How to Painlessly Run the Gauntlet of a 401k Rollover

If we’ve taught you nothing else here at Bitches Get Riches, it’s that you should:

  1. sign up for your employer’s retirement plan and
  2. job hop your way to a nice fat salary.

Yet these two bits of career advice might seem to conflict with one another. After all, if you’re job-hopping your way up the salary food-chain, you might be leaving a trail of old retirement plans behind you to languish. What do you do with your old 401k when you move on to a new employer, or even embrace self-employment?

Enter the 401k rollover: the most hateful, obnoxious, and needlessly complicated bureaucratic process known to man.

Today we’re not only going to demystify the process of how to roll over an employer-sponsored retirement plan like a 401k—we’re going to make it beautifully, sinfully painless. It’s going to be so much fun you guys!!!!!

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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

I awoke last night in a cold sweat, gripped with the sudden realization that I have an incredibly comprehensive resignation checklist… and I’ve been selfishly sitting on it, to the detriment of the millions of Americans who’ve walked away from their jobs in recent months.

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’ve been daydreaming about leaving my job for years. These plans have 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, stretching, or constructing elaborate fantasies about leaving corporate America forever.

Planning to quit ahead of time is a great advantage, and 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’m down to just one month at my job, and I’m systematically going through this list. It will save me thousands of dollars. It will also prevent a lot of logistical headaches for my future self. Because I wanna set her up with a low stress post-job lifestyle. Listening to the hold music for the COBRA continuation assistance hotline is not on my retirement vision board!

Here’s my ultimate resignation checklist…

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