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 develop more predictable and sustainable benefits strategies.

Robert Alconada
Director of Finance & Operations
LABBB Collaborative
Bob Alconada serves as the Director of Finance & Operations for LABBB Educational Collaborative. His career has spanned almost 30 years in both the private sector and as a school business administrator, where he has overseen and managed all aspects of financial planning and reporting, budgeting and other business operations. Prior to joining LABBB, Bob served as Assistant Superintendent for Finance & Operations at Woburn Public Schools and as the Assistant Executive Director at Shore Educational Collaborative.
Bob graduated Magna Cum Laude from Merrimack College with a Bachelor of Arts degree in political science and earned his Master's Degree in Public Administration from Northeastern University. He currently serves as Vice President of the Board of Directors of the Massachusetts Education & Government Association (MEGA) and serves MASBO as a member of the Legislative Committee.
Susan Boisvert
Vice President
Borislow Insurance
Susan brings nearly three decades of experience in employee benefits consulting, with a strong focus on fostering partnerships within the education and independent school sector. As Vice President, Susan plays a pivotal role in developing and executing strategic benefit solutions tailored to the unique needs of public school, independent schools, and other mission-driven organizations. Her ability to build meaningful relationships and provide innovative, client-focused strategies has made her a trusted advisor and key contributor to the firm’s success.
Susan Bottan
Director of Finance and Operations
Lincoln-Sudbury Regional School District
Susan Bottan currently serves as Interim Director of Finance and Operations for Lincoln-Sudbury Regional School District, following two decades of leadership in districts including Lexington, Reading, and Wayland. A member of the MASBO Board since 2018 and its current President, she holds undergraduate and graduate degrees in education and an MBA, reflecting a unique blend of educational and fiscal expertise.
Debra Young
Vice President
Borislow Insurance
With over 35 years of experience in municipal and public-school insurance and employee benefits, Deb brings deep industry expertise to her role. She has worked extensively on both the carrier and client sides, providing strategic guidance to large, complex organizations. Today, Deb specializes in advising clients across all aspects of employee benefits, including strategy, data analysis, plan design, funding, implementation, and communications delivering thoughtful, practical solutions grounded in her strong understanding of the public sector.
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.