Great Employees

Tom Crossley
President/COO

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to actively adopt the newest and best, nor to defend themselves from the constant threat of being invaded or outdated.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

Adam Crossley
CEO/CRO

With a mission to ensure security and efficiency, Adam brings together his vast experience in cybersecurity, IT management, and process improvement and applies it to deliver enterprise-level IT security and support for his clients.

Responsible for securing thousands of users, Adam is recognized for his dedication and excellence in IT. His commitment to cybersecurity is unwavering, offering a sanctuary of safety and efficiency to small and medium-sized businesses.

Adam’s journey is marked by a rich and varied background, encompassing critical roles in the defense sector, public company mergers and acquisitions, government compliance, and process improvement. His tenure with Sikorsky Aircraft on the U.S. Navy’s Seahawk helicopter program underscored the importance of mission-critical operations, a focus he now brings to his clients’ IT and cybersecurity needs. Adam’s strategic insights have been instrumental in ensuring compliance with stringent standards like NIST 800-171, CMMC, and FTC Safeguards, helping many clients secure more contracts by getting them compliant and bolstering their defenses against cyberthreats.

Throughout his career, Adam has coordinated numerous cybersecurity incident responses, ranging from minor breaches to major incidents. His expertise in this arena is not only recognized but celebrated, as evidenced by his receipt of the prestigious Soteria Award, honoring him as one of the “Most Trusted MSPs in America.” Furthermore, Adam has shared his knowledge and insights through his Amazon #1 best-selling book, The Compliance Formula, a valuable resource for businesses striving to achieve optimal cybersecurity practices.

Adam’s expertise has garnered attention from major media outlets, including MarketWatch, Newsmax, Business Insider, and Fox. His thought leadership and commitment to cybersecurity have made him a sought-after voice in the industry, further solidifying Fairoaks IT’s reputation as a leading IT service provider.

Outside his professional realm, Adam is a licensed private pilot, a passion that mirrors his meticulous and calculated approach to IT management. Adam’s adventurous spirit is evident when navigating the skies or exploring the great outdoors. However, his most cherished moments are those spent with his caring wife and two young sons, Theodore and Harrison.

Degrees & Certificates:

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

Frank Morris
Director of Service Delivery

Frank brings over two decades of leadership in IT and Service Delivery, with a diverse background spanning Technical Project Management, Field Engineering, and Enterprise Client Consulting. He has a proven track record of driving operational excellence, optimizing service performance, and aligning technology strategies with business objectives.

Frank has years of experience within the IT services industry, where he has led high-performing teams of Field Engineers, vCIOs, and Project Engineers. His leadership emphasize talent development, KPI optimization, client satisfaction, and operational efficiency—ensuring consistent, high-quality service delivery and long-term client success.

Earlier in his career, Frank held key roles in Engineering and Project Management, specializing in complex network infrastructure deployments, telephony migrations, client onboarding, and vendor coordination.

Known for his strategic mindset and hands-on leadership style, Frank has consistently thrived in fast-paced Managed Services Provider (MSP) environments. He holds a Bachelor of Science in Management Information Systems and Finance from Northeastern University and is passionate about mentoring teams, streamlining service operations, and fostering a customer-first culture.

Outside of work, Frank enjoys spending time with his family and coaching his sons’ hockey and lacrosse teams.

Degrees & Certificates:

Bachelor of Science in Management Information Systems and Finance

John Wallask
Senior Engineer/Project Engineer

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.

Joel Collazo
Senior Technical Support Specialist/Field Engineer

Joel became a member of the Fairoaks IT Team in May 2019. He brings over 15 years of IT experience holding positions from help desk associate to Director of IT. He’s spent most of the last 10 years as a hands-on consultant wearing every hat from PC support to full network design and solution.

Ryan Olson
Project Manager

Ryan joined the Fairoaks IT team in June 2021 after interning for 2 summers with us. As a recent graduate of Syracuse University’s School of Information Studies, he brings a unique people-oriented approach to technology. Ryan brings 2 years of support experience in the live-streaming industry helping clients troubleshoot and resolve their technical issues while trying to watch their favorite college athletics programs online. In his free time, Ryan can be found watching any soccer game that he can find or listening to music.

