Mom Boss Chronicles

Episode 103: From Corporate to Content Creator: Betting on Herself with Kaylin Shondell

June 11, 2026·33 min
Episode Description from the Publisher

In this episode of Mom Boss Chronicles, we sit down with Kaylin Shondell, better known to her Instagram community as Dirty Diapers & Martinis. A mom of three girls, Kaylin opens up about a major turning point in her life when she was unexpectedly let go from her corporate job after 18 years—shortly after returning from maternity leave. What could have been a devastating setback became the catalyst for a completely new chapter. While Kaylin had been building her social media presence on the side for years, losing her corporate career forced her to make a choice: play it safe or go all in on herself. Kaylin shares the emotional highs and lows of navigating job loss, motherhood, and entrepreneurship while raising three young daughters. She talks about finding confidence in the unknown, building a brand that resonates with thousands of women, and what it's really like to turn a side hustle into a full-time career. This conversation is an inspiring reminder that sometimes the doors that close are the very ones that push us toward the life we were meant to create.

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