If it gets featured it will. You can always link me to it here if you want me to upvote it before it gets featured (a little secret which works really well).
I can't really help you make better memes...that mostly depends on your sense of humor... Ghostofchurch has a meme stream filled with lots of helpful advice...ask him for a link to it...it will help you a lot.
You could also upvote comments that you reply to...so people will upvote yours...people that don't upvote comments that people make to them tend to get ignored eventually...plus it's just good meme etiquette.
Sure. Just save that picture. I have been holding onto that one for awhile but can't figure out the best caption. So if you got something really funny for it I that would be cool.