Waterbury Board of Education Special Workshop - May 26, 2026

The Waterbury Board of Education held a special workshop on May 26, 2026, focused primarily on student transportation services contracts. The board reviewed and discussed service agreements with three transportation providers: Sky Transportation LLC for medically fragile and special needs students, Allstar Transportation for general student transportation, and Durham School Services for regular education students. Sky Transportation was presented as a new contract opportunity running from September 2026 to August 2031, with representatives addressing questions about their experience, fleet size, and communication capabilities. Allstar Transportation's contract, valued at approximately $71.4 million, was praised for reliable service over 20 years. Durham School Services, the current provider for regular education transportation, faced significant criticism from board members regarding service quality, punctuality, and communication issues despite a contract renewal proposal through 2031. The board emphasized the need for quarterly performance updates and accountability measures, with concerns about contract compliance and service improvements. The meeting concluded with a motion to adjourn after extensive discussion on vendor performance and expectations for future service delivery.