Webster Five appoints Michael Reid as the Bank’s next CFO and Treasurer

July 2025 – Following the promotion of Brian Westerlind to President and CEO of Webster Five, the Bank selected S&W to manage the executive search and selection process for their next CFO & Treasurer.

The bank was seeking a talented financial executive to serve as a strategic partner to the CEO and champion bank wide strategy. Michael Reid was selected by Webster Five following a 14 year career with Enterprise Bank & Trust where he served as Senior Finance Manager, SVP. Responsible for the ALM program, Fixed Income Portfolio, budgeting and financing, Michael was a critical and trusted leader within the finance division. He looks forward to developing and implementing innovative bank-wide strategy to help further Webster Five’s strategic goals.

The Webster Five engagement was managed by Julia Crouter, Consultant, and Carll Wilkinson, President & CEO.

About Webster Five

Webster Five is a leading community bank committed to providing a seamless and convenient banking experience to customers across Massachusetts and Northeast Connecticut. Operating 7 branches in Central Massachusetts, Webster Five is an independent bank with a mutual capital structure, meaning no shareholders, and a mandate is to operate for the benefit of its customers. The Bank’s primary business is driving deposit growth through new and existing customer relationships and using these funds to make loans to businesses and consumers. Webster Five has total assets of $1.3B and growing rapidly, with capital strength and earnings performance significantly superior to peers.

About Smith & Wilkinson 

For over 25 years, Smith & Wilkinson has been a trusted executive search and talent advisory partner.  Our Financial Services team serves banks, credit unions, service providers, associations, nonbank lenders, financial technology companies, community and economic development organizations, and government-sponsored enterprises in attracting, promoting, and retaining senior leaders who drive long-term business success. 

Our financial services executive search work includes Board, C-suite, and Director level engagements across executive leadership, strategy, risk, finance, operations, lending, technology, and wealth management, and more.  With industry-leading market insight and a consultative approach, we provide both clients and candidates with exceptional visibility into today’s evolving talent landscape. 

Looking to fill a leadership role similar to this position?  Please contact us to learn more about partnering with Smith & Wilkinson’s Financial Services executive search team to attract, promote, and retain the talent your organization needs to grow and compete.