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October 11, 2025

The Breakup Letter

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The Breakup Letter is a tool I have learned about from the TV sitcom How I Met Your Mother. In one episode, Ted reveals that whenever he ends a romantic relationship, he writes a letter to his future self listing his motives for breaking up. In case he ever misses his ex, this way he can remind himself that getting back together is not a good idea.

The Breakup Letter as a tool isn't limited to breaking up romantic relationships. It can be used just the same to end work relationships. If you ever find yourself in an unhappy job, it's wise to compile a Breakup Letter. Ideally, you write it even before quitting your job, as it helps to put your mind in order and have the motives for your resignation in writing.

"Dear future Niq", my most recent Breakup Letter goes, "this job didn't make you happy and it never will", before it breaks down in detail why it's finally time to move on.

Farewell, unhappy job! I hope you can make someone else happy, but I won't miss you!


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