Tom Landry: Entrepreneur, Investor, Contractor, Agent In Portland, Maine

Always the entrepreneur, he bought his first property at 19, restoring much of it himself during his first year of college. This started a serious hobby that would later turn into a career in real estate sales and building.

While a student at USM, he took a job working the second shift at Barber Foods to pay his way through school and support his home remodels. After college, he remained at Barber, climbing the ladder from the production line to director of food service marketing. He stayed there for 11 years. Working a corporate job from 9-5 and on his latest remodel during nights and weekends, he spent much of his 20s burning the candle at both ends. Coming from a large family with little means, he saw real estate as his path to get ahead.

In 2003, Tom left a stable career to pursue a full-time real estate career. He founded Benchmark Real Estate in 2005, and the company quickly became a leading force in the Portland area. Tom’s marketing experience and innovative approach to “launching, not listing” properties helped him become one of Maine’s top-producing agents and Portland’s #1 Listing/Selling Realtor over the past two decades.

In addition to his work at Benchmark, Tom also founded CornerStone Building and Restoration, a full-service design, building, restoration and renovation company. This company allows Tom to use his extensive building and renovation experience to bring his clients’ visions to life. Whether working on new construction projects, renovations, remodeling or additions, Tom and his team at CornerStone are known for their high-quality workmanship and excellent client service.

Tom is deeply committed to supporting the local community, and this philosophy is at the core of both Benchmark Real Estate and CornerStone Building and Restoration. When he is not working, Tom enjoys spending time with his family and giving back to the community through various charitable efforts. He is a true local success story, and his dedication to his clients, community and craft is evident in everything he does.

A natural progression, he applied his building and sales skills to developing condominiums. As a developer, he’s focused on creating high-quality and eco-friendly buildings on Portland’s peninsula, introducing many new housing units to the city. 

As a small business owner, he believes in giving back. From the beginning, Benchmark Real Estate has donated 10% of company profits to local charitable causes. He and his wife have volunteered for many organizations over the years and run their own charitable events. The longest-running of these is the Portland Kids Duathlon, which raises money for the Foundation for Portland Public Schools. 

When he’s not working, which isn’t a lot of time, he’s traveling to interesting places, playing with his daughter, on his road bike, or enjoying one of Portland’s exceptional restaurants. He’s always up for a coffee to talk about all things real estate, so shoot him a message sometime.