A Unique Event: Inter-Unit Meet the Candidates Forum
All eyes and ears were on the BOE candidates at the highly anticipated and well attended first Inter-Unit Meet the Candidates Forum. With retired Twin Towers Principal Mr. Gordon Dean moderating, the community saw first hand what leadership should look like. This wasn’t just a Q&A session; it was the culmination of a year where district employees wanted to send a clear, resounding message: We are stakeholders, we are partners, and our voices matter.
The takeaway from Caraballo, Williams, and Randolph’s answers is that they consistently remained true to their platform of integrity in leadership and excellence in education. The first job is to restore stability and transparency to the board by ensuring that proper governance is followed. Restoring this paves the way for a better partnership with the administration during what may be a challenging time for future school budgets. This will then help in assuring fiscal stability that may protect the programs that took decades to grow and have proven to result in positive student experiences. Finally, they know how important it is to support a safe and healthy environment for the educators and staff who are there for our children every day. These candidates understand that honest dialogue isn't a one-way street; it requires the humility to step back, hear the concerns of the frontline staff, and act with intention.
They are proudly endorsed by 1199 SEIU and CSEA and are supported and powered by a tireless group of volunteers and neighbors. Their campaign is a testament to the message that our collective community matters more than special interests. Deymiss Caraballo, Freddie Williams, and Terry Randolph proved they aren't just ready to serve; they are ready to lead.
On May 19, we have a choice. We can return to the chaos of the status quo, or we can elect trustees who will prioritize transparency, safety, and accountability every single day of their term and not just at election time. The future of our district is in your hands. Let’s bring integrity back to the Board.
VOTE: 1-Caraballo, 4-Williams, 5-Randolph
Posted: May 14, 2026
Community Day at the Washington Heights Firehouse
The candidates attended Community Day at the Washington Heights Firehouse. Candidates had conversations with community members. There were many questions asked and answered, supporters also had in hand, early voter applications for those voters who prefer to vote early.
With plenty to eat, games and activities for the kids, and music, it was a great time for all who attended.
Posted May 10, 2026
Last Night at Meet the Candidates Night
Last night at the Meet the Candidates Night at Middletown High School, the candidates had an opportunity to speak to the public. While listening to each speak about themselves and their vision, there is a realization that the differences between Caraballo, Randolph, and Williams is what gives them their strength as a team. Their different life experiences pours into their approach to making decisions and actions which they will use as board trustees. The qualities they have in common are authenticity, passion, and honesty. Meet them at Community Day at the Washington Heights Fire department.
Posted May 5, 2026
Today is the Last Day to Register for this Election
Before you can vote, you must be registered to vote. The only way to be able to vote for this election is to turn in a voter registration form to the school district clerk in person today, May 5th between 12-4pm. The Board of Registration will be at the Middletown Board of Education office at 223 Wisner Ave, Middletown helping individuals entitled to vote in district elections to get registered. But first check if are already registered.
Voter Status Lookup
Voter Registration Form
Formulario de registro de votantes
REMINDER: If you are voting early or absentee, mail in you applications today to give it enough time to reach the district clerk by the May 18th deadline. Postmark of May 18th does not count as on time submission.
Posted May 5, 2026
Upcoming Event: Meet the Candidates Night
Join us at the Meet the Candidates Night hosted by Middletown City School District. This an opportunity to meet and hear from the candidates.
- Date/Time: May 4th at 7pm
- Location: Middletown High School Media Center
Posted May 2, 2026
Last Chance to Register for this Election
The Board of Education election is really the most democratic where each person’s vote impacts the outcome of an election. There were times when a candidate won or lost by one vote. Before you can vote, you must be registered to vote. Typically you can go online to do that, but to vote for this election, you will need to turn in a voter registration form to the school district clerk in person. But first check if are already registered.
On Tuesday, May 5th from 12-4pm, the Board of Registration will be at the Middletown Board of Education office at 223 Wisner Ave, Middletown helping individuals entitled to vote in district elections to get registered.
Formulario de registro de votantes
Posted April 30, 2026
CSEA and SEIU Endorses Randolph, Caraballo, and Williams
It is with great excitement, we share that CSEA Local 836 Unit 7906 and SEIU 1199 have proudly endorsed Terry Randolph, Freddie Williams, and Deymiss Caraballo. Their dedication to advocating for the employees of Middletown has earned the confidence and support of the hardworking members of these powerhouse unions. Posted Aprial 28, 2026
Posted April 28, 2026
Meet the Candidates Event at the American Legion in Middletown
Yesterday, Vote Middie Pride attended the Meet the Candidates event at the American Legion in Middletown. Amidst the lively atmosphere of Zumba, food, and games the candidates spoke one on one with voters who wanted to know more about the candidates and their platform. The volunteers guided guests who were new to the process of absentee and early ballot applications and voter registration. It was not only a fun time but it was great to see everyone wanting to take part in the democratic process.
Posted April 28, 2026
On May 19th, vote for Deymiss Caraballo,Terry Randolph, and re-elect Freddie Williams for Middletown School Board Trustee
Integrity In Leadership, Excellence In Education