When life throws curveballs, will you redefine yourself or stay stuck in old stories?
In this episode, Tom Fleishel speaks with Diane Gilman, fashion icon and author, who shares how heartbreak, legal battles, and a breast cancer diagnosis led her to create a fashion empire in her sixties and a new mission in her seventies. From designing rock-star denim to inspiring women worldwide, Diane’s story is proof that transformation is ageless.

Her journey radiates hope, resilience, and a powerful call to find purpose beyond adversity.

Diane discusses:
– How she pivoted from fashion setbacks and legal battles to launch a TV career that reshaped her brand
– Her invention of jeans tailored for women over 50 and building a $100M business at age 60
– The emotional and physical toll of battling breast cancer and how it reframed her sense of purpose
– Her insight into aging, mindset, and refusing to let societal limits define personal or professional possibilities
The importance of pursuing passion projects, finding purpose at any age, and helping others feel seen and valued

Resources:
– Schedule A Call with the Fleishel Financial Team
– Too Young to Be Old by Diane Gilman
– Good Jeans: 10 Simple Truths about Feeling Great, Staying Sexy & Aging Agelessly by Diane Gilman

Connect with Diane Gilman:
– Website: Diane Gilman
– YouTube: @thedianegilman
– Instagram: @thedianegilman
– TikTok: @dianegilman4

Connect with Tom Fleishel:
– (386) 738-1800
– fleishelfinancial@raymondjames.com
– LinkedIn: Thomas Fleishel
– Fleishel Financial Associates

About Diane Gilman:
Diane Gilman, known as TV’s “Jean Queen,” is a fashion designer, author, and passionate advocate for embracing age with confidence. After decades in the fashion industry designing for rock stars and major retailers, Diane reinvented herself at 60, launching a revolutionary line of jeans tailored for women over 50 and building a $100 million business on television shopping networks. A breast cancer survivor, she emerged from her health battle with a new mission: to help women rediscover purpose, joy, and self-worth at every stage of life. Through her books and speaking, Diane inspires countless women to believe it’s never too late to chase dreams or start anew.