Congratulations to Chesand Gregory, Former TCPS Teacher | Town Centre Private School Markham

Congratulations to Chesand Gregory, Former TCPS Teacher

We are so excited to spotlight a former TCPS teacher who has become an award-winning author and entrepreneur. Ms. Chesand Gregory has written a new book, “Did Santa Wear A Mask? A Christmas Adventure with the JAG Brothers,” which launched virtually in November 2021. The book was inspired by her young son’s curiosity and questions about the COVID-19 pandemic. Chesand’s two sons, nicknamed the JAG Brothers, are the heroes in the story as they help Santa solve a big problem during the pandemic. Chesand is a passionate activist for children’s rights. As an educator, she supports organizations like the Helping Hands Jamaica Foundation to build schools in rural communities in Jamaica, and the Toronto Foundation for Student Success in Canada which provides educational support for children in need. Through her book, Chesand shares the message of the importance of teamwork, cooperation and problem-solving while empowering children’s individuality and diversity. In recognition of her achievements, Chesand was awarded the Mom’s Choice Gold Award which honours excellence in family-friendly products.

We are very proud of Chesand and invite you to help us celebrate her success!

For more information, visit or @themarvelouschessiglori on Instagram. Video book trailer Link:


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With 2 campuses in Markham, Town Centre Private Schools (TCPS) is a leading private school in the Greater Toronto Area, drawing students from York Region, the City of Toronto and Durham Region.  TCPS is easily accessible by York Region and Toronto Public transit and the 407, 401 and 400 series highways.

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