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This happens to me too! I’m not brave enough to put a stop to it.
It is so awkward
Don't engage and let your boredom show. "Wow that's crazy" with the least amount of enthusiasm you can muster. If you keep shutting these conversations down, eventually they'll take the hint that you have no interest in them.
They don’t have the best social cues so not sure that would work unfortunately
Trying to bring up a different topic is probably the safest answer. You can be blunt about it, but I like to tread carefully when it’s a boss.
True I try to pivot to a new convo sometimes