Jenn Harper - Beauty in Dreams
- Tony Chapman

- Sep 25
- 3 min read

Jenn Harper of Cheekbone Beauty: From Personal Struggles to Purpose-Driven Success
In this powerful episode of Chatter That Matters, host Tony Chapman welcomes Jenn Harper, the inspiring force behind Cheekbone Beauty. What began as a vision during recovery from addiction has grown into a movement for representation, sustainability, and hope in the beauty industry. Jenn’s transparent storytelling and business acumen provide a blueprint for anyone seeking to create positive change through entrepreneurship.
The Emotional Path to Reconnecting with Roots
Raised disconnected from her Indigenous heritage, Jenn Harper opens up about one of her life’s biggest regrets:
“I really disconnected myself at that time from my entire Indigenous family.”
Her personal journey of healing and reconnection became the fuel for launching Cheekbone Beauty—not just as a company, but as a purposeful platform supporting Indigenous communities and values.
Building More Than a Brand: Clean Ingredients & Social Impact
Jenn’s commitment to transparency and sustainability sets Cheekbone Beauty apart in the crowded beauty market. From carefully sourcing ingredients to achieving rigorous B Corp status, her leadership redefines what it means to be both profitable and conscientious.
“We have been able to make clean, sustainable, vegan beauty products that actually are making people wear makeup again.”
Cheekbone Beauty’s mission extends beyond the product—every purchase helps support initiatives like scholarships for Indigenous youth, making customers key partners in this journey.
Overcoming Adversity, Leading with Values
Jenn’s road to entrepreneurship was far from smooth. From navigating complex finances and operations to processing the loss of her brother, she found strength in Indigenous teachings and community. Her story proves that authentic leadership is as much about working on yourself as building a business.
Key Takeaways: Wisdom for Aspiring Change-Makers
Champion Your Values: “You need your own personal set of values and principles… use that as the foundation.”
Embrace The Long View: Jenn emphasizes patience and learning the business inside and out.
Prioritize Wellbeing: A daily routine centered on physical, emotional, mental, and spiritual balance keeps her grounded and resilient.
Lift Others as You Rise: From employees to customers and the broader Indigenous community, Jenn believes in “showing the next generations that it is possible.”
Why Listen?
If you’re passionate about purpose-driven entrepreneurship, Indigenous innovation, or building businesses that do more than just profit, this episode is for you. Jenn Harper’s remarkable honesty and actionable wisdom make this not just a conversation, but a catalyst for meaningful impact.
Listen Now to Discover:
How Jenn transformed adversity into a business built on hope and representation
The critical importance of clean ingredients and ethical practices
How Cheekbone Beauty gives back to Indigenous communities
Practical advice for dreamers ready to take action
About Chatter That Matters and Host Tony Chapman
Featuring insights for aspiring founders, entrepreneurs, and anyone craving inspiration with actionable strategies.
Chatter That Matters is one of Canada’s top-rated podcasts, showcasing stories and lessons from a diverse range of guests, including entrepreneurs, industry leaders, and everyday change-makers. Each episode illustrates how individuals transform challenges into triumphs through mindset and resilience.
Hosted by Tony Chapman—a renowned marketing strategist and three-time inductee into the Marketing Hall of Fame—this acclaimed show ranks among the top 0.5% of podcasts globally. Tune in weekly as Tony converses with guests who share invaluable wisdom on living a meaningful life.
🔥 Authentic voices. Remarkable journeys. Real strategies for success.
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Jenn Harper, founder of the successful beauty brand J.Cat Beauty, brought her dream to life by focusing on diverse needs. Her vision demonstrates that quality and inclusion are key to market success.
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