Pre-1996 | 1996 | 1997 | 1998 | 1999 | 2000 | 2001 | 2002 | 2003 | 2004 | 2005 | 2006 | 2007 | 2008 | 2009 | 2010 | 2011 | 2012 | 2013 | 2014 | 2015 | 2016 | 2017 | 2018 | 2019 | 2020 | 2021 | 2022 | LYRICS | ALBUMS+
| DATE | VENUE | CITY | STATE |
| 02-15-1999 | Radio Cafe | Nashville | TN |
| 03-24-1999 | Pabst Theater | Milwaukee | WI |
| 04-13-1999 | The Patio | Indianapolis | IN |
| 04-30-1999 | Lynagh's | Lexington | KY |
| 05-20-1999 | Ranch Bowl | Omaha | NE |
| 05-28-1999 | Strawberry Music Festival | Yosemite | CA |
| 05-29-1999 | Strawberry Music Festival | Yosemite | CA |
| 05-30-1999 | Angel's Camp | Calveras County | CA |
| 06-20-1999 | Linn Park | Birmingham | AL |
| 07-25-1999 | KPIG Studio | Santa Cruz | CA |
| 08-13-1999 | WRVG-FM Studio | Georgetown | KY |
| 08-13-1999 | HF Sidebar | Frankfort | KY |
| 08-22-1999 | Undetermined | Denver | CO |
| 08-27-1999 | Twice Told Coffee House | Lexington | KY |
| 08-29-1999 | Hoosierfest | Bloomington | IN |
| 09-02-1999 | Gypsy Tea Room | Dallas | TX |
| 09-03-1999 | Mucky Duck | Houston | TX |
| 09-04-1999 | The Backyard | Austin | TX |
| 10-01-1999 | Shank Hall | Milwaukee | WI |
| 10-15-1999 | Maxwell's | Hoboken | NJ |
| 11-05-1999 | The Fillmore | San Francisco | CA |
| 11-06-1999 | The Fillmore | San Francisco | CA |
| 11-13-1999 | Blue Note | Cincinnati | OH |
| 11-28-1999 | Ranch Bowl | Omaha | NE |
| 12-04-1999 | Twice Told Coffee House | Louisville | KY |