Million Dollar Days

Behind the Seams: Fashion, Mental Health, and Unique Designs


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What happens when you just miss out on your dream job? For Rochelle Gregory, founder of Rocky Raffaella, missing an internship with Alexander Wang could have been a major setback. Instead, it became the catalyst for building a globally recognized fashion brand. In this episode, we dive into Rochelle’s journey from fresh university graduate to dressing some of the biggest names in Hollywood.

Rochelle shares her insights into what it takes to succeed in the competitive fashion landscape, revealing how her unique designs tell stories beyond fabric and thread. From pioneering hand-smocking techniques to breathing life into each piece with artisan craftsmanship, she creates more than clothing—she builds an experience. With highlights from dressing notable celebrities and overcoming industry hurdles, listeners grasp the meticulous effort that goes into standing out in a crowded marketplace.

But standing out comes with challenges. Rochelle dives into the pressures of the fashion industry, the struggle of maintaining artistic integrity in a world driven by trends, and why she remains unapologetically unique. If you’ve ever wondered what it takes to truly disrupt an industry, this conversation is a masterclass in fearless creativity.

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Million Dollar DaysBy Robby Choucair and George Passas