James Osgood, II '85
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James Osgood, II '85
Inducted Fall 2024
Jim Osgood graduated from the Academy in 1985. While at FA, he was a four-year member of the football and basketball teams and played three years of baseball, earning eight varsity letters. During his senior year, Jim was captain of both the football and basketball teams. Always one of the first to rally classmates to promote Raider Pride, his classmates selected Jim as the member of ‘85 with “Most School Spirit” in the yearbook superlatives.
Jim was also a member of the National Honor Society, Student Council (Class President, three years), Varsity Club (founding member and president), and Yearbook. He was selected as the Boys' state alternate, and at graduation, Jim received the Erickson Award. Following graduation, he attended Bryant College and the University of Southern Maine, where he earned his associate’s degree in business.
He married Andrea Smith Osgood ’86 and raised his family in Fryeburg, where he became an integral part of the community, specifically in youth sports and Fryeburg Academy. As his family grew, he coached for ten years for Fryeburg Recreation –girls’ and boys’ basketball, baseball, and t-ball; spent 20 years on the Fryeburg Recreation Board (four years as president of this board); 20 years on the Fryeburg Academy Alumni Board, (served as president from 2001 - 2003); and three years coaching AAU Basketball for middle school-age athletes. He also served as the JV girls’ basketball coach at FA.
Jim has served on many committees and volunteered time for community projects, including the Vincent Manoriti Memorial Baseball Field, clearing land for the Fryeburg Rec Field of Dreams, and the Fryeburg Rec Golf Tournament.
In 1987, he began working for the family business, Fryeburg Osgood Brothers, before starting Osgood’s of Ossipee in 1995. He sold the business in 2007 but continues to manage it.
Jim’s three children, Vincent ’07, Cody ‘09, and Lakyn ’12, are all Academy graduates. He enjoys woodworking projects and spending time with his kids and eight grandchildren.