Dark Side of the Moon - Pink Floyd
Yellow Submarine - The Beatles
Ready to Die - Notorious B.I.G.
Lateralus - TOOL
Greatest Hits - Queen

Townes Van Zandt - Rear View Mirror
Grateful Dead - American Beauty
Paul Simon - Paul Simon
Outkast - ATLiens
Bob Dylan - Blonde on Blonde

an absolutely impossible task... i won't even try.

Skipping the Dead for simplicity's sake:


Crosby & Nash - Wind on the Water
TV on the Radio - Return to Cookie Mountain
R.E.M. - Automatic for the People
The Mountain Goats - We Shall All Be Healed
Pink Floyd - Wish You Were Here

At this moment in time and always subject to change, and excluding the Dead/JGB:

ABB - Eat a Peach
Little Feat - Waiting for Columbus
Rolling Stones - Let it Bleed and Beggar's Banquet (can't choose one)
Beatles - White Album
Joni Mitchell - Court and Spark

Closely followed by:
Pink Floyd - WYWH
Who - Who's Next
Clapton - 461 Ocean Blvd
Van Morrison - Moondance

too tough to attempt... even outside of the Grateful Dead.

1) Exile On Main St - Rolling Stones
2) Tom Petty - Wild Flowers
3) Robbie Robertson - Robbie Robertson
4) The Who - Who By Numbers
5) Stevie Wonder - Innervisons

1. Wish You Were Here. Pink Floyd
2. Led Zeppelin IV
3. Led Zeppelin II
4. Happy Trails. Quicksilver Messenger Service
5. Quadrophenia. The Who

Burgers- Hot Tuna
Barbes-Brooklyn- Stephane Wrembel
That High Lonesome Sound- Old and In the Way
Music of Another Present Era- Oregon
Heavy Weather- Weather Report

I'm sure there are some I'm forgetting...

Aenema - Tool
Welcome to Sky Valley - Kyuss
Built to Last - GD
Dark Side of the Moon - FLoyd
Ummagumma - FLoyd

Not Dead related

1. The Band - The last waltz
2. Janes Addiction - nothings shocking
3. The Black Crowes - S.H.M.C.
4. Led Zep - III
5. Cro-mags - the age of quarrel