Agree with most of what you wrote Jeff, good job and cool of you to share. Good luck to the OP as well.
Probably the toughest part is if you don't feel god and/or are depressed. It's tough to be all those things (entertaining, witty, confident, etc) when you just feel like shit. If you want it bad enough you can pull it off though, and you'll find pulling something off this epic will make you feel better. It's all connected and can snowball. Some people just can never get the snowball going, and I don't really blame them. Life can be a big pile of shit and not everyone is able/wants to be fake and pretend it's not. However, people fall for fakeness and that's why girls dig confidence etc...they think you must have life figured out and girls are such a mess emotionally, they really look up to someone who can handle life and it's struggles well, even with humor. Anyway I'm losing my train of thought so I'm gonna take off but good luck to both of you.