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99 Problems (but a boss ain't one)

Michelle Pratt + Katy Carlisle

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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
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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…
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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. I…
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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 tip…
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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…
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As we enter yet another year of uncertainty, you may be reluctant to plan when you’re not sure what lies ahead and you’re exhausted from the past year. We look at how to make planning into a positive activity that focuses on what you already have and your strengths, and resisting the temptation to add in more that you need to.…
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We realised this probably should have been our first challenge to tackle, but better late than never! So in this episode we look at the concrete steps you can take to set yourself up as a freelancer. We talk about how we get started, what you actually need to do, and common barriers to starting. Some of the content is specific to the UK but most of…
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A recent survey showed that 75% of people have experienced stress to the point where they felt they couldn’t cope, and we know that this is a problem for freelancers too; we’ve seen this in our own networks with people being burned out and overwhelmed. So without a company policy to protect us, and no paid sick days, how do we manage our stress and…
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After over a year of upheavals it’s natural to question if you’re doing what you want (both in life and work). Some people have had this reflection forced on them because their previous work has ceased to exist, but even if your work has stayed mostly the same, the way you engage with it might have changed (for better or worse) and got you thinking…
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We like having tangible outcomes as it makes us feel like we’ve done something. You can look back over emails you’ve sent, invoices generated, workshops delivered, website pages created and it’s easy to see the result of that time spent. But what about the activities that don’t feel like work or have less concrete outcomes? We talk about how to jus…
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Have you become associated with a skill or service but your heart just isn’t in it? Is there a difference between what pays and what you’d really like to offer? You’re not alone. It’s great to become known for being good at something (and it certainly flatters the ego) but how do we become associated with the stuff we really love to do?…
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Just because you’ve set up business on your own doesn’t mean you have to set up business on your own doesn’t mean you have to figure out everything yourself. No matter how intelligent or experienced you are sometimes we all need some outside help, and in this episode we talk about how to find the right support whether it's coaching, mentoring or a …
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