The 5-Minute Freelancer Q&A #46 — Sheila Pinder

Feeling like you’re faking it—even with solid bylines and clients? You’re not alone. In September 2025, the Canadian Freelance Guild hosted a webinar on Imposter Syndrome and How to Beat It featuring expert panelists John Geary, Vanessa Chiasson, and Kaarina Stiff.

It's a question circulating on social media and in writers' conversations everywhere: when is the right time to start offering a new service or explore a new niche? And equally important—when do you know it's time to call it quits on an experiment that isn't working?

This article is by Julie Barlow, author of GOING SOLO: Everything You Need to Start Your Business and Succeed as Your Own Boss (with Jean-Benoît Nadeau).

Fifteen years ago, Story Board launched with a simple but ambitious intention: to give Canadian freelancers a place to learn, connect, and advocate for a better, more sustainable creative career.

We're revitalizing our series, Off the Wire. Here, we gather stories about the media business, journalism, writing, communications, and freelancing—with a Canadian focus. Who needs a water cooler?

With freelance participation on the rise and regulations tightening, it’s more important than ever to stay informed. Here are the latest stories shaping the future of freelancing and media in Canada.

We're revitalizing our series, Off the Wire. Here, we gather stories about the media business, journalism, writing, communications, and freelancing—with a Canadian focus. Who needs a water cooler?

With freelance participation on the rise and regulations tightening, it’s more important than ever to stay informed. Here are the latest stories shaping the future of freelancing and media in Canada.

We're revitalizing our series, Off the Wire. Here, we gather stories about the media business, journalism, writing, communications, and freelancing—with a Canadian focus. Who needs a water cooler?