Serving and Educating Clients with Experience, Skill, and Professionalism

At the law firm of Trainor, Billman, Bennett & Milko, LLP, our Annapolis family law and criminal defense attorneys have been providing excellent family law and criminal defense legal services to the clients for a combined total of over 150 years. We are a small firm of dedicated attorneys and staff who enjoy our work with clients and are committed to providing exceptional representation to those dealing with difficult legal issues. From our central location in historic Annapolis, only steps from the State Capitol, we proudly serve clients throughout the state of Maryland.

Top-Rated Lawyers Minimizing Risks for Clients

Our law firm and attorneys have been recognized by a number of respected lawyer rating organizations, including Super Lawyers, Martindale-Hubbell and Best Lawyers in America. Our attorneys are so well regarded in the professional community that they are routinely sought after as educators to Judges and fellow attorneys, as well as advisors on burgeoning areas of the law and relevant legislative changes.

Excellence in Family Law and Criminal Defense

Our practice is entirely dedicated to family law and criminal defense, and we have extensive experience in both of these areas. Our highly skilled attorneys have guided clients through a wide variety of legal labyrinths, and they continue to enjoy the challenges.

Our Down-To-Earth Approach

Family law and criminal defense cases can be among the most stressful legal matters, with a great deal at stake for our clients. Our attorneys are dedicated to taking a calm, compassionate, and practical approach to these cases so we can help clients make informed decisions about their legal options.

Our Expertise and Experience have Won Us Clients Throughout Maryland

Family Lawyer Magazine recognizes Leslie Billman
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Firm News

Trainor, Billman, Bennett & Milko is extremely pleased to announce that Michelle D. Smith, Esquire, has become a partner of our firm.


Todd Bennett was selected to 2020 Maryland Super Lawyers and 2020 Maryland Best Lawyers.


In addition to this involvement with The James C. Cawood Jr. American Inns of Court, Tom DeGennaro is now a member of the New Lawyers Committee with the Anne Arundel Bar Association; look for their events in 2020!


For 2020, Leslie Billman was selected as Best Family Lawyer (Annapolis), Best 50 Women Attorneys  (Maryland),  Top 100 Super Lawyers (Maryland), and Maryland Best Lawyers.


Michelle Smith has had a busy start to 2020 as a member of the Board of Directors of the Maryland State Bar Association Family and juvenile Law Section Council.


In his capacity as a Past-Chair of the Family and Juvenile Law Section of the Maryland State Bar Association, Jim Milko continues to serve as a member of the Maryland Department of Human Services Child Support Guidelines Advisory Committee, and he recently testified at various Senate and House proceedings regarding important child support legislation pending in the 2020 Maryland General Assembly.


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Contact Our Top-Rated Maryland Family Law and Criminal Defense Attorneys Today

For help with child custody, support, property division, alimony/spousal support, drug charges, white collar crimes, and other matters related to divorce or criminal defense, complete the form below or call 410-280-1700 to schedule an initial consultation to discuss your case. The law offices of Trainor, Billman, Bennett & Milko are located in downtown Annapolis, Anne Arundel.

How Can We Help You?

Serving and Educating Clients with Experience, Skill, and Professionalism

At the law firm of Trainor, Billman, Bennett & Milko, LLP, our attorneys have been providing excellent family law and criminal defense legal services to clients for a combined total of over 150 years. We are a small firm of dedicated attorneys and staff who enjoy our work with clients and are committed to providing exceptional representation to those dealing with difficult legal issues. From our central location in historic Annapolis, only steps from the State Capitol, we proudly serve clients throughout the state of Maryland.

Top-Rated Lawyers Minimizing Risks for Clients

Our law firm and attorneys have been recognized by a number of respected lawyer rating organizations, including Super Lawyers, Martindale-Hubbell and Best Lawyers in America. Our attorneys are so well regarded in the professional community that they are routinely sought after as educators to Judges and fellow attorneys, as well as advisors on burgeoning areas of the law and relevant legislative changes.

Excellence in Family Law and Criminal Defense

Our practice is entirely dedicated to family law and criminal defense, and we have extensive experience in both of these areas. Our highly skilled attorneys have guided clients through a wide variety of legal labyrinths, and they continue to enjoy the challenges.

Our Down-To-Earth Approach

Family law and criminal defense cases can be among the most stressful legal matters, with a great deal at stake for our clients. Our attorneys are dedicated to taking a calm, compassionate, and practical approach to these cases so we can help clients make informed decisions about their legal options.

Our Expertise and Experience have Won Us Clients Throughout Maryland

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