Supporting Strategies | Western Massachusetts

Supporting Strategies provides outsourced bookkeeping services, controller services and operational support to growing businesses.

Western Massachusetts Team

John Gleason

John Gleason

Managing Director
(617) 714-2085
[email protected]

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John is a business development and management expert who has taken every opportunity in his 30-year career to shore up the success of up-and-coming businesses. A critical thinker and problem solver, he's happiest helping a company reach its stride — whether it's his own initiative, a client's struggling startup or a niche operation he's discussing with a colleague at a gathering of USA 500. John cofounded the $14 million printing firm Bay State Press in 1988 and sold the company 10 years later to start Gleason Consulting, which he led for 16 years. He also served in executive leadership roles with a national investment banking intermediary headquartered in Manhattan. In 2015, recognizing a gap in operational support for local businesses, he launched his first Supporting Strategies franchise to offer bookkeeping and controller services in 2015. He has now grown to own and operate 5 locations. John holds a Management Accounting Certificate from Cornell University, studied Economics at UMass Boston and completed professional courses in Graphic Arts at Northeastern University. He is also a member of the USA 500, ProVisors and local chamber of commerce. Outside of work, he enjoys traveling, reading, motorcycling and fitness training.

Delivering Expert Bookkeeping and Controller Services in Springfield and Chicopee Areas



At Supporting Strategies | Western Massachusetts, we provide a full suite of outsourced bookkeeping and controller services. Clients count on us for assistance with expenses and accounts payable, revenue and accounts receivable, financials, planning and analysis, and human resources and payroll.

In addition to using best-in-class technology, we have a solid team of experienced bookkeeping and controller professionals. Our team members have an average of 15 years of industry experience. They typically have at minimum a bachelor’s degree in accounting or a related discipline, and many hold an advanced degree and/or CPA designation. Each client works with a team of at least two bookkeeping and controller services professionals who get to know their clients well.

Supporting Strategies | Western Massachusetts is a member of the USA500, which has a club in Springfield, and the Better Business Bureau.

Supporting Local Industries With Bookkeeping and Controller Services Throughout the Pioneer Valley

Western Massachusetts is beloved for its outdoor activities, from skiing, apple and blueberry picking, and leaf peeping to boating, cycling and hiking. Classical music performances at Tanglewood are a mainstay of each summer, as is The Eastern States Exposition (“The Big E”) each September. Visitors also travel from miles around to visit the Naismith Memorial Basketball Hall of Fame and the MGM Springfield casino and resort.

Manufacturing — car parts, shoes, agriculture and more — historically formed the foundation of the Western Massachusetts economy. Recent years have seen the emergence of companies in spaces such as biotechnology, distribution and aircraft parts manufacturing. Supporting Strategies | Western Massachusetts provides bookkeeping and controller services to businesses in these and other industries, such as property management, throughout the Pioneer Valley, including Springfield and Chicopee as well as Agawam, Amherst, Holyoke, Northampton, Pittsfield, West Springfield and Westfield.

Ready to learn how you can strengthen your business with bookkeeping and controller services? Schedule your FREE Consultation with Supporting Strategies | Western MA today.

Move Your Business Forward: Get Started Today

Ready to learn how you can strengthen your business with bookkeeping and controller services?

Frequently Asked Questions

A: Supporting Strategies provides a full suite of bookkeeping services and operational support to businesses across a wide range of industries.

A: Supporting Strategies works with many clients who are new to using outsourced bookkeeping services. Many of our clients previously had a bookkeeper on-site. With outsourced bookkeeping, they benefit from our high-level expertise and efficient processes while saving on office space and employee costs. Plus, Supporting Strategies' team-based workflow model ensures checks and balances are always in place, minimizing the likelihood of errors.

A: Supporting Strategies provides a full range of bookkeeping services, including revenue and accounts receivable; expenses and accounts payable; HR and payroll; day-to-day bookkeeping and month-end close; and financials, planning and analysis.

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