Ali Siddiq Gets Honest with Tim Ross On Prison, His Childhood, & more

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Step into The Basement for one of the most candid and inspiring conversations yet as Tim Ross welcomes comedian Ali Siddiq. Ali shares his unapologetic philosophy on life—choosing independence over industry pressures and staying true to his values of integrity, self-respect, and honor. Through powerful stories of his upbringing, family struggles, and the profound loss of his father, Ali reveals the lessons that shaped his path in comedy and beyond. This episode goes beyond the laughs, diving into the importance of

0:00 - Introduction and Welcome
3:17 - Today’s Guest, Ali Siddiq: Jovial vs. Joking
12:51 - Stubborn and Premature
14:52 - On Siddiq’s Mind: Accepting Something as True and Changing Perceptions
22:34 - Moments You Realize You’re An Adult, Knowing Everything and Nothing
36:06 - School Systems, Longtime Friends, Chasing Opportunity and Remaining Honorable
48:29 - Fear vs. Faith, Independence and Integrity
53:42 - The Struggle and Negative Narratives, Vacation You: Dropping Defences
1:11:20 - Family Matters
1:16:26 - The 2024 Olympics
1:18:09 - New Guys in Comedy
1:23:52 - Same, Same, But Different. Being Honest with Yourself
1:32:50 - The Truth About Tears, Dancing Fathers: Raising Children Differently
1:53:40 - The Process, Losing Loved Ones
2:13:02 - Failed Gangster, Funny Stories
2:23:20 - Soft Men, Weak Excuses, Knowing What You Want
2:31:56 - Doing the Work: Transparency and Vulnerability
2:36:42 - A Product of Community: Family Stories
2:43:38 - Serving and Leading and Appreciating
2:53:12 - Final Thoughts and Conclusion (e


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