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The Maine Principals’ Association (MPA) is pleased to announce that Phillip Rossetti Assistant Principal of Windham High School, has been named Maine’s NASSP Assistant Principal of the Year. He will be honored by the MPA at its annual awards banquet at the Spring Conference on April 29, 2022, at the Samoset Resort in Rockport, Maine.

Mr. Rossetti has received this award based on strong commitment for connecting the community with the school. His leadership style is authentic, and he prides himself on building relationships with students, staff and the community at large.  One of his priorities is ensuring that all students at Windham High School receive an education that is equitable and challenging.

In announcing Mr. Rossetti’s selection as 2022 Maine’s NASSP Assistant Principal of the Year, MPA Executive Director, Dr. Holly Blair, noted, “The MPA is pleased to recognize Phillip Rossetti as the MPA/NASSP Assistant Principal of the Year. He is a sincere and genuine assistant principal. He is a strong advocate for restorative justice and works closely with staff to engage outside experts in order to best meet the needs of all students.  His ability to provide students with leadership opportunities make him exceptionally respected by the Windham High School community.”

Mr. Rossetti earned his Bachelor of Science Degree in Education from Plymouth State College in 1996 and then graduated with his Masters in Educational Leadership from St. Joseph’s College in 2017.

Mr. Rossetti started his educational career as a social studies teacher at Windham High School in 1996.  In 2015, Mr. Rossetti became the Assistant Principal of South Portland High School before returning to Windham High School 2016 where he continues to serve as Assistant Principal.


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