About Us

The O’Leary Law Firm represents what a law firm should be—a close-knit team of trustworthy, understanding legal professionals that are fully invested in every case. We provide hardworking people with practical advice. With four generations of legal experience, it’s evident we’re equipped with the extensive knowledge necessary to help you come out on top of your legal issue, regardless of its scale.

“We provide hardworking people with practical advice.”

Meet the Team


An alumnus of Boston’s Suffolk University Law School (J.D.) and the University of Massachusetts (B.A., Political Science), William (Bill) O’Leary has been in private practice since 1983. As passionate about law as he is proficient, working throughout the Commonwealth for over three decades provided Bill the opportunity to expand his legal expertise so that he could be of greater service to his community.


Katie is a highly organized and personable attorney with nearly seven years of experience in general practice, handling matters in a variety of Massachusetts Courts, including District, Superior, Housing and Probate Courts. In 2022, Katie was selected for inclusion as a “Rising Star” by Massachusetts Super Lawyers, the Thomson Reuters lawyer rating service.