In this episode of Raise It Up, I sit down with Jessie Cruickshank to talk about carving your own lane as a woman, a mom, and a creative force in entertainment. From hosting the Golden Globes red carpet to touring as a stand up comedian and building Canada’s top comedy podcast, Jessie shares what it really takes to stand out in competitive industries while raising three kids. We get honest about balancing motherhood and ambition, why touring can feel easier than parenting, and how giving your partner space to bond deeply with your kids can be one of the greatest gifts in a working mom household.

Jessie opens up about growing up in the shadow of a beautiful older sister, discovering humor as her superpower, and building a career by asking different questions and not caring what people think. We talk about launching and scaling creative projects as a woman entrepreneur, raising kids in the public eye, trusting your instincts over rigid goal setting, and following the spark that fuels long term success. This conversation is a powerful reminder that mindful entrepreneurship for women is not about perfect balance, but about listening to your gut, protecting your joy, and redefining high performance on your own terms.

Tune in to this episode of Raise It Up and share it with a working mom or female founder who needs the reminder to trust her spark and raise it up in life and business.

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Links:
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