Episode
INTERVIEW | Make Money with a Comeback, feat. Yasmine Cheyenne
- Podcast
- Travis Makes Money
- Published
- May 12, 2026
- Duration seconds
- 1521
- Processing state
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Summary
Yasmin Cheyenne is a three-time HarperOne author and Today Show wellness expert who has guided hundreds of thousands of people back to their authentic selves through her writing, workshops, and teachings. After serving five years in the Air Force and working in the JAG (legal) department, Yasmin spent nearly a decade balancing a government job with her growing coaching and writing business before making the leap to full-time entrepreneurship in 2021—just days before the Today Show reached out for her first major media appearance. On this episode we talk about: The strategic decision-making process behind leaving a stable nine-to-five job to pursue entrepreneurship full-time Why seeing a financial advisor before quitting your job is essential, even if you think you can't afford one The difference between setting healthy boundaries and becoming unreasonably selfish How reconnecting with your inner child can help you rediscover what you truly want from life The concept of the "comeback era" and why midlife discomfort is actually a gift, not a crisis Top 3 Takeaways Do the human work before making the leap - Consult a financial advisor (many banks offer this free), calculate all expenses including taxes and health insurance, and ensure your business income can sustain your entire family's needs—not just your current bills. Don't make major career decisions from overwhelm or sleep deprivation. Consider whether your passion can handle the pressure of paying bills - Some people love their creative work but don't want it to be the thing they rely on financially, as it changes the relationship with their gift. Be honest with yourself about whether you can emotionally handle your passion becoming your primary income source. Learn from children's natural boundaries - Kids have no…