Cressey got the job in 2010 when he was at a special preview night for the Padres and the owners were discussing having "throwback" Thursday games with live organ music.[3] They disclosed they had no organ player in mind and Cressey introduced himself and persisted in suggesting himself until he got an audition and got the gig.[3][4] He began by playing just Thursday games, but now plays day games and Sunday games.[4]
Cressey plays keyboards in the San Diego–based band The Mighty Untouchables.[5] He has recorded one solo album in 2017, Cali Native, with 20 local musicians.[6][7] He has played music for video games including MLB 14 The Show, writing both original songs and other audio cues for the game.[3]