He played Division 1 baseball at George Washington University[1] and continued in his professional career in Belgium, Israel, Australia and the Netherlands.
In 2007, he pitched a no-hitter in his first professional start in Belgium and then moved on to the inaugural season of the Israel Baseball League, the first-ever pro baseball league in the Middle East, while pitching for the Netanya Tigers in Israel.
He was named to the North All-Star team as a pitcher, and ended up hitting .318 as a designated hitter during the 2nd half of the season.
Prinstein, known as Boomer to teammates, played winter ball in Adelaide, Australia for Southern Districts in the South Australia Baseball League, where he was a team-mate of Adam Crabb, a fellow IBL All-Star for Tel Aviv Lightning in 2007.
In the 2009/2010 winter months, Prinstein pitched for the West Stirling Indians in the Western Australian state league competition, with stats of 11 starts, 9 losses, 1 win and 1 no decision.