"I'll try not to be a pain in the ass but I've been called a grammar Nazi for calling out your for you're, which in my mind is subliterate."

Haha, you'll find nothing but solidarity from me on this one. I feel a twinge of pain if autocorrect confuses "your" with "you're" in a text or some such. And yes, "media is..." wrong, but "social media is..." is correct. Sadly, English is hardly a model of consistency.