Bob Weir
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50 free Bob Weir trivia questions with answers — music quiz, new questions added Oct 2026.
Bob Weir was the youngest founder of the Grateful Dead, a teenager who wandered into a music shop one winter night and walked out with a bandmate for the next three decades. He sang the cowboy songs and the rockers, wrote some of the group's best-loved tunes and kept its music on the road long after the original band stopped. This quiz collects the fun facts fans go looking for: the school troubles, the first meeting with Jerry Garcia, the songs and the stories behind them, the solo records and side bands, the later groups that carried the songbook forward, and the unexpected corners of his life offstage. It suits long-time Deadheads and newer listeners alike. Every answer comes with a short explanation, so you will leave with a few stories worth retelling.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Which undiagnosed condition helped get Bob Weir expelled from nearly every school he attended?
Dyslexia
Dyslexia made classrooms a struggle for Bob Weir, yet one of the schools that threw him out, Fountain Valley in Colorado, is where he met his future lyricist.
Q 02Which instrument, heard outside a music store on New Year's Eve 1963, led Bob Weir to Jerry Garcia?
Banjo
Banjo music drew the 16-year-old to Dana Morgan's Music Store, where Garcia, oblivious to the date, was waiting for his students. The two played all night and decided to form a band.
Q 03Which pop and blues guitarist joined Bob Weir and two Grateful Dead drummers to form Dead & Company?
John Mayer
John Mayer fell for the Dead after Pandora played him their song Althea in 2011. Four years later he invited Weir onto The Late Late Show while guest hosting, and a bond formed.
Q 04Bob Weir and Dead & Company played long residencies at Sphere, a giant domed arena in which city?
Las Vegas
Las Vegas hosted 30 Sphere shows in 2024 and 18 more in 2025, all of them after the band had wrapped up what it billed as its final tour.
Q 05Bob Weir beat 147 other celebrities in 2004 by best predicting the final score of which event?
The Super Bowl
The Super Bowl pick won him the Scripps Howard Super Sage Award: he called New England over Carolina 33–24, and the game finished 32–29.
Q 06Which song co-written by Bob Weir recalls the Grateful Dead's 1970 drug bust in a New Orleans hotel?
Truckin'
Truckin' was the Dead's highest-charting single until Touch of Grey sixteen years later. Weir sings its rapid-fire verses about life on the road.
Q 07Bob Weir was arrested in a 1967 marijuana raid on the Grateful Dead's house in which San Francisco district?
Haight-Ashbury
Haight-Ashbury was the hippie heartland, and the narcotics agents who came to 710 Ashbury Street brought about a dozen reporters and television crews along to watch.
Q 08Which sport did Bob Weir take up in its early years, often heading out with pioneer Gary Fisher?
Mountain biking
Mountain biking was so new that MountainBikes, the first company devoted to the machines, was only founded by Gary Fisher and a partner in 1979. Weir lived among hillside trails and rode them with him.
Q 09Which British group did Bob Weir credit with turning his early jug band into a rock and roll band?
The Beatles
The Beatles made playing rock look irresistible, Weir recalled, so Mother McCree's Uptown Jug Champions put down the jugs and plugged in.
Q 10What did Bob Weir create with his sister Wendy in 1991 to raise money for reforestation in Africa?
A children's book
A children's book called Panther Dream follows a boy into the rainforest to find food for his family. Wendy painted the pictures, and the publisher donated the proceeds.
Q 11With which Grateful Dead bandmate did Bob Weir co-found Furthur in 2009 and tour as a duo in 2018?
Phil Lesh
Phil Lesh and Weir billed their 2018 duo tour simply as Bobby and Phil, more than fifty years after they first shared a stage.
Q 12Which Chicago stadium hosted both Jerry Garcia's last Grateful Dead show and Bob Weir's 2015 reunion concerts?
Soldier Field
Soldier Field welcomed the surviving members back 20 years almost to the day after that 1995 finale, and the first night's crowd of 70,764 set an attendance record for the stadium.
Q 13Bob Weir and former Grateful Dead bandmates played two 2008 benefit concerts for which presidential candidate?
Barack Obama
Q 21Which school friend of Bob Weir became his lyricist and later co-founded the Electronic Frontier Foundation?
John Perry Barlow
John Perry Barlow, a cattle rancher, took over as Weir's wordsmith in 1971 after an exasperated Robert Hunter handed the guitarist over to him following a backstage row.
