This 20-piece big band performed its concert Tuesday, February 16, 1999, at the Wauwatosa East High School. The band was conducted by Donna Kummer, and the program consisted of the following:
| Title | Composer | Arranger |
| Cliff's Riff | Shelton Berg | |
| Eager Beaver | Stan Kenton | Will Hudson |
| Do Nothin' Till You Hear From Me | Duke Ellington | Jack Mason |
| Don't Get Around Much Anymore featuring Chad Lundgren on vocals |
Duke Ellington | Toots Camarata |
| My Reverie | Larry Clinton (melody based on Debussy's Reverie) | |
| 720 in the Books | Jan Savitt & Johnny Watson | Jack Mason |
| Cinderella's Waltz | Jerry Becker | |
| Sing, Sing, Sing | Louis Prima | Spud Murphy |
| I Remember Clifford | Benny Golson | Sammy Nestico |
| Ain't Misbehavin' featuring Rick Gilbertson on vocals |
Fats Waller | Jeff Jarvis |
| Some Kind a Blue | Ernie Watts | Mike Tomaro |
| Someone to Watch Over Me featuring Mary Beth Sancomb on vocals |
George & Ira Gershwin | Dave Wolpe |
| When I Fall in Love featuring Cindy Zauner on vocals |
Victor Young | Jerry Nowak |
| All of Me featuring Becky Majewski on vocals |
Seymour Simons & Gerald Marks | Lennie Niehaus |
| Nice-n-easy Blues | Bob Mintzer | |
| Lean on Me | Bill Withers | Paul Jennings |
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