1. Yeah that one is a dick thing to say.
2. That one is, to me, looking to be offended. It could just as easily be translated as "Nobody has come out as trans to me before," and be just as valid.
3. Dude is basically looking to get a gold star for being a decent human being, so yeah.
4. Same as number one, that's a dick thing to say.
5. Poor wording on the cisgender persons part, could easily have been worded as "I'm glad you trust me enough to tell me," and be just as valid.
6. Creepy as hell.
7. While I agree it can take a bit of getting used to, the answer to that is suck it up and practice until you think of your friend as their gender, not to whine to them about "oh it's so haaaard," for the simple fact that it's 1000x as hard to be trans so it'd be like complaining about a paper cut to someone with their legs crushed beneath heavy machinery. [note i'm not saying you should never complain about something because others have it worse, but... think about who you're complaining to about what, okay? you wouldn't complain to a starving orphan about "oh man I haven't eaten all day!" would you? especially if that's hyperbole and you ate breakfast or something]
8. That one is just literally assuming the person means the opposite of what they say, so yeah let's not.
5/8 I can agree with the article writer, so that's three there that I feel are wrong. And this is after the writer has probably chosen from among a multitude of scenarios and re-worked them to put the cisgender person in a bad light, so it doesn't speak well to how they view people in their day to day life. I probably would not enjoy being around this person.