This school opened over 50 years ago and has produced tens of thousands of alumni, but in that time, a few have excelled in the world, representing this school in all their future endeavors.
Myles Frost, a 2017 graduate and a standout in a capella and theater while attending. After graduating from high school, Frost went on to attend Belmont University, where he studied music technology for two years. He transferred from Belmont to Bowie State University as an audio engineering major, but ultimately left school early when he was cast as Michael Jackson in the Broadway production “MJ the Musical.”
Frost earned the attention of the Broadway producers after a video of Frost performing the song “Billie Jean” at this school’s TNL event resurfaced online, earning him an audition where he ultimately won the part. Frost’s performance in the production was revered by critics and audiences alike. In 2022, Frost won the Tony Award for best actor in a musical at 22 years old, being the youngest to win the award. Frost left the production in 2023 and is now focusing on his music career. “Right when I walked in, I could tell that he not only had talent but had the work ethic and drive to become famous,” chorus teacher Keith Schwartz said.
Another notable alumna is 2012 graduate Hayley Skarupa. Skarupa played under-19 hockey for the Washington Pride of the Junior Women’s hockey league in her junior and senior years of high school. After graduating, Skarupa attended Boston College on a full athletic scholarship. During her four seasons in the NCAA, Skarupa had 115 goals and 129 assists, becoming the second-highest scoring hockey player in Boston College history. In the 2018 Winter Olympics, Skarupa played on the United States women’s team that won the gold medal. After her playing career ended in 2023, Skarupa spent time working with the Capitals as a hockey ambassador, then got a job as the head scout of the U.S Women’s National team in late 2023. “Wootton’s teachers and staff, and its culture, revolve around excellence. I was challenged every day at Wootton and I’m convinced that Wootton is a big part of why I never settle for anything less than the highest standard,” Skarupa said.
The athletic success of alumni doesn’t stop there. Mack Hollins graduated from this school as a member of the Class of 2011 and was a standout in both football and lacrosse. After receiving no football offers out of high school, Hollins attended Fork Union Military Academy in Virginia, and, after a standout freshman year, Hollins received several college offers, including a walk-on opportunity from the University of North Carolina. After not playing much his first season, Hollins put up a dominant three-season stretch, totaling over 1,600 yards and 20 touchdowns, which was enough to get him drafted 118th overall to the Eagles in 2017. After two seasons with the Eagles, including their 2018 Super Bowl season, where he mostly served as a special teams player, Hollins was traded to the Dolphins, where he played for three seasons. In 2022, Hollins was signed by the Raiders, where he spent one season. Since then, Hollins has had two one-year stints with the Falcons in 2023 and the Bills in 2024. Now a member of the Patriots, Hollins is putting up a solid season with 440 yards and two touchdowns, with three games to go.
One last set of prominent alumni is the band O.A.R. Members Marc Roberge and Chris Culos grew up as childhood friends since elementary school, then connected with members Richard On in middle school and Benj Gershham in high school. They formed the core band in 1996 while attending this school. Jerry DePizzo was the last member to join, after meeting the core members in 2000 at Ohio State University. The band took off in 2005 after they released hits like “Love and Memories” and “Lay Down.” 30 years after their first gig, the band is still going strong with over a million monthly streams on Spotify. “I love listening to O.A.R. and knowing it’s a local band that met at our school makes it even more special,” junior Henry Jacobs said.
