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to actively adopt the newest and best, nor to defend themselves from the constant threat of being invaded or outdated.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 family.

Favorite Movie: : Lord of the Rings Trilogy / Harry Potter
Favorite Color: Red
Favorite TV Show: Game of Thrones
Favorite Band/Singer: Cage the Elephant

Degree & Certificates:

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


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


Mario Farw

Mario Farw

Technical Support Specialist

Mario joined the Fairoaks IT team in January 2019. He has worked in the Technical Support field since 2006 in various industries. He is well versed in Microsoft Office and Network Administration and Security providing our support team with valuable knowledge and troubleshooting skills. Mario enjoys time with his family in his free time.

Favorite Movie: The Godfather
Favorite Color: Grey
Favorite TV Show: Dragon Ball z\ Sopranos
Favorite Band/Singer: Nas


Chris Cady

Chris Cady

Technical Support Specialist

Chris became a member of the Fairoaks IT Team in March 2019. He graduated with an Associates of the Arts from the University of Phoenix in 2008 with a focus on Information Systems. In addition, he holds an Associates of Science from Full Sail University for Computer Animation. Chris has been working in the IT industry for 10 years assisting in Desktop and Executive level support in the energy and technology design industries. Spending time with his family is his biggest passion in life. Theme parks and anything that gets his adrenalin going are his favorites things.

Favorite Movie: Hackers
Favorite Color: Blue
Favorite TV Show: The Office
Favorite Band/Singer: Taylor Swift


Steve DaSilva

Steve DaSilva

Technical Support Specialist

Steve joined the Fairoaks IT Team in March 2019. He holds B.S. in Information Technology. Steve has worked as a Systems Engineer, Tier 2/3 Support, Project Manager, and Help Desk Manager. He has experience monitoring systems for performance and availability, responding to alerts, and resolving system error messages.


Richie Drees

Richie Drees

Technical Support Specialist

Richie joined the Fairoaks IT Team in June 2019. He has a B.A. in Computer Science with a minor in Digital Media Studies. He has been working in the IT field for 7 years providing Desktop support. He spends his free time hanging out with his wife and two cats, exploring the local food scene, and playing video games.

Favorite Movie: Monty Python and the Holy Grail
Favorite Color: Teal
Favorite TV Show: Lost
Favorite Band/Singer: Lord Huron


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