S2E5: Caitlin Dooley | The Power of a Stylist

New York City based Stylist Caitlin Dooley keeps Season 2 of The Creative Freelancer going strong. It’s already our 23rd episode of this podcast and like all great things with the number #23, Caitlin delivers.

Ever wonder what a photographer should have lined up before dropping into that stylist’s DM and asking them to work together on a personal project? We cover that in this episode. Caitlin also discusses the role of a stylist on set as well as what to do with the wardrobe before, during and after a shoot that’ll make you finally realize that working with a stylist will make shoots with a wardrobe light years easier and yield a better image for your portfolio in the end.

As an industry expert, Caitlin talks about all the dos and don’ts for any aspiring stylists out there. She also shares memories from her first few jobs and how those tough lessons helped develop her process as a stylist. Near the end of the conversation Caitlin drops some knowledge about where the heck personal style should comes from.

If you enjoy this episode, please consider sending me a review at david@thecreativefreelancer.com or leaving a review in Apple Podcasts, Spotify or platform of your choice.


A quick shoutout to this episode’s sponsor, Think Tank.

Flashback to 2015, I had just quit my full time job to create content for Gary Vaynerchuk’s personal trainer. I had to travel once a week into NYC with a laptop, lenses, camera, mic and headphones. I knew my current bag wasn’t going to cut it. After doing a ton of research I settled on the Think Thank Airport Essentials bag. I can’t begin to tell you how many miles I’ve walked around NYC with that bag on my back fully loaded with my gear. It’s super reliable, fits into overhead compartments and had been my go to bag for the last 6 years now. See the multiple ways you can arrange your gear by heading over to the Think Tank website.

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S2E5: Caitlin Dooley | The Power of a Stylist

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