How can I win?

sacrifice a virgin to me and I'll give you a game

Enter ones with less entries and keep on believing, joining, waiting, and hoping for the best

you have successfully lowered your chances by 200% after posting this thread.
Also your chances are already lowered by 500% by haven't posting any comments.

my first win was at about 650 entered giveaways...

random is random

Upgrade to a premium account.

Seriously, though, there are groups for people who have never won: S.Losers and Ultra-Luxe (maybe others, too).

i'll let ya know when i win something

You should really try Premium, I've been told that there was a trial period available.