99 Problems (but a boss ain't one)
99 Problems (but a boss ain't one)
Michelle Pratt + Katy Carlisle
The podcast that solves your freelance problems one at a time. Your hosts are: Katy Carlisle - Squarespace web designer at SQSP Queen and founder of Freelance Folk Twitter @katycarlisle Michelle Pratt - owner of Dive Deeper Development, business trainer and personal development coach. Twitter @divedeepdevp Say hi and share your problems or tips with us @99problemscast
Episode 85 - Being ghosted
Have you ever spent a lot of time building a relationship with a client and submitting a proposal just to be completely ignored for your troubles? Yes? Then you’ve been ghosted. In this episode we look at how to deal with clients who just disappear!
Mar 24, 2025
33 min
Episode 84 - Global domination
In this episode we explore what to consider when you take your business global. How can you cross your t's and dot your i's? Whether you’re working abroad or simply expanding your services to customers in other countries, we look at what to consider, from practical to cultural factors.
Mar 10, 2025
1 hr 5 min
Episode 83 - Artificial Intelligence
It feels like you can’t go on social media without coming across another AI newsletter or another thread about the Top 10 AI tools it feels illegal to know. So it would be completely understandable to be concerned about how AI might impact the work of a freelancer.
Feb 7, 2025
44 min
Episode 82 - Expanding your offering
You’re in business, you’ve got customers and things are going great. But there may come a point where you either want to do something else and expand your skills, or maybe your customers love you so much they want more goods and services - and they want them from you specifically. How do you add more services into your offering? In this episode, we talk about how to expand what you offer in a way that's manageable and sustainable!
May 22, 2023
40 min
Episode 81 - The 'Do One Thing' myth
In the olden days of our parents or grandparents, you had one job and you did that job for life - or at least for a long time. Now the ways of work have changed and people are used to switching jobs, but although having a “side hustle” is more common, there’s still some stigma around having more than one project, business or role as a freelancer. In this episode we look at whether you can have your cake and eat it by doing more than just one thing!
May 2, 2023
37 min
Episode 80 - Your freelance carbon footprint
Big business is rubbish at looking after our planet, so it looks like it’s up to us micro-businesses to lead the way.  But can we make a difference? What can little old us do for the planet and why should we make this a priority as freelancers? In this episode we look at why considering your carbon footprint is important and share some practical tips for reducing it.
Apr 11, 2023
51 min
Episode 79 - Authenticity
When we first start out we will often turn our hand to anything in our skill set and work with pretty anyone who will do business with us. But we often find out that where we start out is not where we want to be. It’s not the ‘real us’. How do you work out ‘your thing’ and avoid doing what you think you should do? In this episode we talk about what it means to be authentic beyond an Instagram hashtag.
Mar 28, 2023
46 min
Episode 78 - Freelancing as a woman
In this episode, we're talking about the challenges of being a female freelancer. Do women face more challenges in freelancing than men? What’s the difference? And what can we do about it? 
Jan 30, 2023
56 min
Episode 77 - Business Breakups
It’s not you, it’s me. That’s right, in this episode we’re going to cover the topic of business breakups. You may have started by skipping through fields together but what happens if it stops being all rosy and you need to consciously uncouple?
Jan 16, 2023
39 min
Episode 76 - Rejection
Rejection is something that will impact every freelancer at some point. It doesn’t feel good but being able to deal with it well (and even use it for good) will set you up for freelancing success. In this episode we talk about tips for coping with rejection and discuss whether it's better to try to avoid it or embrace it!
Jun 15, 2022
38 min
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