Writer and blogger Jessica Rose Williams recently made the long-dreamt-about decision to leave her job and go full-time with her blog. But how easy is it to make that choice, and how do you know the time is right? Jessica shares her journey with us and then chats to three other creative women to hear their tales of taking the freelance leap…
It’s what most of us dream of when the boss is dishing out those jobs we hate doing, breathing down our necks and telling us we can’t have that morning off we’d asked for. Being my own boss has been a dream of mine for years, but I never thought it was for people like me. I thought you had to be one of those stereotypical creative types, an Insta-ready 6ft blonde in a bikini or have a bullet-proof business plan in your pocket with a ton of money in the bank in case it doesn’t work out.
Mostly, I always thought you had to have a lot more brains, confidence and courage than I thought I had. Fast forward a few years and here I am writing this; being my own boss, and I took that morning off I wanted just yesterday.
I have a theory that given the choice, most people would jump at the chance of being self-employed over working a traditional 9-5. Making my own leap took a lot of psyching myself up for, like one of those birds you see flapping around in the tree before they actually fly the nest. But I did it. And I’ve no regrets. Knowing when to do it was the toughest part. Is there ever a right time?
I knew the time was right to start blogging full time 18 months ago, but I chose to ignore it. My husband was the one who said it out loud first and I insisted he was wrong until it got to the point where I couldn’t ignore what had been staring me in the face any longer. So I jumped. I felt lucky to have had the freedom to write my blog alongside my work for our financial advice business but the workload scales eventually tipped and I couldn’t manage both. I had to choose and I chose what fed my soul and gave me the most joy, even though it wasn’t a sure thing financially.
My biggest struggle was stepping into what felt like an almighty spotlight and saying out loud that I was doing this. I’d already been doing it anyway, but I’d stayed in the safety zone and kept my strings attached - just in case I failed. Reframing failure as a learning opportunity was invaluable in lifting the pressure I’d been suffocating under and giving myself the reassurance I needed.
It would be unrealistic to glamourise freelance life as a perfect one but with so many of us dreaming of a career on our own terms or even just a creative side hustle that provides some pocket money, I think it can be comforting to hear from those that have gone before us.
I interviewed three other self-employed creatives to find out more about their stories and the struggles they had to overcome before they flew the nest too.
Kayte Ferris was a marketing manager for a nursery furniture company before she upped sticks to the Welsh mountains to start her creative coaching business. She told me how even though her job was creative on paper, the reality of staff meetings and sales targets weren’t what she wanted to do. Something was missing.
It took her boyfriend accepting a job offer in rural Wales for Kayte to run out of excuses and take the leap. Knowing her living expenses would be halved felt like the opportunity she’d been aching for. With the decision to quit her job and move to the countryside taken out of her hands, Kayte’s real struggle came with deciding what she was going to do. To overcome this, she signed up for coaching with Jen Carrington, binged on creative podcasts such as Being Boss, Hashtag Authentic and Blogtacular and gave the decision making process the necessary time it deserved.
Siobhan Watts was a tour manager for a theatre company before she decided not to return from her maternity leave and develop her photography business instead. She’d been building her creative venture for two years prior to her leap, but it wasn’t until she got pregnant that she knew she wanted to take it full time for freedom.
Sometimes it’s a case of asking yourself which is worse and this is how it was for Siobhan. It became scarier to see herself at 40 with 2 kids in a job she didn’t like than to go after what she truly wanted. After years of fearing the vision she was terrified of and not knowing who she really was, it felt like it was now or never. Siobhan found believing in herself the hardest thing to do but with the task of raising a little girl on her hands, she felt she wouldn’t be able to tell her to follow her dreams when she’d clearly given up on her own.
After finishing her art degree, Kara worked in marketing for 10 years before she decided to take her ceramics business full time. She describes herself during that time as a compass with no north. Kara had learned pottery at evening classes as a creative outlet, but it wasn’t until she was in a room full of potters at auditions for BBC’s The Great Pottery Throwdown that she realised it was possible to make a living from her hobby. Less than six months earlier she’d lost a close friend to a brain tumour and felt this was the kick from the universe telling her to make it when he tragically hadn’t.
When it comes to choosing the right time, Kara believes in signposts from the universe and ‘if you ignore them, it’ll give you bigger signs’ she told me. She couldn’t ignore the signs any longer when her new home came equipped with a shed perfect for a pottery studio at the bottom of the garden. Less than six months after losing her friend Kara had handed in her notice and was ready to face her greatest fear of not being a success. Leaning into a little vulnerability and telling her family and friends what she was thinking of doing gave her the final push she needed.
Some tips if you’re thinking ‘this is me!’ and you’d love to start your own creative business
‘Start before you’re ready. I wish I hadn’t kept my cards so close to my chest and shared my business developing openly. It’s more important to be talking to those you’re thinking of selling to’ - Kayte Ferris
‘Tell people about what you’re thinking about doing. The self-critic is loudest when you don’t get support’ - Kara Leigh Ford
‘Do it. Do it. Do it. You don’t have to go all in right away, but make a plan and get yourself in a secure position - maybe cut down on some days in your job. If possible save up some money and get a few clients so you can explore what it is you do and don’t want to do. Hire someone like a coach or get some like-minded people together to support one another. Ultimately - just do it’ - Siobhan Watts
And me? I would encourage you to let to your gut guide you. Too often we look for external permission when we’re the ones that know what’s best for us. Forget what your head and heart are telling you and focus on that pull that comes from deep down in your stomach. You’ll know when the time is right. Trust it.
I came away from each interview feeling more and more inspired to continue my new but exciting freelance journey and chase my own creative dreams. I’m hoping you feel the same way.
Thank you Jessica (and ladies!) for this inspiring and insightful look at how it’s possible to make the move from full-time employment to living the working life you really want. Follow Jessica’s journey over on her blog and Instagram.