Everything you did that did not fit the plan is your career alpha
The things that did not fit your CV are your biggest career asset
There is this conception, probably mainly in our own heads, that you should follow a certain linear path. What does not fit that script should not be done and most certainly not included in the storyline you pitch about yourself.
I have always had a hard time adapting to that way of thinking.
Because no matter what you do, that experience compounds and moves with you. The lateral move that looked weird, the industry you left, the thing you built that nobody understood yet. It all follows you, quietly accumulating into something that is entirely yours.
And that is the version of a career I keep coming back to. Not the predictable one, but the one you build deliberately, where what you accumulate actually belongs to you.
The index fund problem
I keep coming back to investing when I think about this. The way investors think about benchmarks, leverage, and where value actually lives turns out to be a good way to think about a career too.
Think about it, most people manage their careers like an index fund: stay in the right industry, collect the right titles, track roughly with their peer group. Completely fine but this is also the definition of zero alpha.
And don't get me wrong here, it entirely depends what you want and whether that is good or bad.
In investing, alpha is the return you generate beyond the benchmark. In your career it is everything you build that does not fit neatly in a job description: judgment, assets, reputation with the right people. The gap between a good CV and someone who actually creates outcomes.
Choose your benchmark
If your internal benchmark is people your age in similar roles, you have already capped your upside. You are tracking a market you did not choose and have no control over.
A better benchmark is the version of you who took slightly scarier assignments, shipped things in public, and treated each role as a launchpad and learning opportunity rather than a destination or as a proof of value.
Where your value actually lives
Career alpha comes from asymmetric bets.
From the strange, unconventional, and unexpected things you did. The project that was not in your job description but put your name on something visible. The lateral move that looked strange on LinkedIn but gave you proximity to decisions rather than just execution. The writing, the side work, the relationships that compound quietly.
But only if that value follows you. If all your usefulness is trapped inside one company’s systems, you do not own your upside. When you leave, most of it disappears. And that can be decades worth of work and proof.
Instead, alpha is what travels with you: a point of view people recognise, skills that work across contexts, people who pick up your call regardless of what is on your email signature.
And often we only see the compounded value of all of it on the day our employer changes strategy and suddenly we are not as safe as we thought.
The cold water moment.
The one that forces you to pivot and reinvent your path, whether you are ready or not. And that is exactly when you are grateful you have more than one story to tell and more than one thing to sell.
So play it deliberately
In all its simplicity, career alpha is simply deciding you will not move purely on autopilot.
You choose your benchmark, you place deliberate bets, you build things that keep paying you back even when the org chart does not.
Your career will move anyway. Markets shift, companies restructure, priorities change. And you should be in control.