Sounds like a high-maintenance angel investor.

"A related red flag is asking me a question or mentioning something that I've obviously addressed in a blog post."

This is a red flag for me from the other side. It comes off as out-of-touch to assume that because I want investment from you I will read through your entire blog. I'm sure there's quality information there but reading every post is not a high-value thing to do with my time as an entrepreneur.