Q 22Which jam-band guitarist filled Jerry Garcia's old role beside Bob Weir at the 2015 Fare Thee Well stadium concerts?
Trey Anastasio
Trey Anastasio, the frontman of Phish, shared the singing too, and the pay-per-view of the shows drew over 400,000 subscriptions, then a record for a music event.
Q 23Furthur, a band Bob Weir co-founded in 2009, took its name from the psychedelic bus of which novelist?
Ken Kesey
Barack Obama brought the surviving members back together under the banner Deadheads for Obama, and a full tour as the Dead followed in 2009.
Q 14Which Washington arts award did Bob Weir and his surviving Grateful Dead bandmates receive in December 2024?
Kennedy Center Honors
Kennedy Center Honors recognised the band thirty years after it entered the Rock and Roll Hall of Fame, and Weir was at the ceremony in person.
Q 15Bob Weir's 2016 album of cowboy songs, Blue Mountain, drew on his teenage job as a ranch hand in which state?
Wyoming
Wyoming is where a 15-year-old Weir worked the ranch, and some fifty years later the memory gave him the highest-charting album of his solo career.
Q 16Under which name did Bob Weir and Jerry Garcia's electric band play in 1965 before becoming the Grateful Dead?
The Warlocks
The Warlocks played their first show at a Menlo Park pizza parlor, then dropped the name on learning that another band had already put out a record under it.
Q 17Which role did Bob Weir fill in the Grateful Dead for three decades, playing around Jerry Garcia's solos?
Rhythm guitar
Rhythm guitar was the job of the band's youngest founder, who also sang lead on many of its rock and country-styled songs.
Q 18Which American Beauty song by Bob Weir and Robert Hunter often ended live with a coda called Sunshine Daydream?
Sugar Magnolia
Sugar Magnolia was the Dead's second most-played song, and the band sometimes held the coda back for a whole set, or even for several concerts.
Q 19Farm Sanctuary, an animal charity Bob Weir championed, was first funded by selling what at Grateful Dead concerts?
Vegetarian hot dogs
Vegetarian hot dogs bankrolled the animal charity's start in 1986. Its first rescue was Hilda, a sheep found alive behind a stockyard.
Q 20Bob Weir sat on the board of HeadCount, a nonprofit that sets up tables at concerts to do what?
Register voters
Register voters: that is the whole mission of HeadCount, co-founded in 2004 by the bass player of the Disco Biscuits, and it has signed up well over a million people.
Ken Kesey and his Merry Pranksters crossed America in the painted 1939 bus in 1964, and Furthur was the word on its destination sign.
Q 24Which Grammy-winning producer of the Rolling Stones played upright bass in Bob Weir's trio Wolf Bros?
Don Was
Don Was, once of the band Was (Not Was), joined Weir and drummer Jay Lane in 2018 and stayed with the group until Weir's death.
Q 25Which Bob Weir solo debut was really a Grateful Dead record in disguise, with his bandmates backing him?
Ace
Ace even credits its production to everybody involved, and all but one of its songs went on to become staples of the Dead's concerts.
Q 26Which Bay Area band did Bob Weir join in the mid-1970s while the Grateful Dead took a break from touring?
Kingfish
Kingfish landed its first record contract once Weir signed on beside his old friend Matthew Kelly, and he left when the Dead went back on the road in 1976.
Q 27Which band did Bob Weir form with bassist Rob Wasserman in 1995, shortly before Jerry Garcia's death?
RatDog
RatDog grew out of a duo Weir and Wasserman had toured for seven years, and it played its first show under that name the day before Garcia died.
Q 28Bob Weir sang the prison ballad Mama Tried at hundreds of Grateful Dead shows; which country star wrote it?
Merle Haggard
Merle Haggard drew on his own stretch in San Quentin for the song, which the Dead played more than 300 times, including at Woodstock.
Q 29Which cowboy song by John Phillips of the Mamas and the Papas, sung by Bob Weir, was the Grateful Dead's most-played?
Me and My Uncle
Me and My Uncle turned up in 616 Dead shows, more than any other song. Its tale of a poker game, gunplay and gold suited Weir's love of cowboy ballads.
Q 30Which Russian composer did Bob Weir name among the influences on his guitar playing?
Igor Stravinsky
Igor Stravinsky, composer of The Rite of Spring, sat on a list of Weir's heroes that also ran from the saxophonist John Coltrane to the gospel bluesman Rev. Gary Davis.