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Smile, look smart, don't cry episode artwork

Jul 8, 2026 24 min

Smile, look smart, don't cry

from Kind of Crushing It Hosted by Jessica McGovern & Natalie Milosevic

Jessica and Nat unpack the exhausting contradictions women often face in the workplace, from being told to be ambitious but humble, and confident but never arrogant. Inspired by Greta Gerwig's Barbie movie monologue, they explore how constantly changing to meet everyone else's expectations might not mean success for you. They reflect on career vs motherhood, and the pressure to constantly balance impossible expectations while still trying to belong. You'll hear about: 1️⃣ Why success needs to be defined by you, not everyone else 2️⃣ The difference between confidence and arrogance 3️⃣ How to stop letting contradictions shape your identity Ever felt like you're trying to be everything for everyone? Jessica and Nat do too. They explore the importance of self-awareness, values, and learning to separate your self-worth from other people's expectations. 🌐 Connect with us: LinkedIn This is the Barbie movie speech we mentioned in episode. Have topics you want us to cover? We'd love to hear from you! You can post right here or connect with us on LinkedIn 🩷 If you loved this episode, please hit subscribe and leave us a stellar review 🌟, it helps connect our like-minded community...kind of keeping us all in touch and sane.

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Smile, look smart, don't cry

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This episode was published on July 8, 2026.

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