Ross was part of the 2005 Canfield High School state runner-up football team. He later played for the John Carroll Blue Streaks and became the program's all-time leader in receptions.[1] On November 10, 2007, he was declared the John Carroll football player of the week.[2]
Ross was a scouting assistant for the New England Patriots from 2011 to 2012. He served two seasons on the coaching staff at John Carroll as a quarterbacks coach in 2013 and a special teams coordinator & running backs coach in 2014.[3]
In 2015, he rejoined the Patriots as a pro scout and was part of the Patriots' Super Bowl championship in 2017.[4] He stayed with the team until he was hired by the Indianapolis Colts as an assistant special teams coach in 2018.[5]
Ross is also known for his hair-cutting expertise and often cuts the hair of various players.[14] He later participated in a community event called, "Coach's Cuts" where he cut hair for the Star of Hope homeless center.[15]
Ross was a contestant on the November 5th, 2008 episode of the American game show Deal or No Deal. He won $14,000 in a modified "Speed Deal" version of the game.