Insurance
10 Progressive executives
These ten current and former Progressive executives have held CFO, president and chief officer titles at Progressive Insurance, across finance, personal and commercial lines, marketing, technology, legal, AI, audit, medical and investments. Readers can learn how senior leaders at an insurance company build and run their teams.
Professionals to explore
01—10Bill Cody
LinkedInExperience: Chief Investment Officer · Progressive Insurance
Former Chief Investment Officer at Progressive Insurance (2003–2020); the profile says the role was responsible for overseeing Progressive's investment portfolio. Manager Progressive Capital Management at Progressive Insurance from 2001 to 2003, and the profile lists Chair Of The Board Of Trustees at Cristo Rey New York High School (2021–2024).
David Stringer
LinkedInExperience: Chief Legal Officer · Progressive Insurance
Chief Legal Officer at Progressive Insurance since January 2024; the profile describes the role as CLO, VP and Secretary, leading Progressive's Legal Group, including Corporate Legal and House Counsel. Other Progressive Insurance roles include Deputy General Counsel (2017–2024) and Associate General Counsel & Managing Attorney (2014–2024).
John Sauerland
LinkedInExperience: Chief Financial Officer · Progressive Insurance
Former Chief Financial Officer at Progressive Insurance (April 2015 to July 2026), listed at C-Level in Finance & Accounting, and Group President there from 2006 to 2015. The profile headline reads Retired CFO & Group President - Progressive Corp., and the profile lists Board Member at FedEx Freight since June 2026.
Karen Bailo
LinkedInExperience: Commercial Lines President · Progressive Insurance
Commercial Lines President at Progressive Insurance since November 2020; the profile says the role is responsible for Progressive's $10B+ Commercial Lines business, including profit and loss, product development, agency and direct channel marketing and call center operations. Earlier roles include General Manager, Acquisition & Small Business Insurance (2020) and Agency Distribution Leader (2009–2018).
Kathryn A. Teng MD, MBA, FACP
LinkedInExperience: Chief Medical Officer · Progressive Insurance
Chief Medical Officer at Progressive Insurance since June 2025, and Executive Medical Director for Clinical Services there from 2023 to 2025. Other listed roles include United States Chief Primary Care Officer at BABYLON HEALTHCARE SERVICES LIMITED (2021–2023) and Vice-chair, Operations, Department of Medicine at The MetroHealth System (Cleveland, OH) (2019–2021).
Mari Pumarejo
LinkedInExperience: Chief Marketing Officer · Progressive Insurance
Chief Marketing Officer at Progressive Insurance since June 2025, listed at C-Level in Marketing. Other Progressive Insurance roles include Senior HR Business Leader, CRM Division (2022–2025), Senior Director of Benefits (2020–2025), Regional Director, CRM Services, West Region (2015–2020) and Director of Customer Care (2012–2015).
Matt White
LinkedInExperience: Chief AI Officer · Progressive Insurance
Chief AI Officer at Progressive Insurance since July 2026; the profile says the role is accountable for setting and driving Progressive's enterprise artificial intelligence (AI) agenda, including which enterprise workflows to transform. Business Leader, Claims Data & Analytics at Progressive Insurance from 2022 to 2026.
Maureen Spooner
LinkedInExperience: Chief Audit Officer · Progressive Insurance
Former Chief Audit Officer at Progressive Insurance (March 2021 to January 2025), in Finance & Accounting, and Treasurer there since January 2025. Other Progressive Insurance roles include Information Technology Control Leader (2015–2021) and Product Manager (2013–2015).
Pat Callahan
LinkedInExperience: President, Personal Lines · Progressive Insurance
President, Personal Lines at Progressive Insurance since April 2015. Other Progressive Insurance roles include Customer Acquisition Leader (2013–2015), General Manager - Special Lines (2008–2013), Business Leader - Direct Acquisition (2007–2008) and Product Manager (2002–2007).
Pawan Divakarla
LinkedInExperience: Chief Technology Officer · Progressive Insurance
Chief Technology Officer at Progressive Insurance since August 2025, with IT Business Leader DATE Data, Architecture & Technology Enablement also listed as current since 2023. Other Progressive Insurance roles include Data and Analytics Business Leader (CDAO) from 2015 to 2023 and Big Data Business Leader from 2014 to 2015.
Choose the right perspective
Match the executive's function to your question, since finance, business line, technology and marketing leaders each see a different part of the company's decisions. Check whether the relevant role is current or past, and when it started, before relying on it.
Questions to take into the conversation
- 01How does an auto and property insurer decide where to grow across personal and commercial lines?
- 02How are pricing, product and marketing decisions coordinated across a large insurance business?
- 03What does a chief AI or technology officer at an insurer own day to day, and how are results measured?
Reaching Progressive executives
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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 and may describe past or present roles. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.
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