Freelance AF cover art

Freelance AF

Freelance AF

By: Sean Kelly & Michelle Elliott
Listen for free

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!

Copyright 2026 Sean Kelly & Michelle Elliott
Economics Leadership Management & Leadership
Episodes
  • Episode 15: A Terrible Case of Comparisonitis
    Jun 30 2026

    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.

    Show More Show Less
    27 mins
  • Episode 14: Still Somewhere Between Panic and Profit
    Jun 23 2026

    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.

    Show More Show Less
    34 mins
  • Episode 13: Somewhere Between Panic and Profit
    Jun 16 2026

    You know that point where you’ve survived the chaotic beginning but still haven’t arrived at smooth, effortless success? Yeah, that one. The place where you've been grinding away for months (or years), wondering if you're making progress or just collecting new items for your stress-induced bingo card.

    This week, Sean and Michelle are diving into the Messy Middle; that stage of entrepreneurship where some parts of your business feel buttoned up and professional, while others seem to be collapsing like a flan in a cupboard. (Thank you, Eddie Izzard.)

    As frustrating as it can be, this is exactly where the real work happens. Much like your awkward teenage years, the Messy Middle is full of growing pains, questionable decisions, and wondering if everyone else has things figured out better than you do. Spoiler alert: they sure don't.

    So put down your never-ending to-do list, ignore that email for the next 25 minutes, and join us as we explore life Somewhere Between Panic and Profit.

    Show More Show Less
    22 mins
adbl_web_anon_alc_button_suppression_t1
No reviews yet