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STG named awards are created by donors in honor or in memory of a person, family, or organization. Established and funded by individuals, companies, civic groups and foundations, these awards – like all STG awards – benefit Staples High School graduates with demonstrated financial need.  Some awards are established by their donors to be directed towards students with specific accomplishments, interests, or academic pursuits.  Named awards are either endowed to fund grants in perpetuity, or funded annually with an initial minimum commitment of 4 years.

The below list of awards (listed alphabetically by last name) is a testament to the people, stories, and history of the incredible Westport community we call home.

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Frank Reagan Memorial Award

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Frank Reagan Memorial Award

Frank Reagan began his career in journalism before starting a public relations firm in Stamford. Eventually he returned to his first love, news writing. He and his wife Rita were 40-year residents of Westport, and they raised three daughters here. All were Staples and college graduates. Their youngest was a recipient of Staples Tuition Grants.

Timari R. Rivera Memorial Scholarship Award

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Timari R. Rivera Memorial Scholarship Award

Timari Rivera was set to graduate Staples High School in 2021, but tragically lost his life to illness before he could realize that dream. A dedicated and passionate member of the Staples basketball program, Timari was happier cheering on his teammates than celebrating his own personal success. This “gentle giant,” was a big man with an even bigger heart, and a beloved son, brother, teammate and friend. This award was created by Timari’s basketball community to continue his legacy of kindness, sportsmanship and learning.