He continued private organ studies with Russ Caifano while in college and began sending out resumes to area teams who may have been in need of an organist.
[7] On August 28, 2017, Pressy tweeted: Big homestand starts tonight, but special night as it's my 2500th consecutive game as organist at WF.
The streak would surpass Baltimore Orioles’ Cal Ripken Jr.'s Hall of Fame consecutive games-played on the field (2,632).
[10] Others include Ozzy Osbourne, who Pressy still says to this day he [Ozzy] “sang it backwards … but he did sing at the end: "let’s get some runs!”, and Vin Scully: “He nailed it.”[2][5] Pressy, an avid baseball fan himself, knows the game inside and out: “I’ll know when a batter has three balls on him and the next pitch could be a walk, so you are going to need to play a walking song.
There are a lot of rules that you have to follow.” For 26 years, Pressy would play specifically assigned “walk-up” music for each player, saying: “it was fun to choose songs based on a player's number, their names or their hometowns.”[2] When the Cubs retired catcher Buster Posey, Pressy played the theme to Ghostbusters.
[11] For pitcher Tom Gorzelanny, Pressy performed the Marist High School’s fight song whenever he entered the game.
Pressy adapted to the new format by updating his repertoire to include such artists as Lady Gaga, Bruno Mars, Katy Perry, etc.
Pressy awards fans with the one-of-a-kind prize who answer trivia questions correctly on his Twitter account during games.