HM Payson since 2016
Fleet Bank
Key Bank


Andover College
Windham High School

“ I believe in calling clients within the same day and handling matters for them within the same hour of their email because clients come first. ”

Bridget Bailey has lived all over the world. Her father was in the Marine Corps for 25 years, and she attended seven different schools between kindergarten and high school, living on the U.S. East and West Coasts, and in Cape Town, South Africa, during apartheid when Nelson Mandela was imprisoned. She also learned to ride horses at Marine Corps Base Quantico and was in advanced jumping classes by age 13. She came to Maine (her mother is a native Mainer) when her father became the Dean of St. Joseph’s College in 1980, and she’s lived here since.

After graduating from Windham High School and taking coursework at Andover College, Bridget found that she loved learning about wills, investments, trusts, and estates. After starting her career at two retail banks and a trust and estate law firm, Bridget was drawn to HM Payson for its time-tested reputation, positive work culture, and the opportunity, as a Relationship Manager, to collaborate closely with coworkers and clients every day.

As a socially driven person, she thrives when working with others toward a shared goal. She loves to talk with clients about their needs, and usually gets back to them within the hour.

Bridget lives in downtown Portland with her two-year-old Maine Coon cat, Annabelle, who is more like a dog than a cat. In her free time, you can find Bridget painting or decorating her house, launching into a new DIY project, or tending to her growing garden.