Episode 201: From Sobriety To Sephora | Jenn Harper | Founder & CEO, Cheekbone Beauty

What if your rock bottom turned out to be your turning point? That’s exactly what happened for Jenn Harper, the Anishinaabe founder and CEO of Cheekbone Beauty. After getting sober in her 30s, Jenn had a vivid dream that set her on a new path: to build a purpose-driven, Indigenous-owned beauty brand that could change the industry and support future generations. In this episode, Kara and Jenn talk about entrepreneurship, recovery, identity, and the hard-won lessons behind Cheekbone’s rise from kitchen startup to Sephora shelves. They explore mindset coaching for women, redefining success, community and social impact, and what it means to lead a business rooted in healing and representation.

 
 
 
I want Cheekbone beauty to be a soft place for people to land. Our mission is to exude love at all costs, no matter how we’re being treated. We are forcing love out there.
— Jenn Harper
 
 
 
 

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Created and hosted by Kara Duffy
Audio Engineering & Editing by
Jordan Duffy
Production by Amanda Kass
Graphic design by
Anna Olinova
Music by
Joakim Karud

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Episode 202: The Reality Of Running 3 Businesses As a Married Couple | Josh & Liza Shirazi | Revival Cafe + Kitchen, Shirazi Distributing, Morrissey Market

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Episode 200: The Playing Field Was Never Even | Karen Losi | Social Worker, Foster Parent, Community Advocate