Elevate with Robert Glazer Elevate Classics: Jeffrey Shaw on Thriving In The Self-Employed Life
Jun 26, 2025
Jeffrey Shaw, an accomplished portrait photographer and bestselling author, shares insights from his journey in shaping a fulfilling self-employed life. He discusses essential mindset shifts for entrepreneurs, the art of authentic branding, and the challenges of transitioning from corporate jobs. Shaw reflects on his podcasting evolution, emphasizing genuine motivations over metrics. He also addresses the stigma of self-employment and highlights the importance of core values in personal and professional growth, urging self-employed individuals to embrace their unique paths.
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Photographing Stephanie Seymour
- Jeffrey Shaw photographed supermodel Stephanie Seymour for decades, who chose him for showing her true self beyond exterior beauty.
- This experience helped him understand the value of people feeling truly seen in photography.
Flip Spotlight to Reduce Pressure
- Flip the spotlight off yourself to reduce pressure and perform at your best in photography or speaking.
- Keep going no matter what unexpected issues occur to maintain composure and serve your audience well.
Self-Employment Is Relationship-Based
- Self-employment is fundamentally a relationship-based business, unlike the transactional nature of most corporate roles.
- Transitioning from corporate to self-employed requires doing many things opposite to conventional business to succeed.