1998–2009 Siddiq first performed stand-up at the
Just Joking comedy club in Houston in December 1997, where he entered an
open mic during "
Apollo Night" which tended to attract a college crowd. Siddiq recalls that he was booed his first time on stage because he was wearing a suit. He waited two weeks to perform again in denim jeans and a T-shirt this time. By February 1998, Siddiq was hired to be the co-host of the show. Other local venues he performed for included
The Secret Group comedy club,
Red Cat jazz club, ''Cardi's 2000
rock club, and The Horn'' where he would go on to become a host. The first comedian Siddiq went on tour with was
Lavell Crawford. He performed on
BET's
Comic View a few times between 2000 and 2003, Siddiq performed as the opening act on the second and final annual
Centric Comedy All-Stars which aired on
Centric on March 15, 2014.
2015–2019 In 2015, he performed on the Comedy Central television series
This Is Not Happening on the second episode of the first season which aired on January 26. The video of his story recounting his experience during a prison riot where he learned the meaning of the phrase "Mexican got on boots!" became viral on
YouTube. In 2017, he began production on his hour-long special ''
It's Bigger Than These Bars, which was filmed at the Bell County Jail in Belton, Texas. Siddiq released his comedy album The Prison Manual
through 800 Pound Gorilla Records on September 20, and appeared in the feature film The Workout Room'' which released on October 8.
2020–2024 Siddiq headlined ''
Laff Mobb's Laff Tracks on the 11th episode of the second season which aired on TruTV on January 17, 2020. In January 2021, Siddiq joined as co-host on the Funky Larry Jones
afternoon drive show on urban adult contemporary station KMJQ (Majic 102.1), with the program being renamed Uncle Funky Larry Jones & Ali Siddiq'' and carrying the tagline "The Funky and the Funny". The
FM radio show concluded on January 26, 2024, after Jones was given notice a day in advance of its cancellation after being on the air since 2014. In 2022, Siddiq performed an hour-long special on
Epix series
Unprotected Sets on the fourth episode of the third season which aired on February 25, and released his next special
Domino Effect on YouTube on May 19. He appeared on HBO variety show
Pause with Sam Jay on the second episode of the third season which aired on June 3, guest-starred on
Showtime series
Flatbush Misdemeanors on the second episode of the second season which aired on June 26, and appeared on the
Dark Side of Comedy on the fifth episode of the first season which aired on
Vice TV on September 13. Siddiq performed on the second episode of ''DL Hughley's Speakeasy'', a three-part stand-up comedy series, which released on Hitkor in early 2023. He appeared on
Vice News and
The Marshall Project's documentary series
Inside Story on its seventh episode "The Rise of Life-Without-Parole Sentences" which released on March 16. He released his special
Domino Effect 2: Loss on YouTube on June 4. In a July 2023 interview, Siddiq revealed he had recorded two comedy albums,
The Missing Piece and
Dope Without Association. He released his comedy special ''Don't Judge a Book By Its Cover
on YouTube on November 20, and appeared in the feature film This Christmas Chance'' which released on December 10. In 2024, he released his special
Domino Effect 3 on
Moment.co on March 10, before uploading it on YouTube on May 11. Siddiq released his special
Domino Effect 4 on Moment.co on April 18, before uploading it on
YouTube on June 15. Both specials were shortlisted for the
Primetime Emmy Award for Outstanding Variety Special (Pre-Recorded) on June 24 but failed to be nominated. On July 9, Siddiq announced he would be recording his next two TV specials
My Two Sons and ''I'm Not Handy'' on October 5 and 6, respectively.
2025–present In 2025, he released his special
My Two Sons on Moment.co on March 9, before uploading it on YouTube on May 11. Siddiq released his special
Rugged on March 26, before uploading it on YouTube on June 15. He filmed his next two specials in Detroit. Ali Siddiq graced the cover of
Sheen magazine for its September–October issue, becoming the first male comedian to do so. Siddiq participated at the
Riyadh Comedy Festival, which spanned September 26 to October 9, an event
Human Rights Watch characterized as an effort by Saudi Arabia's government to
whitewash its
human rights abuses. On January 12, 2026, Siddiq's
My Two Sons was nominated for an
NAACP Image Award for Outstanding Variety – Series or Special, becoming the first independently produced stand-up comedy special to do so. The special claimed the award, making history by becoming the first independently-produced-stand-up comedy to win the award. ==Influences==