Comedian Carole Montgomery joins Parenting Is a Joke to talk with Ophira Eisenberg about raising a kid while building a stand-up career that never paused, even when everyone told her it should. Carole traces her path from starting comedy at 21 in male-dominated Brooklyn clubs to touring relentlessly as a new mom, pumping breast milk backstage and leaving her six-month-old with a six-foot-five tattooed bouncer who didn’t know how to remove a baby from a car seat. She reflects on the blunt warning from a manager who said pregnancy would ruin her career—followed almost immediately by a Showtime taping—and the practical choices that shaped her parenting, like stopping road trips only when her son needed his own airline seat. The conversation moves through her years hosting a topless revue in Vegas while serving as PTA vice president, her zero-nonsense style as team mom who swore at line-cutting kids, and the strange mix of guilt, stamina, and pride that comes from doing school drop-offs after midnight shows. Throughout, Carole and Ophira trade observations about creative work, class differences in parenting, and how kids remember presence more than perfection, circling back to the image of a tiny Lane being rocked by a nervous nightclub bouncer—an early sign he’d grow up completely at home backstage.

📍Remaining December Shows are in New York, NY

Follow Carole Montgomery: https://www.instagram.com/carolemontgomerycomic/

See Ophira LIVE: https://www.ophiraeisenberg.com/events/

SUBSCRIBE so you never miss O thing: https://www.ophiraeisenberg.com/sign-up

Follow PIAJ: 

https://www.instagram.com/parentingisajoke/

https://parentingisajoke.substack.com/

Follow Ophira:

https://www.instagram.com/ophirae/

https://www.facebook.com/OphiraEisenberg/

https://www.tiktok.com/@ophiranyc

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