Stropp grew up in a military family, living in many different cities and states. He found solace in athletics and attended Suitland High School, where he played football, basketball, and baseball.
The Maryland alum earned All-Metropolitan honors as a shortstop. His accomplishments and successes earned him interest from many universities.
"I wanted to play baseball and I had a scholarship offer from Maryland," Stropp said, although attending North Carolina was tempting. "I chose Maryland because that's where the ball players go."
Stropp played alongside Maryland Athletics Hall of Famer Tom Bradley. People like Bradley and the diversity of the team's student-athletes were important to Stropp and his decision to become a Terp.
"I liked the diversity of people coming in," Stropp said. "We had a lot of people from Pennsylvania, New Jersey and New York. It was especially prevalent in Maryland's sports. That was a great experience for me."