Episode 9: Real Talk on Business Failures, Retail Growth, and the Reality of Content Creation with Cheyenne Levinson episode artwork

EPISODE · Mar 6, 2026 · 52 MIN

Episode 9: Real Talk on Business Failures, Retail Growth, and the Reality of Content Creation with Cheyenne Levinson

from Breakroom Mom · host Breakroom Mom

(00:00:00) Welcome to the Breakroom: Introducing Serial Entrepreneur Cheyenne Levinson In this episode of the Breakroom Mom Podcast, I’m sitting down with the ultimate "multi-hyphenate" entrepreneur, Cheyenne Levinson.Most know her as the creative force behind Triangle Families Explore, but Cheyenne’s journey started long before the digital grid. We dive deep into her experience as a serial entrepreneur—from founding beloved local brick-and-mortar shops like The Little Oak Collective and State of Thrift to her role as a powerhouse content creator.In this episode, we discuss:The Serial Entrepreneur Journey: The highs and lows of starting physical retail stores in the Triangle.The Pivot: How "failures" in previous ventures became the blueprint for her current success.Content Creation vs. Reality: Debunking the biggest misconceptions about what she actually does for a living.Mom-Life & Real Housewives: Laughing through the chaos and why a little reality TV is the perfect reset.Whether you are a fellow business owner, an aspiring creator, or a local mom looking for your next adventure, Cheyenne’s story is a masterclass in resilience and reinvention.

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Episode 9: Real Talk on Business Failures, Retail Growth, and the Reality of Content Creation with Cheyenne Levinson

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