Tom Trenholm


Tom Trenholm


Phone: 207.253.0523 Fax: 207.772.3627 Email:

84 Marginal Way, Suite 600 Portland, ME 04101-2480

Assistant: Sydney Feldman Email:


A Maine native, Tom Trenholm delivers industry-leading legal advice on a wide range of labor, employment and school law matters. Tom primarily works with schools, water districts, housing authorities, and municipalities. Drawing on his deep experience and practical nature, Tom helps his clients save money and manage complicated personnel situations, and will support them in litigation if that is deemed necessary.

As an employment attorney, Tom helps employers negotiate collective bargaining agreements and employee leave policies, and successfully resolve thorny employment issues such as discrimination, retaliation and wrongful termination claims; wage and hour issues; and employee misclassification. Tom also frequently presents at events for public school superintendents and administrators and provides customized training and seminars on various employment issues. Tom finds it immensely rewarding to advocate for high-quality public education in his home state of Maine.

Tom is a third-generation family-farmer from central Maine and appreciates being able to help Maine farmers and small business owners. He assists farms, family businesses and agri-businesses on a variety of legal issues.

Tom is also deeply involved in using his skills to improve his community. He is a member of the Katahdin Counsel Recognition Program, which honors pro bono legal service in Maine. He was recognized for his work with the Immigrant Legal Advocacy Project, receiving the organization’s Outstanding Service Award in 2013. Tom has also served as the treasurer for Shalom House, and as the secretary of the Maine Law Alumni Association.


University of Maine School of Law, J.D., cum laude, 2008

University of New Hampshire, B.S., cum laude, 2000

Harvard Negotiation Project, 2014


Martindale Hubbell, AV Preeminent

Katahdin Counsel, Honoring Pro Bono Legal Services in Maine

Immigrant Legal Advocacy Project, 2013 Outstanding Service Award for Pro Bono Legal Service


Maine Bar Association

Maine Council of School Board Attorneys

National School Boards Association’s Council of School Attorneys

Community/Public Service

Shalom House
Former Treasurer

Maine Law Alumni Association
Former Secretary

Katahdin Counsel Recognition Program, Honoring Pro Bono Legal Service in Maine

Immigrant Legal Advocacy Project

Past Presentations


Top 10 Things Your Mom Doesn't Want to See in Negotiaons

2024 Maine Superintendents Conference

From January 26, 2024 8:30 am

Collective Bargaining

From December 6, 2023 12:00 pm

Annual Legal Year in Review – Time to Look Back at What Has Changed, and Forward to What to Expect (Maine)

From September 6, 2023 12:00 pm

Generative Artificial Intelligence in the Workplace (Maine)

From June 7, 2023 12:00 pm

Don’t “Just Say No”: How to Respond to Today’s Accommodation Requests (Maine)

From March 8, 2023 12:00 pm

Getting Pay Right (Maine)

From January 21, 2023 8:30 am

Collective Bargaining Post-Pandemic

From December 12, 2022 12:00 pm

Dealing with Unfounded Workplace Complaints: General Concepts and Two Case Studies

From December 7, 2022 12:00 pm

Annual Legal Year in Review Time to Look Back At What Has Changed, And Forward At What to Expect (Maine)

From September 7, 2022 12:00 pm

Unpacking Today’s Complicated Leave Issues (Maine)

From June 8, 2022 12:00 pm

Employee Evaluations: Are they worth the hassle? (ME)

From March 9, 2022 12:00 pm

Dealing with Employee Misconduct/Performance During the Pandemic: What is Fair Now?

From January 28, 2022 8:30 am

Collective Bargaining During a Pandemic…Still – ZOOM Edition

From January 22, 2021 12:00 pm

Collective Bargaining During a Pandemic for School Board Members

From December 9, 2020 12:00 pm

2020 HR Year in Review and a Look Ahead at 2021

From October 30, 2020 8:30 am

47th Annual Maine School Management Association Conference

From June 10, 2020 8:30 am

HR in the Time of COVID-19

From March 11, 2020 9:00 am

Assessing and Resolving Workplace Conflict and Allegations

From December 6, 2019 12:00 pm

Collective Bargaining for School Board Members

From December 4, 2019 12:00 pm

Significant Cases and Highlights From 2019

From October 4, 2019 12:00 pm

Maine School Business Officials 6th Annual Law Seminar

From June 6, 2018 8:00 am

Violence in the Workplace: Handling Threats, Identifying Risks, and Recommended Policies

From March 14, 2018 12:00 pm

Employer Rights when Employees Speak Out: How to Handle Employee Speech and Association Issues Inside and Outside the Workplace

From November 9, 2017 12:00 pm

Maine School Business Officials 4th Annual Law Seminar

From September 6, 2017 12:00 pm

Three Laws Employers Frequently Violate Without Knowing It

From May 31, 2017 12:00 pm

Dealing with Disabilities in the Workplace