15 Bosses who regretted firing their best employees: 'He won't sign it... fire him'

These bosses were pretty sure that they made the right choice when firing their best employees, but that doesn't mean they don't have regrets about it. 

No one is perfect, even when they're trying to a professionals in the workplace. Even the best employee in the world will have a flaw or 2. Maybe that worker is great with coworkers, but their hot temper makes them a risk when they're talking with customers. Maybe the worker is very technically skilled, but has such poor communication skills that their coworkers despise them. And sometimes that worker isn't even necessarily flawed — they just make a huge mistake that ends their career on the spot. 

Whatever the reason may be, these bosses had to fire some of their A-team workers, and they weren't happy to see them go. One manager shared a funny story in which they had to say sayonara to a worker who was caught by a secret shopper. What was he caught doing, you ask? Ah, well, he was digging for gold in his nose, as the secret shopper claimed. The employee ardently refuted that claim — he refused to sign any write-ups about the supposed incident.  Since he wouldn't sign it, he was let go. What would you do in that situation? Would you admit to doing something humiliating that you didn't even do if it meant keeping your job? It's hard to say… but it depends on how much you value your dignity, I suppose. There are always better jobs out there — you just need the right push to start looking. 

One surprising story isn't so funny. One person shared that in 2008, they had to watch as 100 people got laid off on the same day. They described the workplace as a "ghost town" after the HR dude had laid everybody off. Then, in a cruel twist of fate, the very same HR person got fired himself. What a terrible day for all involved! I can't imagine the feeling of firing numerous people in the company that you care about. However, subsequently getting fired might even the playing field a little bit… not that it's any consolation to the HR person himself. 

Keep scrolling below to check out a bunch of intriguing stories from the bosses who were bold enough to tell their tales. 

Author image for Remy Millisky Remy Millisky
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