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Are You Winging It With Your Career? Maybe It’s Time For A Bit Of Method To The Madness
Career Advice
Well being
“What do you want to be when you grow up? Astronaut? Firefighter? Fighter jet pilot?" - "A recruiter.” …sorry, I beg your pardon? Let's be honest, most of us pictured big, exciting careers growing up, not inboxes, meetings and LinkedIn messages. Somewhere along the way though, life happened, opportunities happened, and a lot of us ended up in roles we never really planned for, we just sort of arrived there. And that’s exactly how many careers are built, through a string of “this feels like a good move at the time” decisions rather than any real direction. Between deadlines, life admin and trying to have some kind of work life balance, thinking properly about your career tends to live in the “I’ll deal with it later” pile. The problem is, later rarely comes, and years can pass before you realise you’ve been busy working but not necessarily moving where you actually want to go. That’s where career planning comes in, and no, it’s not as serious or corporate as it sounds...

Let’s be honest, when you were a kid and someone asked what you wanted to be when you grew up, absolutely no one said, “a recruiter.”

It was astronaut, footballer, pop star, vet, maybe a firefighter if you were feeling brave. You imagined space helmets, stadium crowds, or saving lives, not calendar invites, LinkedIn messages and explaining salary bands to strangers.

Somewhere along the way though, life happened, careers happened, and most of us ended up in roles we never actually planned for, just sort of… arrived at.

And that’s exactly how a lot of careers are built, not with intention or direction, but with a series of “this seems like a good move at the time” decisions that stack up over the years.

Between deadlines, meetings, life admin and trying to have some sort of a social life, properly thinking about your career tends to sit firmly in the “I’ll get to it later” bucket. The problem is, later rarely comes, and years can fly by before you realise you’ve been busy working but not necessarily progressing in the direction you actually want.

That’s where career planning comes in, and no, it’s not as serious or corporate as it sounds...

So What Is Career Planning, Really?

Career planning isn’t about choosing one job and sticking to it forever, and it definitely isn’t about having a perfectly mapped out twenty year roadmap that never changes. It’s simply about being intentional with your moves instead of letting opportunities randomly decide your future for you.

At its core, it’s about understanding what you’re good at, what parts of your work you genuinely enjoy, what skills will keep you in demand as the market evolves, and how each role you take can help build towards something bigger. It’s the difference between hopping from job to job because they pop up at the right time, and choosing roles because they actually move you closer to where you want to be.

Think of it less like locking yourself into a strict plan, and more like setting a direction on Google Maps. You might take a few detours along the way, but at least you know where you’re heading.

Why We All Keep Putting It Off

The funny thing is, most people don’t avoid career planning because they don’t care about their future. They avoid it because day to day work is loud and demanding and always feels more urgent.

There’s always another project to finish, another deadline to hit, another meeting that could have been an email, and another week that disappears faster than expected. Career planning feels like something you’ll do once things calm down, except work rarely ever does.

So instead of stepping back and thinking strategically, most career decisions end up being reactive. You move because you’re bored, burnt out, underpaid, or simply because the timing feels convenient. While there’s nothing wrong with any of those reasons, when they’re the only drivers behind your choices, it’s easy to wake up a few years down the track wondering why your career doesn’t quite look how you imagined.

It’s not that you made bad moves. It’s just that no one was steering.

Why Career Planning Actually Makes a Massive Difference

In industries like tech, digital, data and product especially, the market changes fast. New tools pop up, certain skills become highly sought after, and roles evolve quicker than most people expect. The people who tend to progress faster aren’t necessarily the smartest in the room, but the ones who are a little more intentional about what they learn and where they position themselves.

When you plan, even loosely, you start choosing roles that stretch you in the right ways, expose you to better projects, and build skills that compound over time. You’re more likely to move into leadership, specialist positions, or higher impact roles because each step builds on the last instead of sitting sideways.

Without that planning, it’s easy to spend years doing similar level work in different companies, changing environments but not really moving forward. It often looks like progress on paper, but doesn’t always feel like it in reality.

The Good News: It Doesn’t Have To Be Complicated

Career planning doesn’t need to involve spreadsheets, colour coding, or a five year vision statement pinned above your desk.

A good place to start is simply reflecting on what you enjoy doing in your current role, not what sounds impressive, but the parts of the work that actually energise you and make the day go faster. From there, it helps to look at what skills are valuable now, and which ones people in more senior or specialised roles tend to have, because that’s usually where growth and better opportunities live.

It’s also worth paying attention to where people a few steps ahead of you have ended up. Some move into leadership, some become technical experts, some go into consulting or startups, and some carve out niche roles that didn’t even exist a few years earlier. Seeing those paths makes it much easier to picture what could be next for you.

Once you have a rough direction, every role becomes less about “is this a change?” and more about “does this move me closer to where I want to go?”

And No, You’re Not Locked Into It Forever

One of the biggest myths about career planning is that once you choose a direction, you’re stuck with it. In reality, some of the best careers evolve in unexpected ways. Interests change, industries shift, and new opportunities pop up that you never could have predicted.

The key difference is that those changes happen with purpose, not purely out of frustration or convenience. You’re adjusting your path, not drifting off it.

So Basically...

Your career is going to move forward regardless, time will take care of that whether you’re intentional about it or not.

The real question is whether you’re actively shaping where it goes, or quietly letting circumstances, recruiters, salary bumps and convenience make those decisions for you.

A small amount of reflection now can save a lot of “how did I end up here?” moments later. It doesn’t require a five year master plan or a dramatic reinvention. It just requires a bit of direction and the willingness to choose roles that build towards something rather than simply fill a gap.

And if you’re ever unsure what that direction could look like in your space, that’s genuinely the kind of conversation we have every day at JDP. Not just about landing your next job, but about helping you think long term so the moves you make today actually make sense in a few years’ time.

Because drifting might feel easier in the short term, but being intentional is what builds a career you’re actually proud of.

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