The group began under the name, Bobby Broom and the Big Deal Trio, and included then-electric bassist Dennis Carroll and drummer, George Fludas.

In 2000 Broom reconfigured the group, adding Dennis Carroll's upright bass and changing drummers to Dana Hall.

However, in 1997 the Trio had begun another regular weekly engagement, every Tuesday at Pete Miller's Steak House in Evanston, IL.

The weekly gig at Pete Miller's not only developed Broom's following, but it also helped to hone the group's sound and chemistry, and was a laboratory and springboard for many of their recordings during that period.

Most recently with The Bobby Broom Keyed Up Quartet and for a special project with the Chicago Jazz Orchestra plus strings.