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Don’t pull it off all the time!
IF your boss is being asked by his superior to attend last minute, then yes I’d do everything in my power to get them a spot. But, if this last minute fire drill and panic is due to your boss” poor planning - make sure you document when they first ask about it (so they can’t blame you when they can’t attend and need to supply a reason to their superior), and simply tell your boss you’ll do what you can given the last minute request. Some people you can’t fix - some will come around and start planning better.
I can see why that difficult. Because it’s their fault they didn’t plan ahead but the burden’s fallen on you. On the other hand if you fail to follow through it somehow is a negative reflection on you.