Episode 299: Creative Risk, Reinvention & Finding Joy in the Pivot | Taylor O’Sullivan | Founder of Culterra
Photographer and filmmaker Taylor O’Sullivan joins Kara to talk about the pivots, risks, and lessons that come with a creative career. After burnout and a major professional reset, Taylor stepped away from a demanding commercial film job and slowly rebuilt a life that honors joy, artistry, and freedom. They talk about traveling solo, being open to reinvention, navigating creative insecurity, and the value of taking your time. If you’ve ever questioned your path or wondered how to restart on your own terms, this episode offers clarity, honesty, and inspiration.
This episode explores creative entrepreneurship, personal reinvention, and leading with curiosity.
“Your network is everything. All of my businesses have been word of mouth and I want to help others do what lights them up, too.”
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Follow along using the Transcript
Chapter Breakdown:
(00:00:00) – Meet Taylor O’Sullivan
(00:03:01) – Burnout, Quitting, and the First Pivot
(00:10:25) – Traveling Alone & Learning to Slow Down
(00:18:40) – Rebuilding Her Creative Life from Scratch
(00:27:15) – From Control to Curiosity: Creative Growth
(00:34:00) – Letting Go of the Timeline
(00:41:45) – What’s Next for Taylor O’Sullivan
Related Episodes
Episode 251: Louisa Schmolke | Artist of 3024, Architectural Designer, Illustrator
Episode 237: Andrew Petterson | Artist, Creator, Engineer, Fabricator
Episode 274: Sarah Rhoads of We Are The Rhoads + Commbi Footwear
Instagram: @culterra_ @taylorosullivan
YouTube: @CULTERRA_ART
Website: www.culterra.art
Email: taylor@culterra.art
Created and hosted by Kara Duffy
Audio Engineering & Editing by Jordan Duffy
Production by Amanda Kass
Graphic design by Anna Olinova
Music by Joakim Karud
