A Look Back at the Community that Changed Freelancing in Canada

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).

Work looks a little different when you’re a media freelancer. Sometimes it looks a lot different!

How we use LinkedIn is different too. This is no static platform for us. We can’t simply list our work experience.

In addition to curating the CFG’s Job Bank, and serving as only the second Editor of The Storyboard, our long running freelance-focused publication that turns 15 this year, Robyn runs a busy freelance writer and coaching business, and is the author of Marketing for Freelance Writers. There’s more, but you get the idea.

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?