows no other roles, so check the full profile for the rest of the background.
Christopher Messier
LinkedInExperience: Home Office Vice President - Contract Surety · Nationwide
Christopher Messier has been Home Office Vice President - Contract Surety at Nationwide since April 2019, based in Avon, Connecticut, and the profile says the role contributes to the strategic direction of Contract Surety. Christopher Messier was Assistant Vice President at Aspen Re America from 2017 to 2019 and Territorial Surety Manager at The Hartford from 2004 to 2017.
Jason Berkland MS CPCU AIC AINS
LinkedInExperience: VP, Commercial Ag Sales & Underwriting - Agribusiness · Nationwide Agribusiness Insurance Company
Jason Berkland has been VP, Commercial Ag Sales & Underwriting - Agribusiness at Nationwide Agribusiness Insurance Company since April 2024. At Nationwide, Jason Berkland was Sr. AVP Product and Staff Underwriting from 2022 to 2024, AVP Risk Management from 2019 to 2022 and Commercial Underwriting Director from 2017 to 2019.
Jeremy Staun
LinkedInExperience: Vice President of Farm Sales and Underwriting - Agribusiness · Nationwide
Jeremy Staun has been Vice President of Farm Sales and Underwriting - Agribusiness at Nationwide since September 2025. At Nationwide, Jeremy Staun was Vice President, Sales and Distribution - Personal Lines from 2024 to 2025, Vice President, Distribution West - Property and Casualty from 2019 to 2024 and Regional Vice President, Midwest Regional Operations from 2016 to 2019.
Michael Brassil
LinkedInExperience: Vice President - Small Commercial Portfolio Management & Underwriting · Nationwide
Michael Brassil has been Vice President - Small Commercial Portfolio Management & Underwriting at Nationwide since July 2024. At Nationwide, Michael Brassil was Regional Vice President - Small Commercial, Eastern United States from 2019 to 2024, and Michael Brassil was Associate Vice President, Small Commercial Underwriting at Nationwide Insurance from 2017 to 2019.
Rob Chenoweth
LinkedInExperience: Vice President - National Underwriting and Automation - Small Commercial · Nationwide
Rob Chenoweth has been Vice President - National Underwriting and Automation - Small Commercial at Nationwide since July 2024 and also lists the title National Underwriting Officer - Commercial Small Business there since October 2020. At Nationwide, Rob Chenoweth was AVP Small Commercial Lines Underwriting at Nationwide Insurance - Eastern half of the US in 2020 and AVP Middle Market Commercial Lines - Southeast from 2015 to 2020.
Teresa Massey
LinkedInExperience: VP, Underwriting & Operations - Institutional Life Insurance · Nationwide
Teresa Massey has been VP, Underwriting & Operations - Institutional Life Insurance at Nationwide since June 2026, and the profile headline reads Head of underwriting & operations, Nationwide Institutional Life Insurance. Teresa Massey was Associate Vice President at Nationwide Financial from 2022 to 2026 and Product Director there from 2015 to 2022.
Tyler Haase
LinkedInExperience: VP, Middle Market Underwriting, National Custom Solutions Leader · Nationwide
Tyler Haase has been VP, Middle Market Underwriting, National Custom Solutions Leader at Nationwide since June 2024 and also lists the title RVP Middle Market Underwriting, General Industries there since July 2020. At Nationwide, Tyler Haase was AVP Middle Market Underwriting, General Industries from 2019 to 2020 and AVP CL Middle Market Business Development from 2015 to 2020.
Choose the right perspective
Match the line of business named in a person's title to the decision in front of you. Weigh whether you need someone who leads a national underwriting function or someone closer to one product or channel.
Questions to take into the conversation
- 01What did you focus on first when you took on your underwriting leadership role at Nationwide?
- 02How do you balance growth with underwriting results in the line you lead?
- 03What has your own work at Nationwide taught you about developing underwriters?
Reaching Nationwide underwriting leaders
How can I contact one of these Nationwide underwriting leaders?
Pick one of the 10 people on this page and choose "Book a paid call", or describe your project to find others. You offer a fee for a 15-minute call or a written answer, Instant Expert finds the person's work email and sends the invitation, and they decide whether to accept. The list covers 2 companies: Nationwide and Nationwide Agribusiness Insurance Company, based on profile data retrieved on October 24, 2026. Being listed here doesn't mean someone has agreed to take calls.
How much does it cost to reach Nationwide underwriting leaders?
You choose the offer, starting at $5 per person. The offer is what the person receives, and Instant Expert's fee is added on top, so a $100 offer costs you $125. The fee is 20% of what you pay. You're charged only when the person books the call or sends the answer.
What if they don't reply?
You pay nothing. Instant Expert sends follow-up reminders, and if the person hasn't booked or answered within 7 days, the request expires and any hold on your card is released. You can invite several of the 10 people on this list at once and cap your total spend, so you pay only for the ones who accept.
Can an AI agent ask one of these Nationwide underwriting leaders a question?
Yes. An agent with a USDC wallet on Base can ask one question without an Instant Expert account. It names the person, for example by the LinkedIn URL on this page, and pays per ask over x402 (HTTP 402). The person answers in writing or by voice note, and if nobody answers within 7 days, the payment goes back to the wallet automatically. Claude and ChatGPT can do the same through the Instant Expert connector: setup is at /docs/mcp for Claude and /docs/chatgpt for ChatGPT. x402 docs
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.
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