If you sent me the email you drafted in #4, I'd ignore it. If you sent it again, I'd mark it as spam. Don't do this, it's a bad approach.

If you managed to get me to meet for lunch, didn't have anything built, but asked me for $1000, I'd ask you to pay for lunch and get back to me when you've built something that I could use for free for a month. Caveat - if you're the former founder/co-founder of Dropbox, Square, Twitter, etc... this rule doesn't apply. You want to be in the position where someone offers you money (without you asking) because the product is so great.