Ditching Hourly

Diane Whiddon - Branding in the Age of AI

Sep 16, 2025
Diane Whiddon, a brand strategist and founder of SwayRise Creative, discusses her journey into integrating AI into branding. She reveals how AI illustration and photo services addressed a growing demand among her clients. Diane also shares insights on value pricing, focusing her business strategy, and the ethical implications of AI in branding. With a comparison of AI photo shoots to traditional methods, she highlights the efficiency and cost-effectiveness of her new offerings. Her experience illustrates the importance of adapting to technological advances for business success.
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ANECDOTE

Discovery Call That Changed Everything

  • Diane remembered the discovery call with Jonathan as the turning point that clarified her business focus.
  • He reframed her AI interest into a coherent offering and called her "sophisticated," which impressed her.
INSIGHT

Focus Converts Ideas Into Sellable Products

  • Focusing one offering solved Diane's scattered business energy and unlocked momentum.
  • She converted that clarity into a book idea and course material around branding plus AI.
ADVICE

Teach Before You Write The Book

  • Teach your book material before writing the book to vet what resonates.
  • Use course feedback to shape a better final book and sellable product promptly.
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