The Ashland Public Schools community recognizes and celebrates Dr. Michael Caira as he prepares to begin a new chapter in educational leadership as the Superintendent of Schools for the Littleton Public Schools, with an anticipated start date of July 1, 2026.

For the past fourteen years, Dr. Caira has dedicated himself to the students, staff, families, and community of Ashland with unwavering integrity, compassion, and vision. Since becoming Assistant Superintendent in 2020, Mike has helped lead Ashland Public Schools through periods of growth, innovation, and transformation while always keeping students at the center of every decision.

His impact on our district is immeasurable. Dr. Caira has been instrumental in advancing curriculum, instruction, student support systems, educator development, school safety initiatives, and district-wide collaboration. His leadership as the educational architect of the David Mindess School project helped ensure that the building's design reflected the future of teaching and learning in Ashland. He also strengthened regional partnerships and mentoring opportunities for educators, helping build a strong, supportive professional culture throughout our schools.

Beyond his professional accomplishments, Mike is respected deeply for the way he leads — with humility, empathy, authenticity, and an unwavering commitment to doing what is best for children. He has built lasting relationships across our schools and community and has earned the trust and admiration of colleagues, students, families, and community partners alike.

While we are incredibly proud of Dr. Caira and excited for the Littleton community, there is no question that he will be greatly missed here in Ashland. His leadership has left a lasting mark on our district, and we are profoundly grateful for all he has given to our schools and community over the years.

Please join in congratulating Dr. Caira on this well-deserved opportunity and in wishing him continued success and fulfillment in his new role as Superintendent of Schools for the Littleton Public Schools.

The timeline and School Committee Policy regarding the initial search are as follows:

Assistant Superintendent of Curriculum, Instruction, & Assessment

Advertising and Hiring Timeline

TIMELINE

Tentative Search Schedule

Initial Search Team Members Per School Committee Policy CDB

1 School Committee Member

4 School Faculty Members

2 Building Administrators Appointed by Superintendent

1 Member from ASHPAC

1 Parent-at-Large (Interested Individuals Should Email Superintendent Adams)

1 Site Council Member

1 Central Office Administrator

1 Member from the Ashland Residents for Equity and Action (AREA)

Applications Due June 6, 2026

Paper Screening Week of June 8, 2026

1st Interviews Week of June 15, 2026

2nd Interviews Week of June 22, 2026

School Committee Interview TBD

Starting Date TBD - After July 1, 2026