| 1957 |
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- Lenny Bruce is arrested on obscenity charges.
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| 1964 |
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| - After a gig by resident band The Men, Bob Dylan comes onstage for an impromptu "folk-twist" jam session - attended only by Troubadour staff. Shortly afterward, Dylan makes pop music history by switching from folk to folk-rock.
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| 1965 |
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| - The Byrds, who met at a Monday open mic, perform their classic take on Dylan's "Tambourine Man" for the first time.
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| 1966 |
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| - Buffalo Springfield make their live debut.
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| 1968 |
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- Joni Mitchell makes her Los Angeles debut.
- Comedian Richard Pryor records his live debut album.
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| 1969 |
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- James Taylor makes his solo debut.
- Tim Buckley records Live at the Troubadour 1969.
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| 1970 |
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| - Kris Kristofferson makes his Los Angeles debut opening for Linda Rondstadt.
- Neil Diamond releases Gold, an album recorded live at the Troubadour.
- Elton John makes his U.S. debut, introduced by Neil Diamond.
- Janis Joplin parties at the Troubadour and the next day is found dead at the Landmark Hotel from a heroin overdose.
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| 1971 |
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| - Tom Waits is discovered by rock manager Herb Cohen during an amateur night.
- Lori Lieberman writes the song "Killing Me Softly with His Song" inspired by a performance by Don McLean at the Troubadour.
- Waylon Jennings performs in the cult classic film Cisco Pike.
- Carly Simon, opening for Cat Stevens, meets James Taylor for the first time. They later marry.
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| 1972 |
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| - During a James Taylor gig, Loudon Wainwright III throws up in the balcony after too many White Russians.
- Billy Joel is the opening act for Ballin' Jack.
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| 1973 |
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- Pointer Sisters make their debut performance.
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| 1974 |
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- John Lennon and Harry Nilsson are escorted out of the club for heckling the Smothers Brothers.
- Elton John plays benefit show to raise money for UCLA's Jules Stein Eye Institute.
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| 1979 |
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| - The Eagles release "Sad Cafe" - a song written about the Troubadour.
- Rickie Lee Jones releases "Chuck E.'s in Love" - a song written about musician and former Troubadour employee, Chuck E. Weiss.
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| 1982 |
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- Metallica receive their first ever standing ovation.
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| 1984 |
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| - Hair-metal band Warrant play their debut show.
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| 1985 |
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| - Guns N' Roses perform their debut show.
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| 1987 |
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- Warrant is banned from the Troubadour after a woman jumps onstage and simulates oral sex on the lead singer, Jani Lane.
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| 1991 |
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- Pearl Jam, formerly Mookie Blaylock, perform for the first time under their new name.
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| 1995 |
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- No Doubt perform record release shows for Tragic Kingdom.
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| 1996 |
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| - System of a Down perform their first headline show.
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| 1997 |
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- Radiohead make their US live debut of OK Computer.
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| 1998 |
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- Shonen Knife make a surprise appearance at a gig by Joey Ramone & the Independents. The band is introduced onstage by Joey as "The Osaka Ramones."
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| 1999 |
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- Troubadour owner and founder, Doug Weston, passes away.
- Johnny Cash does one of his last performances with his wife June Carter Cash.
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| 2001 |
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- Joe Strummer plays his final LA shows.
- Starsailor make their Los Angeles debut.
- Record release shows for White Stripes' White Blood Cells.
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| 2002 |
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- David Grohl, playing as a drummer, makes his first live appearance with Queens of the Stone Age.
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| 2003 |
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- Phantom Planet releases "Live at the Troubadour"
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| 2004 |
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- Franz Ferdinand performs their first LA show.
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| 2005 |
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- Coldplay perform a secret show, debuting five songs from their third album, X&Y.
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| 2006 |
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- Red Hot Chili Peppers Record Release Party
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