Cadogan excelled in football at Portsmouth High School assisting the Trojans to multiple playoff appearances.

Cadogan was a four-sport star at Portsmouth High School, lettering in football, track, swimming, and basketball.

After redshirting his freshman (2004) season, Cadogan worked his way to second on the depth chart at left tackle behind future first-round draft pick, Levi Brown in 2005.

[12] He was promoted to the active roster during 2011 training camp,[13] and appeared in the Stamps’ first preseason game versus the BC Lions on June 15, 2011.

In July 2019, he was named the first-ever swimming coach at Shawnee State University, a NAIA school in Portsmouth.

[1] He began singing in the church choir at age four, and learned to play a slew of instruments in his youth, including the trumpet, trombone, piano, guitar, drums, oboe, and the euphonium.

Cadogan played trumpet with his high school marching band, often while still wearing his football uniform during halftime shows.

He also sang the national anthem a cappella at a 2008 State College campaign rally for presidential candidate Barack Obama.