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The Yankee Express

Webster Five CEO to retire

Webster Five announced that Don Doyle will retire on July 1, 2025 from his role as President and CEO of the community Bank after 20 years with the company, nine of which have been at the helm. Brian Westerlind, Worcester native and current COO/CFO, has been approved by the Board of Directors and will take over the role upon Doyle’s retirement. 
Doyle has been a fixture in the Worcester banking industry for 40 years, having started his career at Mechanics Bank in Worcester in 1985. The foundation of his leadership philosophy has always been to find a way to meet the Bank’s business goals, while positively impacting the community.  
During his tenure at Webster Five, Doyle focused the institution on technological advancements and progressive practices to enhance the customer/employee experience and take the company’s growth to the next level. While weathering the COVID-19 pandemic, he initiated the construction of a new Auburn-based headquarters. In addition, under Doyle’s leadership, the Webster Five Foundation has annually awarded hundreds of thousands of dollars in grants to local nonprofits. 
 “It has been a great honor to spend the second half of my career at Webster Five,” said Doyle. “This is not a job that can be done alone, and I am lucky to have worked alongside some of the most dedicated, innovative and passionate professionals in the industry. Together we have achieved remarkable results, and I am excited to see Brian continue Webster Five’s growth and success journey.” 
 Westerlind joined Webster Five in 2010 as Chief Financial Officer, has over 20 years’ experience in the banking industry and was recently promoted into the role of Chief Operating Officer. Overseeing a multitude of departments and functions in his current role, Westerlind is well poised to take this next step in his leadership journey with the financial institution. Having worked alongside Doyle on the Leadership Team during his entire Webster Five tenure, Westerlind has played a significant role in steering the Bank’s overall vision, significantly contributing to the organization’s overall success and growth. 
“We have made great strides under Don’s leadership, and I am thankful for his partnership and collaboration during his time as President and CEO,” said Westerlind. “During this transition period we will work together to ensure a smooth changeover. I look forward to sharing my vision for Webster Five’s future and continuing to work with the Board and our employees to achieve even greater success in the years to come.” 
With over 155 years rooted in Central Massachusetts, Webster Five is a financial and civic leader in Worcester County. Westerlind holds those values close and exemplifies his own commitment to the community through leadership roles on the Boards of both the Worcester Community Action Council and the Worcester Regional Chamber of Commerce.  
“Brian’s commitment to excellence, the mission of Webster Five and the communities where we do business is testament to his selection and approval as the next President and CEO of the company,” said Stephen H. Charniak, Chairman of the Board. “The Board members of the Bank are thrilled to elevate Brian to the next level of leadership and what it means for the future of Webster Five and we thank Don for his dedication over the past two decades.”