
21: Bragging Rights: Get Comfy with the Uncomfortable
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In this honest and hilariously relatable episode, Calley and Kati dive into the awkwardness of promoting your own business—why it feels cringey, especially for women, and how self-deprecation often sneaks into our everyday language. They reflect on how easy it is to rave about a friend’s store but how uncomfortable it feels to say the same things about your own.
The conversation includes role-playing introductions of each other’s businesses (with lots of laughter and pen drops), a deep dive into imposter syndrome, and personal stories from their early days of entrepreneurship—including creepy warehouse beginnings and the grind that built their brands.
They explore how minimizing your work is a disservice to the past you who put in the long hours, took the risks, and built something from nothing. The episode ends with a challenge: get on social media and brag about your business like you would your best friend's—and tag @SecondCupSessions so they can hype you up right back.
It’s a feel-good, fire-you-up kind of episode that reminds you: your hard work is worth celebrating.

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