Great Employees

Our people define our organization – that's why they're specifically cross-trained in the various technologies we offer clients: computers, networking, telecommunications. With a commitment to having a knowledgeable employee base, Fairoaks IT provides the resources and training needed to ensure staff members are qualified to provide you with the highest quality solutions. The result of this commitment is meaningful relationships established with our Clients – a long-term partnership for your success. Expect greatness with Fairoaks IT.


Tom Crossley

Tom Crossley

President & CEO

Tom is founder and president of Fairoaks IT. Since 1991, Fairoaks IT has been bringing world-class, enterprise-level IT support to small and medium-sized businesses.

As an Information Technology support expert who is passionate about delivering technology that “just plain works the way it’s supposed to”, Tom understands that technology advances at a dizzying speed. And while technology helps small to midsized companies, it also frightens them as they can’t afford the infrastructure to actively adopt the newest and best, nor to defend themselves from the constant threat of being invaded or outdated. For a fraction of the cost, the small to medium size company can have all the benefits of a large company’s in-house IT power from Fairoaks IT. Their motto, "You Manage Your Business. We’ll Manage The Technology Behind It.” sums it all up.

Tom prides himself in providing personal service. Distinguishing themselves from a large IT chain’s off-the-shelf service, Fairoaks IT staff knows their client’s business, their names and their unique situations. They enlarge and empower small companies. Tom’s ethical stand is “I treat my client’s money as if it was my own”. There is no one size fits all service. All his clients’ IT needs are crafted to align with their business and their budget. “I have to be creative to give them state of the art, essential and affordable service and I’m proud of it” says Tom. Many business owners are proud to add Fairoaks to their ‘My doctor, My financial advisor and My IT guy’ list.

Tom brings his dedication and focus to his personal interests. Away from the office, Tom is an avid, instrument-rated private pilot. He also likes to spend time with his family, getting away to the mountains for some hiking or snowmobiling.

Degrees & Certificates:

Microsoft Cloud Partner
Dell Preferred Partner
Microsoft Sales Specialist
General Electric Management Training (2 year)
BS in Operations Research from the University of Massachusetts
BS in Industrial Engineering with a minor in Industrial Psychology from the University of Massachusetts


Jen Butler

Jen Butler

IT Project Manager

A team member since 2013, when Jen isn’t helping our clients she can be found doing anything outdoors. She enjoys hiking, kayaking, walking her dog Maisie, and spending quality time with her girlfriend.

Favorite Movie: South Park
Favorite Color: Red
Favorite TV Show: Game of Thrones
Favorite Band/Singer: Cage the Elephant

Degree & Certificates:

Bachelor of Science in Information Technology (BSIT)
CompTIA A+
CompTIA Network+
Certified SonicWALL Security Administrator
Star2Star Certified VoIP Installer


Alex Bickford

Alex Bickford

Technical Support Specialist

Alex joined the Fairoaks IT team in 2017 after previously working as a AMI Network Analyst for Mueller Systems in Middleborough. Alex graduated with an Associates in Applied Sciences in 2016 from Massasoit Community College with a focus in Computers. When Alex is not working to solve a technical issue, he is usually seen taking care of his pets and assisting his friends and family with their technical needs. He enjoys reading about the next big piece of technology, playing video games on a quiet night, and going for hikes on a breezy day.

Favorite Movie: Scott Pilgrim Vs. The World
Favorite Color: Green or Purple (I can’t choose)
Favorite TV Show: The Office
Favorite Band/Singer: MuteMath

Degrees & Certificates:

Associate Degree in Applied Sciences with a Focus on Computer Programming & Support
Microsoft Technology Associate
Windows Operating Systems Fundamentals


John Wallask

John Wallask

Technical Support Specialist

John became a member of the Fairoaks IT team in 2018. He has 15 years experience post MCSE certification successfully providing comprehensive, cost effective technology solutions in finance, legal, medical, nonprofit and manufacturing industries. He brings expertise in overall design, direction and support of highly scalable IT solutions to the team.


Adam Crossley

Adam Crossley

Technical Support Specialist

Adam joined the Fairoaks IT team in 2018 after various roles in management, process improvement, and customer service in the aerospace, defense, and commercial manufacturing industries. When he isn’t thinking about our clients, Adam enjoys flying, hiking, biking, and spending as much time as possible with his son, Theodore. Adam graduated from the University of Massachusetts Dartmouth in 2011 with a Bachelors in Operations Management, from the University of Massachusetts Amherst with a Masters in Business Administration in 2013, and from Indiana University with a Masters in Global Supply Chain Management in 2017.

Favorite Movie: Castaway
Favorite Color: Red
Favorite TV Show: Home Improvement
Favorite Band/Singer: Goo Goo Dolls

Degrees & Certificates:

CompTIA A+
Bachelor of Science in Operations Management
Master of Business Administration (MBA)
Master of Science in Global Supply Chain Management
United Technologies Operations Leadership Program Graduate


Lynn Kleimola

Lynn Kleimola

Office Manager

Lynn joined the Fairoaks IT team in 2017 as our Office Manager. She previously worked in a variety of office, marketing, and management positions in industries including Human Services, Automotive, Website, and Data Management. In her free time, she can be found painting, walking and spending time with family & friends. She loves yoga, qi gong, Cape Cod, sunshine, and being outside in the fresh air.

Favorite Movie: My Cousin Vinny
Favorite Color: The Rainbow
Favorite TV Show: The Voice
Favorite Band/Singer: George Harrison


Julie Smith

Julie Smith

Office/Marketing Assistant

Julie joined the Fairoaks IT team in 2017 as our part-time Office/Marketing Assistant. She previously worked in healthcare in the finance department. Julie is a working mom and enjoys spending time with her family. She loves reading, the outdoors, art projects, and fishing with the kids.

Favorite Movie: The Notebook
Favorite Color: Green
Favorite TV Show: Fixer Upper
Favorite Band/Singer: All Genres, especially Country