MIKE O'BRIEN
Field Representative · Teamsters Local 25
A Teamster who earned it on the floor — Chief Steward to Local 25's members at Massport, and the Field Rep who brings that same work ethic to every unit he represents.
A Teamster who earned it on the floor — Chief Steward to Local 25's members at Massport, and the Field Rep who brings that same work ethic to every unit he represents.
Mike O'Brien earned his place in Local 25 the only way that counts: on the floor, in the work, one shift at a time. He came up through the rank and file and became the person his coworkers trusted most, elected Chief Steward — the job the members themselves hand to the one who lives the contract every day and never lets it slide.
His name is tied to Massport. As Chief Steward, Mike represents Local 25's roughly 400 members at the Massachusetts Port Authority — one of the largest single groups in the local — and he carries that book with a work ethic that makes him their advocate for the long haul, not just a bargaining cycle. When the members at the Port need someone to answer the phone, walk the floor, and hold the line, that's Mike.
His roots run through UPS. In his own words, Mike was the first driver to officially go on the road when the UPS South Boston building opened — and he was still connected to it decades later when that same facility launched the Teamsters' national UPS contract campaign. When it closed in 2025, nobody felt it more personally. The work has never been just a job to him. It's who he is.
Today Mike serves as a Field Representative, carrying a book across Revere, Braintree, Woburn, Somerville, and Saugus — bringing the same steward's discipline to every unit he represents. And like the local he serves, he shows up between negotiations too: at the scholarship presentations, the seminars, and the member events that make Local 25 more than a bargaining agent. It's a family, and he's earned his place in it.
What the work looks like when the hall works for the members.
Chief Steward for Local 25's roughly 400 members at the Massachusetts Port Authority — one of the local's largest single units — and their active advocate today. A commitment measured in years, not cycles.
Rose through the rank and file to Chief Steward — the position members give only to the person they trust to live the contract every shift and never let a violation slide.
The first driver to officially go on the road when the UPS South Boston building opened, and still connected to it when that facility launched the Teamsters' national UPS campaign — a working knowledge of package life no classroom teaches.
Representing members across Revere, Braintree, Woburn, Somerville, and Saugus — the steward's discipline applied to a Field Representative's territory.
Answer the phone. Walk the floor. Back the member. Mike's reputation was built on showing up — the reason the Port members trust him and the reason every unit he touches gets the same fight.
If you work in one of these units and have a question or workplace issue, this page is for you.
Local 25's members at the Massachusetts Port Authority — the unit Mike reps as Chief Steward, and where he built his reputation.
Units across Revere, Braintree, Woburn, Somerville, and Saugus — the Field Rep book he carries today.
A steward's steward — backup, grievance strategy, and contract questions for the members and stewards across his book.
Contract question, workplace issue, or something you want on my radar before the next barn visit — send it here and I'll follow up.
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