There are groups on social media sites called "Extreme Pedantry" and "Apostrophe Protection society" who discuss this at length.
I think a lot of people deliberately misuse "your" and "you're" or lay traps using "it's" when they mean "it has" instead of the more usual "it is" or using an apostrophe to replace long or multiple words. A Nepalese chap who worked for me, could fluently speak many languages (Nepali ,Mandarin, Japanese, Tagalog, Sinhala, Tamil, Norwegian, Swedish {all from ladies he had known}) but his written English was appalling, and he would at the end of a document write "Please find punctuation characters here and insert them where you think they should go: ,."`()[]{}#@;:?. Sadly, at our outfit, this blocked him from senior promotion until I started reviewing and re-writing his output