I agree he was obnoxious in his email, but the "We’ll take care of you ... trust me" response doesn't inspire a ton of confidence, sorry.
Surely this is what stock options are for?
Surely this is what stock options are for?
Now, the dude who wrote the cover letter doesn't seem all that stupid to me. Sure, the writing isn't great, but for all you know English is his second language. I'm not so sure about his hacking skills, though (CSS?). I'd still interview him.
It's hard to find people who really grok it on a deep level, and also have enough real-world experience to deal with the quirks on a regular basis.
Contracts exist so that we can trust each other.