In the pursuit of doing what they love, most photographers and other creative freelancers don’t think about certain business aspects. Take insurance, for example. How do you deal with a dissatisfied client who insists you didn’t do your job to their specifications (when you did) with no contract laying out agreed-upon specifications to prove it? What about a client who goes so far as to threaten legal action against you or refuse to pay?

Today, Sam is joined by Ashley Baxter: the founder of With Jack, an insurance company for freelancers in the U.K. She’s a creative whose journey started when she first picked up a camera to shoot. With her love for the lens, she found her footing as a freelance photographer and worked with a range of clients, many of whom wanted her for wedding photography. Through her work, however, she found another passion: educating and helping freelancers with their rights and insurance needs so they can succeed.

For a while, Ashley had two careers running alongside each other simultaneously. One was the freelance photography business she ran for eight years, and the other was her insurance company. Then she wound down her freelance career when she began working full-time in With Jack.

In this episode, she delves deeper into her career and shares some sound advice for fellow creatives along the way. You’ll hear about her struggles with juggling both businesses and how she stayed motivated in the process. Ashley also reveals the insanely complicated process of creating and running a company in a regulated industry, how she revived her love for photography when it started feeling more like a job than a passion, and offers several methods to help you recalibrate when you just want to quit.

Follow Ashley:

Instagram: https://www.instagram.com/ashleybaxter/

With Jack: https://withjack.co.uk/

Follow Contact:

Book from 800+ creative talents at contact.xyz

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Twitter: twitter.com/contact_xyz

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