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Freelance AF

Freelance AF

By: Sean Kelly & Michelle Elliott
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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 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.

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    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.

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    22 mins
  • Episode 12: No Name Tags Required
    Jun 9 2026

    We’re ba-aack!

    Like that one browser tab you swear you’ll get around to closing, your favourite freelancers have returned from hiatus. Are they refreshed? Debatable. Reinvigorated? Unlikely. Ready to share more questionably sound entrepreneurial advice? Absolutely.

    Does networking make your skin crawl? Does the phrase "elevator pitch" trigger your fight-or-flight response? Would you rather fake a phone call than walk into a room full of strangers wearing name tags? Then congratulations! This episode is for you.

    Despite what LinkedIn gurus and hustle-culture influencers would have you believe, networking doesn't have to mean awkward mixers, stale appetizers, and collecting business cards you'll never look at again. In fact, you're probably already networking; you just call it something else.

    This week, Sean and Michelle are unpacking why meaningful relationships beat random connections every time, how to grow your network without feeling like a used car salesperson, and why the best opportunities often happen far away from the networking event itself.

    So put away the stack of business cards, cancel your fake emergency, and settle in with your weighted blanket. Class is in session, and this time there's one rule: No Name Tags Required.

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    25 mins
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