The Break

A surreal painting showing a woman in a dark business suit, seen from behind, stepping through an open door that leads into a blue sky filled with clouds. Behind her is a dim office interior with a desk and lamp fading into shadow.

This is part one of a three-part series reflecting on ten years of self-employment — what led me to leave my last employed role, what came after, and how I now think about work, identity, and change.

I didn’t leave my last employed role because I was brave, burned out on corporate life, or driven by some entrepreneurial calling.

I left because staying had become untenable.

By the time I quit, I was exhausted, unwell, and out of road. Not in a dramatic way — but in the slow, grinding way that comes from trying to make an impossible situation workable for too long.

For over a year, I’d been doing the work of two, arguably three people. I spent a year living in a hotel on the other side of the world to deliver a project against an unrealistic deadline, with neither enough resources nor senior support. Alongside that, I was managing two teams across eight time zones — a logistical and emotional load that never let up.

I did all of this willingly. Partly out of professional pride. Partly out of ambition. And partly because I believed (and was quietly encouraged to believe) that if I proved myself hard enough, everything would eventually resolve.

I was chasing a promotion I thought I needed, and a bonus that had been dangled just far enough ahead to keep me running. Early in that financial year, I discovered that someone in my team, with significantly less responsibility and a lighter workload, was being paid more than I was. When I raised it, I was told it couldn’t be fixed — but that it would be rectified at bonus time.

In retrospect, I was a mug.

Then came the reorganisation.

It was badly handled, driven more by internal politics than how teams actually function. My team was disbanded — a fact I didn’t learn in a meeting, or even on a phone call, but via a text message from a junior team member, because my manager had forgotten to invite me to the meeting.

Shortly afterwards, I was moved under a new manager who neither understood nor valued digital, and who had little appetite for making a success of a platform I’d spent the previous year delivering. Because it wasn’t their idea, it was quietly undermined — along with the person responsible for it.

By then, my body had already started to register what I was still trying to rationalise. I barely slept. I was constantly tense. I was ill with stress in a way I’d never experienced before. I took a few days off sick — the only sick leave I took in the whole time I worked there — and received an email from HR informing me that if I remained off, my pay would be withdrawn.

It wasn’t framed as concern. It was framed as process.

That was the moment the spell broke.

Up until then, I’d still been operating under the illusion that if I just worked harder, explained myself better, or endured a bit longer, the situation would right itself. That email made it clear this wasn’t a misunderstanding or a temporary rough patch. The system had made its position known.

I didn’t quit because I was brave. I quit because I had reached the limit of what I could reasonably absorb.

At the time, it didn’t feel like a career decision so much as a physical and emotional necessity. I didn’t leave on good terms. I didn’t have a plan or a financial cushion. I left carrying a messy mix of anger, relief, fear, and a deep sense that I’d somehow failed.

Looking back, I wish I’d been kinder to myself.

I wish I’d trusted my own signals sooner, rather than forcing my body to escalate the message. I wish I’d recognised that enduring harm isn’t professionalism, and that loyalty to a system that isn’t reciprocated is rarely rewarded.

Ten years on, I don’t romanticise that moment — but I respect it. Walking away wasn’t a career move. It was an act of self-preservation.

And everything that followed began there.

Part two, The Long Middle, will be published on Thursday.

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