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337. Jessie James Decker on Building a $60M Business, Betting on Herself & Why It’s Never “No”

Oct 5, 2026 · 54m

Summary

Jesse James Decker discusses her transition from country pop star to multi-hyphenate entrepreneur, covering her fashion brand Kitish, new cookbook, and fitness app. She shares insights on overcoming imposter syndrome by leveraging her unique voice, managing burnout through strategic partnerships, and maintaining a healthy financial dynamic with her husband, Eric Decker.

Topics discussed

Sponsor: American Express Business Platinum Introduction: Jesse James Decker's multi-hyphenated career The drive to keep building and the lack of a finish line Childhood influences and the need to prove oneself Advice to her 21-year-old self on career and persistence Financial lessons from Rod Stewart and trusting expertise Mother's scrappy attitude and gratitude during hard times Breaking the 'one niche' box and embracing creativity Overcoming imposter syndrome in new industries Identifying her true mastery: singing and vocal performance The 'trunk of the tree' concept and personal brand Launch and success of her fitness app community Sponsor: Whatnot live shopping platform Building the fitness app without focusing on numbers Scaling Kitish: bringing on a wholesale partner Dancing with the Stars: lessons on freedom and performance Balancing DWTS, touring, and motherhood Managing love and money in a high-profile marriage Sponsor: Superhuman AI productivity tools Dividing financial responsibilities with Eric Decker Respecting work boundaries and maintaining privacy New book 'The Secret Sauce' and family traditions The future of the music industry and artist longevity Social media strategy and authentic content creation Final trading secret: It is never no Sponsor: Checkout.com
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