Jacob Siekman Quintet began playing at the local bar Mercenary. The band used to sell their CDs out of their car at the local music store. The members of Jacob Siekman Quintet met in 1994. The bassist first found his love of music by listening to his uncle's music collection.

The most current album is 's first project since the band broke up two years ago. The band has just finished their most current release, and they are already planning the next release.

Jacob Siekman Quintet’s first album did not do so well, but the second album was a hit, going gold. The group a huge draw with fan clubs in every city. Jacob Siekman Quintet talked to a DJ from Q96.9 and got their single on air. The girlfriend of a record executive heard the song and soon after Jacob Siekman Quintet was signed. The group's members all had odd jobs while they waited for their time to come.

Philadelphia has always been a haven for the group, so they are sure to schedule a performance there every time they tour. Jacob Siekman Quintet realizes that most fans like their previous songs, so they use material from previous albums and the latest album. The band’s latest tour information, from Jacob Siekman Quintet tickets to concert schedule changes to seating charts, are all available on TheSeats.com.