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Podcast · Business · New episodes usually on Monday

Trading Secrets

By Sony Music Entertainment
336 episodes 0 followers
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NEW Season 1 Oct 5, 2026 · 55 min

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

Jessie James Decker joins Jason Tartick on Trading Secrets to open up about the business, financial, and personal lessons behind her incredibly diverse career. From becoming a country music star and reality TV personality to building a fashion brand, launching a fitness app with nearly 40,000 subscribers, and creating multiple successful businesses, Jessie has never been afraid to bet on herself. Jessie gets candid about growing up with financial struggles, learning to manage money, and why knowing your weaknesses—and surrounding yourself with people who are smarter than you—can be one of your greatest strengths. She also explains why she refuses to believe in staying in one lane, how she overcame imposter syndrome, and why she believes the person at the center of every venture is ultimately your biggest asset. Jason and Jessie dive into the evolution of her fashion brand Kittenish, which has grown into a $60 million business, and the difficult decision to step away from day-to-day operations so the company could scale. Jessie shares the business lesson behind knowing when to hand over the reins, her experience on Dancing With the Stars and Special Forces, and how she balances marriage, motherhood, and entrepreneurship. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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