EPISODE · May 27, 2026 · 1H 2M
I Quit My 9-5… Now I Can’t Stop Working
from Creative Legends · host Cj Cawley / Jack Chitty
We quit our 9-5's to work 5-9. This week, CJ and Jack unpack the guilt that comes with being a freelance creative and finally putting your 'out of office' on.We get into:👉 Why freelancers often feel guilty taking time off👉 The pressure of running a business when everything stops if you stop👉 Why rest can feel like something you have to earn👉 The hidden 9–5 mindset many creatives still carry into freelance life👉 How overworking quietly becomes normalised when you work for yourself👉 And the uncomfortable truth that sometimes… we’re the ones creating the pressure
What this episode covers
We quit our 9-5's to work 5-9. This week, CJ and Jack unpack the guilt that comes with being a freelance creative and finally putting your 'out of office' on.We get into:👉 Why freelancers often feel guilty taking time off👉 The pressure of running a business when everything stops if you stop👉 Why rest can feel like something you have to earn👉 The hidden 9–5 mindset many creatives still carry into freelance life👉 How overworking quietly becomes normalised when you work for yourself👉 And the uncomfortable truth that sometimes… we’re the ones creating the pressure
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I Quit My 9-5… Now I Can’t Stop Working
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