About Peter

Peter Reed is the managing partner of Caldwell’s Insurance Practice and Stamford office. Peter has more than 25 years of experience leading successful engagements across the C-suite and boardroom for domestic and global companies, including property & casualty and life insurance carriers, as well as brokers and other industry-related service providers. He also brings extensive experience partnering with a variety of private equity firms that have strategic investments across the various sectors of the insurance industry.

Peter also performs senior level searches across all functions including general management, underwriting, actuarial, claims, finance, risk, sales and marketing, operations, technology, and human resources.


Over the course of his executive search career, he has held roles of increasing responsibility in the Insurance and Financial Services practices at several leading executive search firms.

Peter developed his deep understanding of the insurance industry while with The Chubb Group. Initially, he was a senior excess umbrella underwriter based in New York and later relocated to Chicago as a senior commercial lines underwriter. He began his career as a workers’ compensation underwriter with Fireman’s Fund.


Peter is a graduate of Hamilton College and remains involved in alumni activities, notably as past president of the Hamilton College Men’s Lacrosse Booster Club.

More About Peter

Peter also serves as past chairman and present director of the Avon Old Farms National Council.

Recent Feedback

“From the initial contact with Peter Reed, we had good chemistry. This was our first search we ever did and Peter and Katherine took the time to walk us through the process until we were ready to start, and once we started the process, we were reassured once again that we made the right decision to go with Caldwell. Peter, Katherine, Elena, Graham and Kat are a great group of people, fun to work with, and obviously best in the industry. Between weekly meetings and just an open line of communication, the process was smooth and easy for us to handle. We also received great feedback from the candidates we interviewed about how their experience was with the Caldwell team. Couldn’t be happier and we look forward to our next adventure together.” – Roee Pargament, Chief Operating Officer, OpenEyes Insurance

“Caldwell was fantastic to work with during the search process. Peter, Allison and Elena were very communicative and followed up with me both before and after every interview as well as made sure that I was sufficiently prepared for each session. I would certainly recommend them for future clients!” – Chief Insurance Officer, North American commercial insurance firm

Back to Consultants

Stay on top of the latest intel across multiple industries and continents.