The Sad Truth About Getting Your Dream Job

Photographed by Claire Pepper.
By Chelsea Fagan

Struggle to find a job. Send application after application, résumé after résumé, until it feels like throwing handfuls of sand into an endless ocean. Never hear back from any of them, of course, because you are applicant number 134 of 232, for a position that requires exactly one person, and was actually filled last week but hasn’t been taken off the website yet. Redo your résumé for the 10th time in two months, asking yet another person for their feedback, considering to what extent you can exaggerate your computer skills until it becomes a fabrication that will get you fired from any job you actually land. Briefly consider that at least having a job at all, even one you are laughably unqualified for, might be worth the lie. Pretend to be really, really good at Excel.

Then, one day, when you have given up hope and (mostly) stopped refreshing your email 50 times per day to make sure you haven’t received good news, you receive it. Get the email that takes you a few seconds to register, because it's written by an actual human and is not a form rejection letter (or total lack of response). Be asked to come in for an interview, and, when they ask what time is best for you, pretend like you have anything else going on in your life besides waiting for their email. Give them a time, go in.

Get the job.

Feel the most wonderful sense of accomplishment, and immediately look back on the time you spent struggling to even get your cover letters read by an assistant as a powerful time of growth and learning. Forget what it was like to be constantly on the hunt, constantly waiting for even the whisper of interest, because now you have a Real Job. Feel an acute sense of relief that you have passed that magical border between “floundering post-grad” and “twentysomething with a grown-up job.” Think of how wonderful it’s going to be to tell your parents, your friends, and your parents’ friends that you have finally gotten your job, and they can stop worrying about you. Realize that it makes you a bit of an asshole to feel so much relief, especially because, when you were looking for your career, you hated that feeling of judgment and pity from your professional friends. Be unable to stop yourself from feeling it anyway.
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Ask yourself how you can be so bored with the thing you worked so hard to get to, the “real job” in your field that used to be the thing you coveted more than any other part of your life.

Learn that you are going to be earning a salary. A salary. Feel like $34,000 is the most money you’ve ever heard of in your life, and the idea that it’s going to be deposited twice-monthly into your account feels like a profound, almost magical privilege. Wonder what you’re going to do with all that money, because there’s just so much of it, and a new check is always coming. Contemplate the idea of being able to take a sick day — or an entire vacation! — and still get paid as if you had worked. Contemplate benefits, and being able to say that you have insurance through your employer. Google “401k.”

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Start the job in a haze of excitement and nervousness, unreasonably happy to be wearing the business-casual clothes you used to consider dorky and boring. Set up your little office space with your favorite knickknacks and quotes, and revel in the ability to Instagram your new professional life. Join the world of the working, and see every little boring thing about office life, from the sad desk lunches to the tedious meetings, as secretly thrilling. Post about the “grind” and the “work week” in thinly veiled humblebrags. Professional life can suck, sure, but you are just so happy to be a part of it. Take a selfie in your sweater in the office bathroom, and a snap of your perfectly arranged desk space. Be in a flirtatious new relationship with your work.

Let time pass.

Begin to slip from the infatuation stage, no longer seeing every element of work as a magical new step into adult life. Start to see your desk lunches as simply sad, instead of an exciting chance to grind away on a project. Realize that those paid vacation days are harder to actually take (and not feel guilty about) than you thought. Look at your salary — now up incrementally from the $34,000 you used to be so incredibly excited to receive — and feel frustrated at how low it is. Google how much other people are making in your field, in your position. Linger on Glassdoor for a while, wondering if it would be worth it to send a very casual email to a competitor. Spend a good portion of your afternoon Gchatting with friends, complaining about petty work things and wondering how often is too often to be meeting for weekday happy hours.

Feel an acute sense of relief that you have passed that magical border between “floundering post-grad” and “twentysomething with a grown-up job.”

Realize that your salary might seem so low because you’re spending so much of it on half-priced margaritas and appetizers, but continue to buy them anyway.

Consider changing industries. Consider going back to school. Consider moving to a new city. Ask yourself how you can be so bored with the thing you worked so hard to get to, the “real job” in your field that used to be the thing you coveted more than any other part of your life. Wonder why you thought that this job would be more “real” than others, or what that even means. Berate yourself for thinking that an office that requires business-casual clothes and provides you your own computer to eat salads in front of makes anything more “real” than the jobs you used to work before you were an “adult.” Regret ever feeling relief at becoming one of the adults, or that tinge of judgment or pity for your friends who hadn’t yet reached that milestone.

Realize that, if nothing changed, you could continue like this for the rest of your life, only with incrementally better salaries and nicer desks, each of which you would undoubtedly become accustomed to, and then bored with, a few months into having them.

Wonder why you ever thought this would make you happy in the first place. Wonder what other options there are. Wonder what comes next.

Next: 10 Little Tricks That Make A 9-To-5 Day At The Office Fly By
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