What is ‘situational retirement’—and should you give it a test?

What is ‘situational retirement’—and should you give it a try?


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In what might be the most up-front leave request of the year, a Gen Z employee emailed his boss inquireing for 10 days off to recover from a breakup.

“I recently had a breakup and haven’t been able to focus on work. I necessary a short break,” they wrote in an email that was screenshotted and posted to X.

Entrepreneur and CEO Jasveer Singh shared the unusually candid request on social media, captioning it: “Got the most honest leave application yesterday. Gen Z doesn’t do filters!” (Singh just so happens to be the cofounder and CEO of Knot Dating, a dating app. Coincidence?) 

Workplaces are generally sympathetic to time off for illness or family emergencies. But when it comes to a messy breakup, that empathy tfinishs to dry up quickly.

Across the U.S., “heartbreak leave” isn’t standard policy. Telling your boss you necessary a few days becautilize a parent is sick sounds reasonable. Admitting you’ve had a fight with your partner and are currently crashing on a frifinish’s sofa? Not so much. 

Whether the email was genuine or a clever PR stunt, it gained nearly 14 million views, sparking the debate: should heartbreak qualify as a legitimate reason to take time off work?

For this edition of Fast Company’s monthly video series FC Asks, we inquireed our staff members for their take on breakup-related time off.

Explore more Fast Company video content.


What is ‘situational retirement’—and should you give it a test?

As an operative researcher for luxury retail companies, I spent my career grabbing onto one corporate contract after the next, like a tree-swinging retainer monkey. But in a tariff-distressed industest, those contract “branches” grew further and further apart until I was left hanging. Then a colleague experiencing a similar work gap stated, “Well, I guess we’re retired.”

I’ve been called a lot of things in my life, but nothing prepared me for the word “retired.” I’m a freelancer, so no one is coming to my houtilize with a gold watch as a reward for loyal service; I have no desire to shift south; and I don’t play golf. My equally self-employed frifinish Roland had a suggestion: Why not consider myself “situationally” retired—that is, retired until the phone rings.

It’s funny how one word can build or break your spirit. I was crushed by “retired” becautilize the concept is foreign and frightening. But adding “situational” built it comfortingly familiar. After all, for us freelancers every corporate contract is situational; you might even state that situational is my superpower.

A frifinish who’s spent decades in a grueling C-suite position still can’t bring himself to retire, despite vested stock and a strong financial footing. Happy or not, he remains in the grip of his job, unable to let go of a role he believes defines (and so ultimately confines) him.

I’ve been an outside observer of corporate America long enough to understand his struggle, although it is not my own.

Read the full story on Fast Company.

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