Freelance AF is a cheeky peek behind the curtain into the world of being your own boss! Join freelancing friends Sean Kelly (owner and founder of Barrel to Basket, a wine and cider tasting event company) and Michelle Elliott (professional brand photographer, and owner and founder of MEE Photography) as they dive into the nitty gritty of owning a small business. These intrepid hosts cover a range of topics - like crucial steps to starting your own business, the importance of developing your brand, and how to stay organized - all while laughing and drinking, and never taking themselves too seriously. From the corporate world to becoming entrepreneurs, Sean and Michelle share their successes and struggles to help you find your own path to freelance freedom. Whether you're an established business owner, or just starting on your journey, their hope is to impart some semblance of wisdom on you - or at the very least show you what NOT to do! Episodes release weekly and occasionally feature guest interviews with friends and fellow business owners.
So hand in that key card and hit 'send' on your sassy resignation letter, and prepare to be Freelance AF!
Have you ever been given unsolicited advice that made you want to launch the person giving it directly into the sun? Hey, us too!This week, Sean and Michelle are diving headfirst into the wild world of entrepreneurial advice, both the kind you ask for and the kind that gets dropped into your lap whether you wanted it or not. From productivity hacks and money mindsets to social media "must-dos" (Sean would like a word with Meta), your favourite freelancers are sorting through the good, the bad, and the downright questionable.So grab a notebook and ignore at least half of what you're about to hear, as we all yell, “Thanks, I Hate That Advice.”
30 Jun 2026
Episode 15: A Terrible Case of Comparisonitis
Ever have one of those days where you're feeling pretty good about your business until you open social media and discover that apparently everyone else has doubled their revenue, launched a new offer, hired a team, bought a lake house, and achieved inner peace before breakfast?Amazing how quickly confidence can evaporate when you start comparing your behind-the-scenes footage to someone else's carefully curated highlight reel.This week, Sean and Michelle are tackling comparisonitis: the entrepreneurial condition that convinces you everyone else has the secret playbook while you're over here Googling tax deadlines and wondering if you're doing literally anything right. Your favourite Freelancers are digging into why comparison is so tempting, why it's almost always misleading, and how to use inevitable comparisons to help build yourself up rather than tear yourself down.So grab your favourite beverage, stop stalking your competitors for research purposes, and join us as we diagnose A Terrible Case of Comparisonitis.
23 Jun 2026
Episode 14: Still Somewhere Between Panic and Profit
Last time, Sean and Michelle talked about the Messy Middle, that magical stage of entrepreneurship where you're successful enough to have problems, but not successful enough to hire someone else to deal with them.This week, they're answering the obvious follow-up question: how the heck do you survive it?From building systems and finding your people to redefining what progress actually looks like, your favourite hosts are sharing practical ways to navigate the chaos without rage-applying for a corporate job at 2am.Because the Messy Middle isn't something you escape, it's something you learn to operate in.So grab your coffee, your wine, or whatever's helping you hold it together this week, because we're Still Somewhere Between Panic and Profit.
Who has been a guest on Freelance AF
Names identified in recent episode analyses. Showing up to five guests.
Jodie Buttigieg
Candice Neufeld
Katie Brooks
[Guest Name]
Matt Hammond
Podcast Authority Score: 10 / 100
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YouTube
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Engagement
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