Theresita Javier
Technical Support Specialist

Theresita joined the Fairoaks IT team in September 2021. She previously worked as a Help Desk Technician and Senior Quality Analyst with 7 years of experience in the Help Desk Support role. Theresita enjoys going to the mountains, cooking, and caring of her children.

Paul Sazon
Technical Support Specialist

Paul joined the Fairoaks IT team in January 2023. He has been working in the technical support field since 2009. His previous roles include IT Service Desk, Customer Interactions Associate, and Technical Support Consultant. He has knowledge supporting users, printers, applications, remote access and mobile device management.

Keith Agra
Technical Support Specialist

Keith rejoined the Fairoaks IT Team in August 2023.  He studied Information Technology at the Cagayan State University and started working as a technical support in 2007 holding positions as Product Trainer for a Verizon campaign, Desktop Engineer for an Australian company and IT Analyst for a bank in Europe.  He was attracted to the technological world at a young age finding a lifelong passion for video games.  Super Mario refers to a guy who did his best to overcome any challenges and saves the princess at the end. Keith relates that to his role as an IT Technician where technical issues are the challenges and saving the princess/customer.  He finds it pretty amazing how the world has become a better place because of all the great technical inventions available today. He still plays video games in his free time during the pandemic, however loves going to movies and visiting friends and relatives. He also loves reading comics and fantasy novels.

Lenny Udell
Technical Support Specialist/Field Engineer

Lenny joined the Fairoaks IT Team in October 2023. Lenny has over 37 years of IT experience handling hardware, software, and support challenges across entire computing networks through on-site presence and virtually. His passion for IT started during his service with the US Navy. His clients rave about his outstanding customer service, problem solving skills and kindness.

James Curry
Technical Support Specialist/Project Engineer

James joined the Fairoaks IT team in February 2024.  James has several years of experience handling various hardware and application issues on-site and for remote users.  He uses his project management, documentation, and communication skills to provide his client’s the outstanding support and resolutions which consistently result in excellent customer satisfaction.

Alex Darilag
Technical Support Specialist

Alex joined the Fairoaks IT Team in March 2025. He has a BS in Information Technology with focus on IT System Infrastructures. Alex prides himself on managing complex projects, achieving a high level of customer satisfaction, and contributing to the success and development of the IT industry. Alex’s previous positions as Systems Engineer and Lead Technician bring much value and expertise to the Fairoaks IT Team.

Samuel Richardson
Technical Support Specialist

Sam became a member of our team in in April 2025. His experience providing technical support and troubleshooting to resolve hardware, software and network issues is beneficial to his new role at Fairoaks IT. For many years he has provided outstanding customer service interactions using his technical ability combined with verbal, listening, and written communication skills. Sam has previous experience in the Marine Biology field conducting surveys, charting and measuring the ocean floor. The attention to detail, analysis and documentation needed for these studies is an enormous benefit which carries over to the IT industry.

Michael Audi
Service Manager

Michael joined Fairoaks IT in June of 2020. Before joining our team, he worked with a small private IT company developing his skills for our enterprise level client services. In his free time, you can find him outside tending to his garden or just enjoying the breeze.

John Ferrara
Client Success Manager

John became a member of Fairoaks IT in October 2022.  He has 8+ years developing strategies and processes that deliver consistent customer service satisfaction through all phases of the customer lifecycle.  He utilizes data research and customer feedback to identify and understand his client’s needs and challenges to design effective solutions.

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.

Colleen Carey
Office Assistant

Colleen became a member of the Fairoaks IT Team in December 2021. She brings over 15 years of business experience in the Facilities & Real Estate industries. In her free time, she enjoys camping, hiking, and kayaking the New England area. When at home she spends time playing games, listening to records, and doing archery.

Ariel Christenson
Purchasing and Distribution Assistant

Ariel joined the Fairoaks IT Team in August 2023.  She has experience in distribution and logistics for a variety of products and services.  Ariel is very customer focused and enjoys developing and improving processes for maximum efficiency and continuous improvement.