How long should you keep trying?

The inimitable Sisyphus, who has been looking for a job for a while now, describes an all-too-common situation in academia:

A while back I had decided that I need to just give it up and move back into my parents’ house, but then little things keep popping on the horizon that look like possibilities, and I think, hey, I might be able to get this one and why bother dealing with moving if I’m going to be moving somewhere permanent soon anyway? Then that oasis turns out to be a mirage, and I keep crawling along.

Anyone who’s struggled with finding a job has had this experience — the just-missed, the nearly-there, the what-if. It’s the incrementalism that kills you. “But this next one won’t take much effort, and what if it’s the one? But this next one won’t take much ….”

So how do you decide enough is enough and it’s time to move on?

Give yourself the gift of a limit

The problem is, there’s no clear cutoff. There’s a limit to how many times you can take the bar exam, but there’s no limit to how long you can spend looking for a job.

And that means you have to create limits for yourself.

This is most easily done at the beginning. How long are you willing to do this? One year? Six months? Two years? What feels reasonable? What feels like enough time to find out what’s what?

And then you mark it down somewhere, make a date with yourself to reassess.

It doesn’t mean you have to stop at that limit. It only means it’s a point at which you stop, you look around, and you see what there is to see.

A few things you might see

When you do stop to look around, there are a few things that are worth thinking through.

• Has anything changed? That is, has something happened externally to improve the situation? Has something happened internally to improve the situation? What’s different now than when you set off on this particular phase of the adventure? What does that suggest about moving forward?
• How close have you come? If you’re repeatedly getting almost-there but not quite, it may only be a matter of time. If you’re knocking on door after door and not getting much response, it may be better to cut and run.
• Do you still want it? We can be creatures of inertia and bull-headed to boot. Do you still want this or is it now mostly a matter of pride? If you got the job tomorrow, would you be exhilarated or would you think, “well, shit”?

And now what?

Depending on what you find when you stop to look around, you may want to set another “let’s look around” date and keep going, or you might want to take this opportunity to choose something else. What else is appealing? What else can you do?

That’s not to say either is an easy choice, just that you have the choice. But you won’t consider your choices unless you give yourself the time and space to do so.

What if the beginning was a long, long time ago?

If you’re in the midst of it, see if you can take a break right now.

Ask yourself the questions above. How long have you given to this? How long are you willing to give to this?

It’s really easy to be motivated by pride and it’s shadowy sister, shame, to just keep pushing through, to keep trying, to make one last effort for the 57th time.

But stop and look. What do you want now?

Also? This sucks. And it’s not you.

Whereever you are in the process, though, and whatever choices you make when you stop and look around, know these two things.

This process blows. It’s distressing, demoralizing, and crazy-making. The process itself, the time it takes, the amount of work, will make your head explode even if you’re successful. And if you aren’t getting the offer you want, then it’s even worse.

And finally, it’s not you. You’re fabulous and wonderful and smart and talented. The system is pretty broken, and “success” here looks a lot like “sheer, unadulterated luck.” Sometimes we have it, sometimes we don’t. It doesn’t have to mean more than that.