Ali Siddiq on Life in Prison, Fighting the Ruff Ryders, & If Drake Can Rep Houston from Andrew Schulz's Flagrant with Akaash Singh

Ali Siddiq on Life in Prison, Fighting the Ruff Ryders, & If Drake Can Rep Houston

3 hour 7 minutes Posted Jun 25, 2025 at 2:05 pm.

Intro

People think Ali's Indian

Bill Russell deserves more flowers

Big Knicks fan + C0ke is a hell of a drug

Praying with the Dream

Locked up during Houston's rings

How to survive in prison? The last drug deal

Becoming friends with Charles

Trying to get out + Being a kid in the game

Being outside + Importance of honor

Understanding your role in comedy

Theatres are DIFFERENT + Going crazy over X

Ali nearly didn't do Flagrant + Tupac WAS a dancer

Nature of success + Sissy block

Control in Prison? Not glorifying this life

I contributed to this, Imminence & Hollywood bubble

Does the industry wants stereotypes? The changing of eras

Ali is a grenade, Insecurities + Tony is crazy

Being of the people + Not getting credit

Ali can't go to UK

"Rugged"

Ali's little sister [Rest In Peace]

Don't try to make sense out of nonsense

Coming off stage then + The Funeral

This is your craft + Ali's kids now

Patrice O'Neal + Importance of now

DL standing by + Jada's dad

J Prince's importance + Houston been doing it

Drake embraced through affiliation not earned

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Show notes

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.

3:00:17 NYC Mount Rushmore Learn more about your ad choices. Visit megaphone.fm/adchoices

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