Why YSK?
The first person who typed “should of” probably heard of it in real life that was meant to be “should’ve”, they typed “should of” online and readers thought that it’s grammatically correct to say “should of” which is in fact wrong and it became widespread throughout the years on Reddit.
I hope something could start to change.
Awesome! That means you’ll make a mental note and avoid making the mistake in the future?
That, or this is clearly a potentially intentional (or unintentional) misuse of the saying “I could’nt care less”