DiscoverWe Didn't Turn Out OK with Jennie MonnessEpisode 40: Redefining Success with Rebecca Minkoff
Episode 40: Redefining Success with Rebecca Minkoff

Episode 40: Redefining Success with Rebecca Minkoff

Update: 2025-10-28
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Rebecca Minkoff is a designer, founder, best-selling author of Fearless, co-founder of the Female Founder Collective, host of Superwomen with Rebecca Minkoff, and mom of four.


In this episode, Rebecca opens up about what it really took to build her vision - from hand-sewing pieces in her apartment and styling clients to fund her dreams, to the moment she could finally stop checking her bank account before ordering dinner. She shares how following her “opportunity tentacles” - her term for staying alert to possibility - kept her always one step ahead, even when the path wasn’t clear.


We go deep into what success means after you’ve achieved it - how Rebecca has redefined it as being fully present. She shares how she’s teaching her kids to negotiate (a skill she once resented learning herself), why she refuses to chase balance, and how labeling ourselves with “imposter syndrome” keeps us stuck in a false story.


It’s an honest, inspiring, and very real conversation - from her ill-fated reality TV experience to the moment her child talked a seller down to a $10 Labubu. What we both came back to again and again: how hard, and important it is to model meaningful work for our kids while still trying to figure out how to message it right.



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Episode 40: Redefining Success with Rebecca Minkoff

Episode 40: Redefining Success with Rebecca Minkoff

Jennie Monness