FY26 A.I. Break Free from Chaos
Break Free from Chaos: Your Path to Predictable Health Insurance Costs
If rising premiums and ongoing uncertainty have felt overwhelming, you’re not alone. This session offers a supportive look at why it’s important to thoughtfully address this year’s cost increases and how doing so can create more stability for your organization. You’ll hear from MASBO colleagues who have walked this path and are willing to share the practical approaches and real experiences that helped them move forward with confidence. We’ll also explore how Borislow Insurance partners with municipalities and school districts to bring clarity, reduce stress, and build a more predictable and sustainable benefits strategy.


Robert Alconada
Director of Finance & Operations
LABBB Collaborative
Susan Boisvert
Vice President
Borislow Insurance
With each boasting over 30 years of experience, Susan and Deb are seasoned professionals committed to delivering strategic benefits planning to clients. Both Susan and Deb bring forth distinctive solutions tailored for employers. Their unwavering dedication to enhancing savings and achieving superior outcomes establishes a clear trajectory for the future. Their extensive knowledge and expertise enable them to thoroughly comprehend and address the specific needs of each client.

Rebecca (Becky) Pellegrino
Assistant Superintendent of Finance
The Public Schools of Northborough and Southborough
Debra Young
Vice President of Sales
Borislow Insurance
Kirsteen Patterson (Moderator)
Director of Finance and Operations
Wayland Public Schools
Kirsteen serves as the Director of Finance and Operations at Lincoln-Sudbury Regional School District, overseeing the district's financial planning, budgeting, and operational functions. With a strong background in public school administration, Kirsteen ensures fiscal responsibility while driving initiatives that support student achievement and district goals. Kirsteen is dedicated to fostering transparent communication, streamlining processes, and implementing innovative solutions to optimize resources and enhance operational efficiency.