DiscoverThe Prosperity PlaygroundBehind the Brand: Jillian Harris on Self-Belief & Building The Jilly Box Phenomenon
Behind the Brand: Jillian Harris on Self-Belief & Building The Jilly Box Phenomenon

Behind the Brand: Jillian Harris on Self-Belief & Building The Jilly Box Phenomenon

Update: 2025-09-30
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Jillian Harris joins The Prosperity Playground conversation, that traces her evolution from a small-town girl with big dreams, to one of Canada’s most beloved entrepreneurs and lifestyle voices. As a TV host, founder, and creative visionary behind The Jilly Box, Jillian has turned personal resilience and authenticity into a platform that champions women-led businesses and intentional living.

In this episode, we dive into the vision and grit behind Jillian’s journey, from her early days navigating insecurity and self doubt, to leading multiple seven figure brands. She shares how her childhood has shaped her resilience, what it really takes to scale with alignment, and the truth behind her impact on Canada’s small business landscape. 

We explore:
• Navigating self-doubt and finding purpose after The Bachelor
• The vision and intention behind The Jilly Box
• Lessons from growing a multi-brand business while staying grounded
• How motherhood shifted her definition of success
• The systems and boundaries that protect her energy and impact

If something Jillian shared sparked an idea or landed deeply, tag me on Instagram and let me know what resonated most. And if you’re ready to expand your business and your soul, visit my website for next-level tools, mentorship, and upcoming experiences to support your journey!

Connect with Jill
@jillian.harris
@thejillybox
https://jillianharris.com

Sponsor: gutpersonal.com ‘Prosperity’ for 10% off!
https://www.gutpersonal.com/PROSPERITY

Go to gutpersonal.com, take the quiz or grab a gut test, and use my code Prosperity to get 10% off. Trust your gut - literally. It’s your most powerful business partner.

Founders Retreat in Mexico January 2026: https://annalozano.com/pages/foundersretreat

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Behind the Brand: Jillian Harris on Self-Belief & Building The Jilly Box Phenomenon

Behind the Brand: Jillian Harris on Self-Belief & Building The Jilly Box Phenomenon

Anna Lozano