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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I Took 40 Days of Vacation Time in 2024 and I Feel No Remorse

How many vacation days did you take this year? How many does your employer allow you to take? Did you work through illness and burnout because you didn’t have enough paid time off to rest and recuperate? Did you skip meaningful events with your family? When was the last time you took an actual vacation from your job?

Today we’re talking about vacation time, or paid time off (PTO). It’s the bitter controversy that launched a thousand memes about the difference between Europe and the United States.

In the past, I’ve worked for employers that offered anywhere from 6 to 10 vacation days per year. I’ve worked for companies that allow you to take comp time (i.e., if you work on a weekend day, you may add that day to your total PTO). Currently, I work for a company that “doesn’t have a vacation policy.” Other employers call this “unlimited PTO.” In practice, this means that I can take as many days off as I see fit, so long as I get my work done.

With that generous vacation time policy, you might be wondering how much time I took off this year. Welp…

I took 8 fucking work weeks of vacation time this year. That’s 40 whole days.

And I feel absolutely no remorse. In fact, I feel giddy. I feel like celebrating! Let’s unpack that!

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