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By Tom Watson May is Mental Health Awareness Month. It’s also National Stroke Awareness Month. I didn’t plan to be connected to either one. A few years ago, I thought I had vertigo. I’d been dealing with it off and on for years—dizziness, spinning, the occasional drop to the floor. I was wrong. What I thought was vertigo were small strokes. What I brushed off as inconvenience was something more serious. What I didn’t understand at the time was how closely tied our physi

By Tina Fischer, Mainebiz Reveler Development founder Tom Watson has authored a memoir about the early, difficult and dirty — some might add crazy — days of renovating Portland apartment buildings in the 1990s, when much of the city was more gritty than pretty. In his debut book, “Your Turn,” Watson shares the humor in the calamitous. He tells his tale in a series of short vignettes, with chapters entitled: “Rats and Worms,” “Stink Pipe Gladiators,” “Nobody Move and Nobody

Recently, I drove up to Portland Maine for Tom Watson’s book launch. Tom and I played ultimate together a very long time ago, before he moved to Maine to join his father in the real estate business. When Tom lived and played in Boston, this is what Tom said to me. “Mooney, we need to try something different,” he told me when our offense repeatedly failed to score. He’d say this more than once. Each time he did, I’d nod but not really listen. “I can teach you the Stanford Offe

Award-winning Maine business leader Tom Watson released his debut memoir, Your Turn , on March 3, 2026. Told through a series of short, sharply observed vignettes, Your Turn traces Watson’s journey from launching a company out of his pickup truck in gritty 1990s Portland to surviving a near-death medical crisis decades later. Paired with stunning, original illustrations by his daughter, Rose Watson, the book uses humor, wit, and visual storytelling to explore life’s most

By Peter Van Allen, MaineBiz Developer Tom Watson, principal of Port Property, has a total of 2,000 housing units in greater Portland and Wilmington, N.C., and another 2,000 in the construction or planning stages. Maine is in a housing crunch and there’s a need for housing in both the affordable and market-rate categories. Even as Portland adoption of the Green New Deal, rent control measures and exclusionary zoning have sent other developers running for less-regulated cities

By the Boulos Beat In this episode, guest-hosting for Greg Boulos is Partner and Broker Nate Stevens, as he sits down with Tom Watson, founder and owner of Port Property Management. Founded with his father in 1993, Port Property Management owns and operates over 2,000 units in Greater Portland, as well as Wilmington, NC, Providence, RI, and Lowell, MA. Tom oversees management of over 100 unique properties in just the Greater Portland area – the majority of them in Downtown Po

By MaineBiz Developer Tom Watson has been doing projects in Portland since 1993, including Fisherman’s Wharf, but in the past three years, he’s focused on West Bayside. Projects include the mixed-use development at 82 Hanover St. and a 171-apartment building with ground-floor retail at 52 Hanover. Both are on former Portland Public Works properties. He’s also redeveloping nearby Bayside Village into another 196 workforce apartments and, in Biddeford, developing 71 units at th