The Resignation Checklist: 25 Sneaky Ways To Bleed Your Employer Dry Before Quitting

The Resignation Checklist: 25 Sneaky Ways To Bleed Your Employer Dry Before Quitting

One night, after I’d already been writing Bitches Get Riches for many years, I awoke in a cold sweat, gripped with the sudden realization that I had an incredibly comprehensive resignation checklist… but I’d never actually written it down.

It was the height of the post-pandemic “Great Resignation.” Millions of Americans were walking away from their jobs. And I’d been selfishly sitting on a list of ways to bleed said companies dry before peaceing out and driving off into the sunset.

I recognize that this constitutes a top ten anime betrayal.

許してくれ。

I'm so sorry I didn't write this resignation checklist sooner!!

The thing is… I’d been daydreaming about leaving my job for years. These plans had been a part of me for so long that I kinda forgot they were plans at all. Like, I don’t necessarily notice my own breathing. Why would I notice something equally natural and reflexive: constructing elaborate fantasies about leaving corporate America forever?

Planning to quit ahead of time is a great advantage. Not everyone gets it. In most states, people can be fired suddenly, for no reason. Other people need to leave their job abruptly because of absolutely untenable issues like workplace safety or harassment. Those people do not have the luxury of planning a soft landing for themselves.

But if you’re planning to quit voluntarily, you can do what they cannot. You can be strategic. Y’know, like Light Yagami eating potato chips! And in doing so, you can extract a ton of value back from your employer and/or your government before you go.

I quit my job and retired forever in 2022. As my final date approached, I systematically went through this list myself. It saved me thousands of dollars. It also prevented a lot of logistical headaches for my future self. Which was important, because I wanted to set her up with a low stress post-job lifestyle. Listening to the hold music for the COBRA continuation assistance hotline was not on my retirement vision board!

This article was originally published upon my retirement. It jumped immediately into our top-ten most popular list, and has stayed there pretty much ever since. Now that we’ve branched into audio and video formats, I’m sharing it again, along with a few new ideas generated by our amazing Patrons and readers.

Please enjoy this, my ultimate resignation checklist…

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Podcast Episode 001: "Should I tell my boss I'm looking for another job?"

Season 1, Episode 1: “Should I Tell My Boss I’m Looking for Another Job?”



That’s right. We’ve already teased this information, but it’s true.

Piggy and I stared deeply into each other’s eyes, communicated our love and dedication from a realm beyond words, pulled the condom off, and decided to make a podcast baby together. Here’s hoping it inherits her lustrous hair and my mighty wrists, which can open any jar!

Listen above—or look for Bitches Get Riches in the podcast app of your choice!

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How to Quit a Job: Giving Notice with Dignity, Poise, and Tastefully Subtle Shade

How to Quit a Job: Giving Notice with Dignity, Poise, and Tastefully Subtle Shade

For the socially awkward among us, quitting a job can seem more painful and difficult than shaving one’s legs with a pair of dentures. I should know: I’m generally an anxious wreck and I overthink everything! (Also I nick myself every time I try to shave around my knees, but that’s neither here nor there.)

It’s not the prospect of switching from one job to another that’s tough. Rather, it’s the idea of surprising another human with news that will affect their daily operations. It’s having to give a reason, explain the situation, look them in the eye and say “I’m changing things.”

The very thought reduces me to a puddle of quivering nerve endings. Not a good look.

Perhaps changing your identity, burning down the office building, and moving to Kathmandu would just be easier for everyone involved.

It’s not. But it sure is tempting!

I’ve recently had some experience with this awful process (quitting, not arson). And I’m going to share what I learned with you. Because that’s what we do here at Bitches Get Riches, where every aspect of career navigation is overthought and dissected for the benefit of the masses!

So let’s get down with the who, what, where, when, and how of quitting a job. It’s easier than you think.

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I Hate My Job and I Don’t Know How To Leave It: A Confession

I don’t fancy myself a hypocrite. And yet I haven’t been practicing what I preach.

We talk a lot about career advancement as a path to financial independence here. You’ve got to angle for promotions and ask for raises and, most importantly, switch jobs on the regular.

And yet I’ve felt stuck at the same company for almost eight years.

And I hate my job.

In that time, I’ve received three promotions and multiple raises. But it’s a small publishing house on a metaphorically small, remote island within the broader publishing industry.

And unless angry maenads tear my boss apart sometime soon, I’ve literally reached the top of the ladder here. There’s nowhere else to go within my company, and very few options for other publishing jobs in the area.

I feel trapped. I feel like a failure. I’m bored, directionless, and frustrated. I want to enjoy going to work again. I want to feel challenged and get paid more. And above all, I wish I didn’t hate my job.

So because I’m feeling rather… fragile and truthsome right now, I want to dissect my current career stagnation. I want to confess my failures and seek absolution. People of the internet, be gentle with me.

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