21st Annual New Year's Singing started performing at Diva, a college club. One of the group's members used to listen to the radio constantly as a teenager. 21st Annual New Year's Singing’s members met in 1990. The group used to sell their tapes out of their truck at the local music store.

A member of 21st Annual New Year's Singing started dating a girl whose unclewas a record executive. She passed the single on to them and the band signed a record deal soon after. The band's members all had odd jobs while they waited for their time to come. 21st Annual New Year's Singing’s first album was a dud, but the second finally got some exposure. The group plays plenty of arenas, but would rather play in the smaller venues in which they started.

The group recently completed their latest record, and they are planning the next release already. 21st Annual New Year's Singing hope this tour and the most current album attracts a whole new audience.

Every time the group comes to Chicago they are sure to stop at Attorney and play a show. 21st Annual New Year's Singing’s tickets for their latest tour are on sale on TheSeats.com, along with the schedule of all the group’s concerts.