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| 09/15/1998 | | | Fall tour dates announced; tickets on sale various Saturday mornings in October | |  |
| 09/30/1998 | | | first newsgroup rumors of Tim at "most shows" | |  |
| 10/05/1998 | | | survey posted to dmband.com about potential fan club | |  |
| 10/06/1998 | | | MTV News reports: * - 10.8.98 and 10.12.98 canceled due to the passing of Carter's mother (the band still plays 3 Free Jazz Festivals) * - Tim confirms he will join the tour at least through Thanksgiving | |  |
| 10/26/1998 | Link | Coors Amphitheatre, Chula Vista, CA | * - DMB Fall Tour Opener (opening song: Tripping Billies) * - Greg Howard guests on Warehouse, Don't Drink the Water, Typical Situation, For the Beauty of Wynona, and All Along the Watchtower * - Deed is Done tease is last reference at full-band show * - For the Beauty of Wynona remains the longest version to date at 8:34 (see List) | |  |
| 10/27/1998 | Link | Great Western Forum, Inglewood, CA | * - Greg Howard guests on Don't Drink the Water, Warehouse, Minarets, and Rhyme & Reason * - only performance of The Song that Jane Likes on the tour | |  |
| 10/29/1998 | Link | San Jose Arena, San Jose, CA | * - Greg Howard guests on Warehouse » Minarets, and The Dreaming Tree » Don't Drink the Water * - Lover Lay Down released on Warehouse 7 Vol. 2 / Warehouse 10 Vol. 2 | |  |
| 10/30/1998 | Link | ARCO Arena, Sacramento, CA | * - Greg Howard guests on the entire show | |  |
| 10/31/1998 | Link | The Arena in Oakland, Oakland, CA | * - Greg Howard guests on the entire show * - Joshua Redman guests on I'll Back You Up & Jimi Thing * - I'll Back You Up played at a full band show for the first time since 11.16.96 * - full show released as Live Trax Vol. 39 on 11.4.16 |  |  |
| 11/02/1998 | | | DMB announcement e-mail of the first DMB webcast on 12.19.98 from Chicago | |  |
| 11/02/1998 | Link | BSU Pavilion (Boise State University), Boise, ID | * - last show played in Idaho until 2010 * - full show released as Live Trax Vol. 53 on 9.1.20 |  |  |
| 11/03/1998 | | | The Rolling Stones' live album No Security is released including Memory Motel that featured Dave on vocals from 7.5.98 |  |  |
| 11/03/1998 | Link | Rose Garden Arena, Portland, OR | | |  |
| 11/04/1998 | Link | Tacoma Dome, Tacoma, WA | * - first time The Last Stop had been played as an opener * - only performance of One Sweet World on the tour | |  |
| 11/05/1998 | Link | Pacific Coliseum, Vancouver, BC, CAN | * - only show at this venue | |  |
| 11/07/1998 | Link | Skyreach Centre, Edmonton, AB, CAN | * - last show played in Edmonton * - no fan recording of this show exists (see List)
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| 11/09/1998 | Link | Canadian Airlines Saddledome, Calgary, AB, CAN | * - last show played in Calgary * - Proudest Monkey played full band for the first time since 7.10.96 | |  |
| 11/11/1998 | Link | Winnipeg Arena, Winnipeg, MB, CAN | * - last show played in Winnipeg * - no fan recording of this show exists | |  |
| 11/14/1998 | Link | Corel Centre, Ottawa, ON, CAN | | |  |
| 11/16/1998 | Link | Le Centre Molson, Montreal, QC, CAN | | |  |
| 11/17/1998 | Link | Maple Leaf Gardens, Toronto, ON, CAN | | |  |
| 11/19/1998 | Link | Van Andel Arena, Grand Rapids, MI | * - Béla Fleck guests on Don't Drink the Water, Minarets » Typical Situation * - Minarets remains the longest version to date at 13:33 | |  |
| 11/20/1998 | Link | Rupp Arena, Lexington, KY | * - Béla Fleck guests on The Last Stop, Lie In Our Graves, Crash into Me, Don't Drink the Water & Two Step * - at the time (since surpassed) was the longest Two Step at 18:15 by over 4 minutes passing 6.6.97 | |  |
| 11/21/1998 | Link | The Crown, Cincinnati, OH | * - Béla Fleck guests on Don't Drink the Water, Lie in Our Graves, The Last Stop & Spoon, and #41* - Jeff Coffin, Victor Wooten & Futureman also guest on #41 * - only performance of Spoon on the tour also remains the longest version to date at 8:47 * - at the time (since surpassed) #41 was the longest song in DMB history at 27:28 surpassing Jimi Thing from 3.23.93 at 22:00 | |  |
