| Hint | Answer |
| The band's original name. | |
| The band's rise in popularity came as a result of their performances at these bay area countercultural events. | |
| These events were largely orchestrated by this famous author. | |
| Enigmatic character for which the songs 'The Other One' and 'Cassidy' were based. | |
| Arguably one of their worst performances, this concert was plagued by rain and mild electrocution. | |
| Mandolin master that performed on Ripple & Friend of the Devil. | |
| Jerry Garcia bluegrass side project with this individual. | |
| Notorious 1969 concert that the band headlined but chose not to play. | |
| Workingman's Dead song about this event. | |
| Crosby, Stills & Nash song in which Jerry Garcia is credited with playing the pedal steel guitar. | |
| Song that was allegedly the last straw in the Robert Hunter/Bob Weir songwriting partnership. | |
| | Hint | Answer |
| Line in the song that caused the controversy. | |
| 1970 railroad tour featuring Janis Joplin, among others. | |
| Song written for band manager Lenny Hart, who had fled the country after robbing the dead. | |
| Famous 1973 concert that the band headlined and played...for 600,000 people. | |
| One of the other two bands that headlined this concert. | |
| The other one. | |
| Ancient wonder that hosted the Grateful Dead a 1978 run. | |
| Song featured in the 2nd set of a 6/12/80 show in Portland, OR, approximately the same time Mount St Helens had a secondary eruption. | |
| Among the tallest and most high profile of the deadheads, this 7 footer is an NBA Hall of Famer. | |
| During 2009 visit to the White House, Phil Lesh noticed this flower prominently displayed. | |
| This skyscraper donned tie-dye in November of 2009 in preparation for an upcoming GD exhibition. | |
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