How to Milk Your Crappy Job for All It’s Worth

Let’s face it: not every job is your dream job, and some are just straight-up trash. Maybe your boss is a micromanager, your coworkers are giving NPC energy, and your pay is laughable. But before you rage-quit and storm out with your reusable water bottle in hand, hear this: your crappy job might actually be a gold mine—if you know how to work it.

Here’s how to finesse your way through the 9-to-5 struggle and squeeze every last drop of value out of that soul-sucking gig.


1. Use It As a Dating Pool (Yes, Seriously)

Who said LinkedIn is the only place for networking? Your workplace is full of adults, many of whom are single, employed, and (hopefully) shower regularly. Work is where many people meet their future boo or even their husband. You’re literally spending 40+ hours a week together—why not make it worth your while?

  • Flirt at the coffee machine. Network over lunch.
  • Join after-hours events (read: happy hours) and build a vibe.
  • Just make sure it’s someone outside your direct team or reporting line because HR drama is not the goal.

2. Take Advantage of Fertility Benefits (You’d Be Shocked)

Fertility benefits are the new health insurance flex. Many companies offer egg freezing, IVF coverage, and other reproductive health perks that can save you tens of thousands of dollars. If your job covers fertility services, milk that perk while you can—literally.

  • Ask HR what’s covered. You’d be surprised how hush-hush these benefits can be.
  • Use your health insurance to get checkups and testing done. Knowledge = power.
  • You don’t have to be ready for kids to prep your options.

3. Get Every Dollar in Tuition Reimbursement

You hate your job, but does it come with a tuition reimbursement package? Jackpot. You can level up with a new degree or certification on their dime while plotting your exit.

  • Enroll in classes that’ll actually move you forward (or away from your current field).
  • Even if it’s just an online course or certification, get those receipts.
  • Bonus: It makes you look like you’re “invested” in your growth while planning your great escape.

4. Exploit That Loan Forgiveness Game

If your job qualifies under Public Service Loan Forgiveness (PSLF), baby, you better sit tight and ride that out. Government and nonprofit jobs can be trash in the moment but offer loan forgiveness after 10 years of payments. Even some private companies qualify under certain programs.

  • Make sure your loan type and employer qualify.
  • Submit those PSLF forms like clockwork.
  • Track every payment like you’re watching your ex’s new girl on Instagram.

5. Max Out Your Network (Even If They’re Annoying)

Your coworkers might be giving “please don’t talk to me before coffee” vibes, but networking is one of the best ways to turn a crappy job into a stepping stone.

  • Get close with people in departments you want to switch into.
  • Ask smart questions. Be likable. Get coffee.
  • LinkedIn connect and keep in touch after someone leaves—you never know who can help you level up.

6. Demand Development Opportunities Like You’re Oprah

Just because your job sucks doesn’t mean your skills have to. Ask for training, conferences, webinars, even mentorship programs. You might not care about this job, but you can care about the next one.

  • Frame it as “I want to better support the team.”
  • Keep records of what you’ve learned to flex on your resume later.
  • And if they pay for it? That’s just corporate reparations, babe.

7. Get All the Freebies (Yes, Even the Lame Ones)

That free office coffee? Drink it. Company gym discount? Use it. Employee assistance programs? Apply for therapy. There are often so many random benefits hidden in your onboarding packet.

  • Wellness stipends, commuter benefits, or tech reimbursements are easy wins.
  • Some jobs even offer pet insurance or legal help—use it while you can.
  • Treat your job like a corporate scavenger hunt.

8. Secure Glowing References Before You Ghost

Don’t quit and burn the whole building down. Instead, build strong relationships with people who can vouch for you later. A great reference is worth its weight in PTO.

  • Leave on a high note. Be “too good to lose.”
  • Ask for a reference before you go—or better yet, a LinkedIn recommendation.
  • Stay in touch. You might need them to open doors down the line.

9. Side Hustle Under the Radar (Respectfully)

Got downtime at your job? Use it. You can learn to code, start a business, write a blog, or build a social media brand—all from your sad little cubicle.

  • Just be discreet and stay within legal/ethical lines.
  • If your job is draining, let your side hustle be your spark.
  • Document your growth and keep it pushin’. You’re working on your real career.

10. Know When to Exit Stage Left

At some point, no amount of perks is worth your peace. Use the resources, build your exit plan, and bounce when the time is right.

  • Stack your resume with projects and buzzwords.
  • Apply for new roles quietly and strategically.
  • Leave like a legend—not in a meltdown.

Bottom Line:

If you’re going to be stuck at a job you hate, you might as well make it work for you. Extract every coin, connection, class, and convenience before you dip. Remember: you don’t owe a toxic job your loyalty—but if they’re paying you? Milk it, baby.

And when you finally quit? Walk out with your head high, your savings padded, and your glow-up already in motion.

Skankitty Staff