I even hacked my MacOS to disable the message. Computers shouldn't nag their owners repeatedly, even if it's in their best interest, unless the computer is about to catch fire.

Wouldn't it be better to take the system's advice and clear off some space rather than playing russian roulette?

I've had the mispleasure of pointing a large video export to the wrong drive and other misdeeds that allowed a drive to fill up. It's not pleasant. A simple reboot sometimes frees up the swap space to allow for more spring cleaning, but I typically just resort to booting into recovery mode and searching the web for the proper terminal command to decrypt/mount the root volume for spring cleaning.