EPISODE · Jun 25, 2025 · 3H 3M
Ali Siddiq on Life in Prison, Fighting the Ruff Ryders, & If Drake Can Rep Houston
from Andrew Schulz's Flagrant with Akaash Singh · host Flagrant
YERRR – the guys sat down with the OG & storytelling assassin Ali Siddiq, and he did not disappoint. From surviving prison to owning the stage, Ali breaks down how he turned pain into punchlines. This ep is hilarious, raw and real. All that and more on this week’s episode of FLAGRANT. INDULGE. 00:00 Intro 1:01 People think Ali's Indian 2:43 Bill Russell deserves more flowers 5:41 Big Knicks fan + C0ke is a hell of a drug 7:34 Praying with the Dream 8:59 Locked up during Houston's rings 10:15 How to survive in prison? The last drug deal 20:52 Becoming friends with Charles 30:21 Trying to get out + Being a kid in the game 36:11 Being outside + Importance of honor 42:47 Understanding your role in comedy 49:59 Theatres are DIFFERENT + Going crazy over X 1:01:55 Ali nearly didn't do Flagrant + Tupac WAS a dancer 1:06:55 Nature of success + Sissy block 1:15:18 Control in Prison? Not glorifying this life 1:22:19 I contributed to this, Imminence & Hollywood bubble 1:32:58 Does the industry wants stereotypes? The changing of eras 1:42:25 Ali is a grenade, Insecurities + Tony is crazy 1:47:51 Being of the people + Not getting credit 1:55:46 Ali can't go to UK 2:00:55 "Rugged" 2:07:01 Ali's little sister [Rest In Peace] 2:18:20 Don't try to make sense out of nonsense 2:24:11 Coming off stage then + The Funeral 2:31:50 This is your craft + Ali's kids now 2:39:13 Patrice O'Neal + Importance of now 2:45:43 DL standing by + Jada's dad 2:49:29 J Prince's importance + Houston been doing it 2:57:16 Drake embraced through affiliation not earned 3:00:17 NYC Mount Rushmore Learn more about your ad choices. Visit megaphone.fm/adchoices
What this episode covers
YERRR – the guys sat down with the OG & storytelling assassin Ali Siddiq, and he did not disappoint. From surviving prison to owning the stage, Ali breaks down how he turned pain into punchlines. This ep is hilarious, raw and real. All that and more on this week’s episode of FLAGRANT. INDULGE. 00:00 Intro 1:01 People think Ali's Indian 2:43 Bill Russell deserves more flowers 5:41 Big Knicks fan + C0ke is a hell of a drug 7:34 Praying with the Dream 8:59 Locked up during Houston's rings 10:15 How to survive in prison? The last drug deal 20:52 Becoming friends with Charles 30:21 Trying to get out + Being a kid in the game 36:11 Being outside + Importance of honor 42:47 Understanding your role in comedy 49:59 Theatres are DIFFERENT + Going crazy over X 1:01:55 Ali nearly didn't do Flagrant + Tupac WAS a dancer 1:06:55 Nature of success + Sissy block 1:15:18 Control in Prison? Not glorifying this life 1:22:19 I contributed to this, Imminence & Hollywood bubble 1:32:58 Does the industry wants stereotypes? The changing of eras 1:42:25 Ali is a grenade, Insecurities + Tony is crazy 1:47:51 Being of the people + Not getting credit 1:55:46 Ali can't go to UK 2:00:55 "Rugged" 2:07:01 Ali's little sister [Rest In Peace] 2:18:20 Don't try to make sense out of nonsense 2:24:11 Coming off stage then + The Funeral 2:31:50 This is your craft + Ali's kids now 2:39:13 Patrice O'Neal + Importance of now 2:45:43 DL standing by + Jada's dad 2:49:29 J Prince's importance + Houston been doing it 2:57:16 Drake embraced through affiliation not earned 3:00:17 NYC Mount Rushmore Learn more about your ad choices. Visit megaphone.fm/adchoices
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Ali Siddiq on Life in Prison, Fighting the Ruff Ryders, & If Drake Can Rep Houston
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