I think I'm going to set myself up for emotional failure.
Why do you think you're setting yourself up?
I've been driving myself crazy lately.
If you're seriously considering doing that, then I think you need to get some help.  It's unhealthy to knowingly set yourself up to get hurt.  You need to work through these unhealthy desires with someone trained.
I can't stop making myself miserable.
That's all the more reason that you should seek out help. It's not normal to set yourself up to be hurt, and if you're doing that then there could be something wrong with you. Speak to a professional to get some guidance on how to help yourself.