Design on Your Terms with Fiona Humberstone on Circle Live
Fiona Humberstone, educator and brand stylist, has styled her own brand around one principle: If you’re not enjoying your work, you’re not setting yourself up for success. In June 2026, she returned to Circle Live to discuss structuring your design business around satisfaction and strategies for balancing your time between client work and creating strong online courses.
Fiona revealed that her approach to time management has been key to finding joy in her decades-long professional design career. Balancing her design and education businesses with a full, rich life has demanded Fiona take a hard stance against unsustainable standards.
“When you have skin in the game, you can’t be a perfectionist. I strive for excellence, but I don’t let perfection cripple me.”
Watch Fiona’s discussion with Squarespace’s Sam Zelitch, Senior Community Events Manager, and Sarah Greisdorf, Senior Team Lead, Channel Partner Program, to learn:
How to create a stand-out education brand in a sea of easily accessible knowledge
How to turn complex information into digestible curriculums that address your audience’s demands and pain points
How to structure your business to maximize leisure time and passive income
When (and when not) to trust your instincts that a design or course idea isn’t working
How to write an impactful creative brief
Related resources:
Listen to the podcast version of the episode.
Subscribe to the Squarespace Circle YouTube channel for videos on product features, interviews with Circle partners and Squarespace product managers, and more.
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Join Squarespace Circle, Squarespace’s program for professional designers and web design agencies. Along with exclusive content, discounts, and other perks, Circle brings professionals together from across the globe to exchange advice while connecting with new clients and collaborators.
