Although, TSA is considered an independent school at the federal level, it still receives some payment from the state of Vermont and the town of Sharon.

When students in the first class approached 8th grade graduation, and the prospect of transferring to high school, they expressed a desire to continue their education at TSA.

Guest speakers are invited each year to talk about topics such as bullying, economic disparities within society, and racial tolerance.

Twice (in the 2008 and 2009 seasons), their undefeated boys team lost in the championship game to Black River Academy; once 1–0, and once suffering a loss in a penalty shootout, respectively.

In 2014 TSA went 14–0 in the regular season, claiming the number two seed in D-IV, but lost 2–0 to Twin Valley in the championship game.