This is part two 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.

(if you haven’t read Part One yet, read that first)

Leaving got me out of a toxic situation. It solved the urgent problem — but it didn’t hand me a new map.

What followed wasn’t clarity or momentum, but a long stretch of recalibration.

There wasn’t a clear trajectory. There still isn’t. What changed was my tolerance for that.

In the early years after I left, I spent a fair amount of time trying on different versions of myself. Some of this was curiosity. Some of it was necessity. And some of it was the lingering belief that “progress” ought to look like movement towards something newer, shinier, or more obviously impressive.

I flirted with adjacent worlds — product, innovation, startups — not because I was particularly drawn to them, but because they seemed to represent where the action was. In contrast, going back to intranets and the digital workplace initially felt like a step backwards. I’d internalised the office pyramid: bigger portfolios, bigger teams, broader remits. Returning to a domain I’d started in felt uncomfortably like reversing down the ladder.

At the time, I was still measuring myself by scope rather than substance. Portfolio size rather than domain authority.

That shifted once I stopped borrowing other people’s career templates.

Joining forces with my now-business partner was a turning point. Not because it suddenly clarified everything, but because working in partnership changed the texture of my working life. Ideas became conversational rather than solitary. Drafts were sharpened through debate. Momentum came not from self-discipline alone, but from shared accountability. If I promised something by the end of the day, it happened — not because of pressure, but because I’d said it out loud to someone whose judgement I trusted.

More importantly, partnership reflected my strengths back to me.

Returning fully to intranet and digital workplace work stopped feeling like retreat, and started to feel like reclaiming something I was genuinely expert in. What had once felt “unsexy” now felt deep, consequential, and hard-earned. I stopped apologising for caring about work that sits at the intersection of people, systems, governance, and power — because that’s where things actually succeed or fail in complex organisations.

One of the more disorienting parts of this period was realising that a skill I’d come to doubt was, in fact, central to my value.

In my last job, the authority to do this work — rolling the pitch, preparing the ground, building buy-in — was quietly withdrawn, and with it went my confidence. Politics was treated as something faintly embarrassing — a distraction from “real” work — rather than the environment in which real work actually happens.

After the break knocked my confidence, I lost sight of the fact that understanding how organisations function is a skill in its own right. Knowing what a project sponsor is carrying. Recognising where resistance is coming from. Being close enough to the reality of organisational life to empathise — but far enough away to offer perspective and judgement.

The first time an old colleague hired me to support them at another organisation specifically for that capability, it was a genuine eureka moment. Not because I’d suddenly acquired a new skill, but because I could finally see clearly again what I’d been doing all along.

Consultants are often accused — sometimes fairly — of proposing ideas that sound elegant in theory but collapse in the cold light of day. What I’d been led to question wasn’t a weakness. It was the craft: working with context rather than around it, acknowledging politics instead of pretending they don’t exist, and offering help that is grounded, realistic, and usable.

That balance — empathy without over-identification, distance without detachment — turned out to be the thing that makes my work stick.

That realisation didn’t instantly restore confidence. Confidence lagged behind evidence. I had to stop apologising for how I work — and that happened slowly, unevenly, over years rather than months.

Identity, meanwhile, remained unresolved. Losing a job title I’d spent a decade chasing was harder than I expected. “Head of digital comms at a bank” collapsed overnight into “freelancer”, with all the ambiguity that entails. Titles are crude, but they’re socially useful shorthand, and I missed having one that did the explanatory work for me.

Go too narrow, and you limit the range of work you’re considered for. Go too broad, and you dissolve into a sea of digital hand-waving. I still feel that tension. But I’ve stopped treating it as a problem that needs solving.

This wasn’t simplification so much as a recognition of complexity.

Another quiet shift during this period was my relationship to impact and evidence. Working for large, complex organisations means you can rarely talk openly about what you’re doing. Commercial confidentiality applied in my last role, and it still does. For a while, I struggled with that invisibility — the inability to point to outputs, launches, or neat before-and-after stories.

What helped was returning to writing. Twitter (RIP), LinkedIn, and blogging gave me a way to be authoritative without breaching confidence. I didn’t need to show the workings to demonstrate the thinking. Over time, I became more comfortable with the idea that much of my value lies not in what I produce directly, but in the choices I help organisations make — including the mistakes they avoid.

Conditions during this period were far from perfect. I still wish I’d left my last job on better terms, with a clearer plan and some savings behind me. For a long time, I was angry — not just about how it ended, but about the injustice of it all. About being made to feel like a failure by an organisation that had benefited from my willingness to stretch, absorb, and endure.

That anger was oddly clarifying.

It stripped away some of the residual self-doubt and forced a reappraisal of what I’d normalised. I could see more clearly how readily I’d equated over-extension with professionalism, and how easily I’d absorbed responsibility for failures that weren’t mine to carry.

The anger didn’t vanish quickly. It lingered. It resurfaced, often out of nowhere. For a while, it was part of how I made sense of what had happened.

But over time, it loosened its grip.

It stopped being the engine of the story and became part of the context instead — something I could acknowledge without letting it define how I saw myself or what came next.

This phase of my career wasn’t about reinvention. It was about unlearning — letting go of borrowed hierarchies, inherited measures of success, and my habit of treating uncertainty as a personal failing.

The long middle taught me to live without a script. To value depth over novelty. To accept that some careers don’t resolve into clean arcs, and that progress is sometimes a matter of stance rather than speed.

The ground kept shifting. I learned to stand differently.

Part 3, ‘Orientation, not arrival’, will be published on Saturday.