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ParentSquare is the way the Poughkeepsie City School District can most completely keep families and the community informed of the latest updates, alerts, programs and fun happening in each school building. It allows families to customize how they receive messages, from text messages and alerts to phone calls and emails, with an option for direct messaging district teachers and staff. Messages can also be translated to the language of your choice.

Visit the link to learn more about ParentSquare, Community Square, translating messages or to download the app.

Learn more about ParentSquare

Da’Ron Wilson has been a teacher's assistant, a teacher, a sergeant, a coach, a principal, a veteran, an administrator, a mentor and a city councilmember.
While his journey in the 33 years and roughly 130 days since graduating Poughkeepsie High School has been varied, his experiences have been guided by a philosophy:
“I am because we are,” he said.
That approach, he said, will likewise serve as a foundation in his new role, guiding a district with an increased focus and awareness on the importance of working with surrounding community groups to increase test scores, graduation rates and holistic support for families to encourage success. 
Wilson was sworn in as the district’s interim superintendent of schools Nov. 2.

Read more about Interim Superintendent Wilson

Poughkeepsie Middle School in 2025-26 enjoyed a year filled with hope, excitement and transformation, after decades in which the school has underperformed and notoriously struggled with student behavior and safety.

Students qualifying for positive behavior incentives was up. Student disciplinary referrals were down – decreased by thousands. Participation in standardized testing was nearly perfect. Teachers are optimistic that the changes may stick and students are enthusiastic about school each day and various after-school programming.

Suddenly, Poughkeepsie Middle School has a culture of expectation and accountability, which building leaders hope to use as a foundation for academic excellence.

Read about the school's transformative year here

Pursuant to Section 2-c and 2-d of the Education Law, parents and students are entitled to certain protections regarding confidential student information. The Poughkeepsie City School District is committed to safeguarding personally identifiable information from unauthorized access or disclosure as set forth in the links below.

Parent Bill of Rights

Family Educational Rights And Schools Privacy Act

Dignity for All Students Act