Essays

Skills & Qualifications

Finding Direction through Exploration and Experimentation.


Earlier this week, I was on the phone with a former coworker who has become a close friend over the years. We talk about once a month, and the calls usually follow the same loose rhythm. We check in on each other. We talk about family. We trade a few everyday updates. And, since he was laid off a few months back, there’s always a moment where I ask how things are going on the job front.

It’s a question that comes from genuine care, and probably a bit of hope, too. The hope that there might be something worth celebrating together. A new role. A promising lead. Some signal that the uncertainty is starting to lift. I asked it the same way I always do, without much expectation either way.

His answer was familiar by now, but it still made me pause. He was very clear that he hadn’t applied to a single job yet. Instead, he’d been having a lot of exploratory conversations. Talking to people in areas he hadn’t worked in before. Asking questions without a specific outcome in mind. Along the way, he’d also been experimenting with how AI might be useful in one of those areas, not as a strategy or a pivot, but simply as a way to see what pulled his interest.

After we hung up, I noticed that I kept replaying that part of the conversation. Not in a worried way. More in a curious one. I wasn’t questioning his approach, but I was struck by how settled he seemed while not having an answer yet.

Noticing Something

That expectation shows up often. In conversations with friends. In casual check-ins from former colleagues. Even in well-meaning questions from family members who just want reassurance that things are moving in the right direction. The underlying hope is that career direction is obvious.

But being laid off forces a moment of re-orientation.

Suddenly, you’re not just trying to get hired again doing the same job in the same company. You’re deciding whether the path you were on is still the one you want to continue. And that decision can feel heavier than expected, especially when there isn’t a clear alternative waiting in the wings.

The Paths Before Us

Sometimes that’s exactly the right move. There’s no virtue in change for the sake of change.

What my friend’s update surfaced for me, though, is how rarely clarity comes from deciding alone. He wasn’t sitting back waiting for an answer to appear. He was learning his way toward one.

By experimenting just enough to see what felt natural and what didn’t. By paying attention to where his curiosity kept pulling him.

That kind of learning doesn’t produce a tidy outcome right away. What it produces is information. Subtle signals about what energizes you, what feels forced, what kinds of problems you enjoy thinking about when no one assigns them to you.

The Parallel Path

But what keeps coming back to me is that exploration doesn’t have to be all or nothing.

Allocating a small amount of time each week to explore ideas, industries, or tools that aren’t an obvious extension of your previous role doesn’t mean you’re avoiding the job search. In some seasons, like the holidays when job listings are less active, it may actually be one of the more productive uses of your energy.

Exploration can confirm that staying the course is the right decision. Or it can quietly signal that something else deserves attention. Either way, it replaces guessing with experience.

I don’t think my friend would say he knows exactly what he’s doing next. But he does seem comfortable with how he’s getting there. He’s building confidence not by rushing toward an answer, but by gathering enough perspective that the eventual decision will feel grounded.

That distinction feels important.

Exploration and Experimentation

If you’re in a season where the next step feels hard to name, that may not mean you’re behind or avoiding something. It may simply mean you’re still learning what direction actually feels right.

Sometimes the goal isn’t choosing faster.

It’s giving yourself enough space to explore and experiment so that when you do choose, you trust why you’re choosing it.