| 11/28/1998 | Link | Greensboro Coliseum, Greensboro, NC | * - only show on tour without Tim Reynolds * - Butch Taylor guests on the entire show * - Béla Fleck guests on Crash into Me, Lie in Our Graves, Don't Drink the Water, #41, and Two Step * - Jeff Coffin also guests on #41
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| 11/30/1998 | Link | First Union Center, Philadelphia, PA | * - Béla Fleck guests on The Last Stop, Don't Drink the Water, Lie in Our Graves, Crash into Me, and Two Step * - Butch Taylor guests on most of the set * - full show released as part of DMBLive series |  |  |
| 12/01/1998 | Link | First Union Center, Philadelphia, PA | * - Béla Fleck guests on Don't Drink the Water, #41, Two Step, and Tripping Billies * - Jeff Coffin also guests on #41 * - Butch Taylor guests on most of the set * - only performance of True Reflections on the tour * - first Lover Lay Down in the encore since 7.21.95
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| 12/02/1998 | Link | Madison Square Garden, New York, NY | * - Béla Fleck guests on Don't Drink the Water, Typical Situation, Crash into Me, and Two Step * - Butch Taylor guests on most of the set * - first Christmas Song at a full band show since 12.27.96 | |  |
| 12/03/1998 | Link | Madison Square Garden, New York, NY | * - Béla Fleck guests on Lie in Our Graves, Minarets, #41, The Last Stop, and Don't Drink the Water * - Jeff Coffin also guests on #41 * - Butch Taylor guests on most of the set * - Warren Haynes guests on All Along the Watchtower * - Warehouse released on Warehouse 5 Vol. 1 | |  |
| 12/04/1998 | | | The Warehouse Fan Club is officially announced and is available for sign up immediately (some members sign up the previous night at MSG) | |  |
| 12/05/1998 | Link | Pepsi Arena, Albany, NY | * - Béla Fleck guests on Don't Drink the Water, Two Step, The Last Stop, Recently, and Crash into Me * - Butch Taylor guests on most of the set | |  |
| 12/06/1998 | | | First half of the Dave & Tim tour is announced (through 2.20.99) with tickets on sale as soon as the next day at campuses with student IDs | |  |
| 12/07/1998 | Link | Worcester's Centrum Centre, Worcester, MA | * - Béla Fleck guests on Recently, Crash into Me, Don't Drink the Water, Two Step, and Lie in Our Graves * - Butch Taylor guests on most of the set * - Holiday encore (5th ever - first since 3.1.94) * - Crush released on Warehouse 5 Vol. 1 * - first Linus and Lucy | |  |
| 12/08/1998 | Link | Worcester's Centrum Centre, Worcester, MA | * - Béla Fleck guests on Don't Drink the Water, #41, and The Last Stop * - Jeff Coffin also guests on #41 * - Butch Taylor guests on most of the set * - The Last Stop remains the longest version to date at 18:31 * - full show released as Live Trax Vol. 1 on 11.2.04 |  |  |
| 12/10/1998 | | | Dave Matthews & Tim Reynolds Live at Luther College is announced for release on 1.19.99, the tour opening date for Dave & Tim |  |  |
| 12/10/1998 | Link | The Palace of Auburn Hills, Auburn Hills, MI | * - Say Goodbye released on Warehouse 5 Vol. 1 | |  |
| 12/11/1998 | Link | Kohl Center (University of Wisconsin–Madison), Madison, WI | * - #40 tease is first confirmed reference since 5.14.95 * - Two Step released on Warehouse 5 Vol. 1 | |  |
| 12/13/1998 | Link | Target Center, Minneapolis, MN | * - Rapunzel trainwreck remains longest performance to date at 10:14 | |  |
| 12/14/1998 | Link | Bradley Center, Milwaukee, WI | | |  |
| 12/15/1998 | Link | Assembly Hall (University of Illinois Urbana–Champaign), Champaign, IL | * - Holiday encore * - only performance of Granny on the tour * - only show of the tour without Rapunzel | |  |
| 12/17/1998 | Link | James H. Hilton Coliseum (Iowa State University of Science and Technology), Ames, IA | * - Maceo Parker guests on What Would You Say * - The Maker played full band at a confirmed DMB show for the first time since 4.2.1993 | |  |
| 12/18/1998 | Link | The MARK of the Quad Cities, Moline, IL | * - Maceo Parker guests on What Would You Say | |  |
| 12/19/1998 | Link | United Center, Chicago, IL | * - this was DMB's first full concert webcast * - Victor Wooten guests on #41 and The Maker * - Maceo Parker guests on What Would You Say * - Mitch Rutman also guests on The Maker * - full show released as Live in Chicago 12.19.98 at the United Center on 10.23.01 |  |  |