HaHaHa, where to start. This is the reason why I like DMB, how I got started in downloading DMB, why I download so much DMB. I figure that you have the versions of LIOG from Live At Red Rocks and Live In Chicago, both of these are cool little examples. In my opinion, the little jewels to a DMB show pop up frequently in the LIOG jams so here are my top whatever because this is what I can come up with off the top of my head right now in chronological order...
1. 12/26/96 Lawrence Joel Coliseum, Winston-Salem, NC - I believe it's the first time Bela Fleck ever guested with DMB, can't confirm this
2. 6/8/97 Meadows Music Theatre, Hartford, Connecticut - the cut that caused me to fall in love with the band
3. 6/10/97 Jones Beach Amphitheatre, Wantagh, New York - similar to 6/8/97, goes with a whole group of LIOGs from June of '97
4. Fall 1998 - specifically 11/28/98 Greensboro Coliseum, Greensboro, NC - Personally my favorite cut, I've listened to this over a 100 times and still fall in love with it every time
5. 12/3/98 - MSG, NY, NY - in the fall 98 group but stands out
6. 12/7/98 - Worcester Centrum, Worcester, Massachusetts - ends the main set, awesome jam, maybe the longest I've come across
7. 9/13/00 - The Woodlands Pavilion, The Woodlands, TX - really chill jam that not only includes Bela, but I was there
, another long one that just jammed from Boyd to Bela to Butch
8. 5/19/01 - PacBell Park, San Francisco, CA - Trey Anastasio tears it up on this one, truly Timmah-esk
9. 4/19/02 - Air Canada Centre, Toronto, ON Canada - The Bela jam for 2002 on LIOG, found a video of this one somewhere which makes it even more real
10. 5/4/02 - The Woodlands Pavilion, The Woodlands, TX - LIOG closer, nothing like and "And we dance away..." at the end of an awesome, well played show
These are just 10 specific shows - some of my favorites, there are plenty in this category of great DMB jams. There are some shows where Dave's giddy too and just does his voice improve towards the end of the jam too which are cool as well (6/3/99 Starlake Amphitheatre, Burgettstown, Pennsylvania). Hope this helps...