What kind of insane power trip is this boss on? Does he seriously think he can just order his workers not to quit? There's a word for the type of relationship this boss is looking for—and it's not "employment."
This guy seriously thinks himself a feudal lord and that all of his "serfs" are dependent on him for life or death. That guilt trip of "how could you leave and do this to your coworkers" is a common manipulation tactic… and there are too many red flags to count here.
He's probably trying to convince him to stay while he finds a replacement secretively. Then once he does, he won't hesitate to let u/kaihoneck go.
We've been seeing a few stories like this lately, and the one rings a lot of the same bells as the Karen boss who wouldn't let her employee quit and left to go shopping for the day instead.
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