How to Build Long-Term Freelance Success: Everett Guess

In this episode of Out of Scope, I sit down with my friend Everett Guess, one of the busiest and most consistently successful freelancers I’ve ever worked with. We met years ago at The Marketing Arm, where Everett was a permalancer while I was on staff, and even back then he was always booked, always in motion, and always building something. This conversation goes deeper than anything we’ve talked about before. Everett shares the mindset that has carried him through the ups and downs of freelancing, what it takes to build long-term career stability, and why relationships matter more than anything else in this industry. We also talk about slow seasons, confidence, growth, and the unexpected shifts that shape a creative career. Whether you’re freelance, full-time, or somewhere in between, this episode is full of practical insight and real talk. Connect with Everett:
linkedin.com/in/everett-guess-guesswork-media Want to reach out?
Email me at [email protected]. If you think you’d be a great fit for the show, or you know someone with a story worth sharing, I’d love to hear from you. And if you’re enjoying the podcast, please take a moment to leave a review. It really does help more people find the show. Thanks so much for listening.