Winning With Shopify Podcast: Ecommerce Growth for Shopify Store Owners artwork

From $500 Basement Startup to Global Retailers: Jenn Harper’s Journey with Cheekbone Beauty

Winning With Shopify Podcast: Ecommerce Growth for Shopify Store Owners · with Jenn Harper · December 19, 2025 · 40 min

Summary

Jenn Harper, founder of Cheekbone Beauty, shares her inspiring journey from a transformative dream and personal healing to building a beauty brand with a mission. She discusses how her Indigenous heritage and commitment to social impact are woven into her brand's identity and marketing, demonstrating that purpose-driven entrepreneurship can thrive even without prior industry experience.

Key takeaways

Themes

founder & leadershipdtc strategybrand & content

Topics covered

purpose-driven brand buildingindigenous entrepreneurshipauthentic storytellingstartup journeysocial impact marketingdirect-to-consumer strategy

Episode description

This week on the show we are joined by Jean Harper!Jenn is the Founder & CEO of Cheekbone Beauty - a purpose-driven, Indigenous-owned cosmetics brand that blends culture, sustainability, and social impact.🎙️ In this episode:- The story behind Cheekbone Beauty- Transitioning from corporate to founder- Scaling from basement startup to selling in major retail stores- Why B Corp certification matters (and how she did it)- The real challenges and wins of mission-driven growth- Advice for founders building with culture and impactIf you’re building on Shopify or building with purpose, this one’s for you!Takeaways:0:00 Introduction1:41 How Cheekbone Beauty Started from a Dream9:30 Why hitting rock bottom can be a good thing11:09 How to communicate a personal story through a brand15:02 How to choose winning products?18:46 Being the face of the brand23:17 The real challenges of mission driven growth28:27 How to Hire the Right People31:46 The important KPIs and Data to track35:19 Advice For Starting a Business TodayEXCLUSIVE WWS OFFERS:Get a short, tactical session with insights on things like tax reconciliation, returns, compliance, and more — all led by experts from the tools top brands rely on. Sign up now at https://taxcloud.com/summer/Join the bootcamp and elevate your inventory game: https://info.brightpearl.com/winning-with-shopify-holiday-planning-bootcampWinning With Shopify listeners get 20% off the first three months of Seguno Email Marketing with code WWS20: ⁠https://seguno.com/winningwithshopifyCheck out Yoast and get 15% off ALL monthly S

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Frequently asked about this episode

What does this episode say about founder & leadership?
Identify your "why" and deeply integrate your brand’s mission and values into every aspect of your business, especially marketing, to resonate with customers beyond just products.
What does this episode say about dtc strategy?
Embrace a "blank canvas" mindset during challenging times, using setbacks as opportunities for reinvention and new beginnings in your entrepreneurial journey.
What does this episode say about brand & content?
Prioritize learning and continuous self-education; Jenn read over 100 business books in two years despite having no prior entrepreneurial experience.
What does this episode say about founder & leadership?
Focus on organic content and authentic storytelling that aligns with your brand’s unique values, rather than solely following mainstream industry norms.
What does this episode say about founder & leadership?
Understand that personal healing and growth can be powerful drivers for business innovation and a deeper connection to your brand's purpose.

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