The Daily Stoic Tom Segura On Career, Comedy, And Craziness
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Oct 11, 2023 
Tom Segura, a stand-up comedian and podcaster known for his sharp wit, shares insights on the shifting landscape of comedy. He delves into the philosophical mindset that shapes his work and discusses how parenthood has grounded him in reality. The conversation touches on the importance of setting personal boundaries in a media-saturated world and finding humor in parenting's chaos. Segura also offers practical advice on maintaining financial stability while navigating creative pursuits, all wrapped in his signature comedic style.
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Quitting Too Early
- Tom Segura quit his stable job after signing with a manager, believing he had "made it".
- This impulsive decision left him financially vulnerable, highlighting the importance of runway when pursuing creative endeavors.
Waiting for the Right Moment
- Turn down opportunities if you're not ready, even if it's difficult.
- Robert Greene advised Ryan Holiday to decline an early book deal because he wasn't prepared content-wise.
Releasing Polished Work
- Only release creative work when it's fully developed and you're completely satisfied.
- David Tell advised Tom Segura against releasing an album if he wasn't in love with the material.