I want to marry my illegal boyfriend of one year. He has been in the states for 5 years and has three outstanding tickets (no DL, no proof of insurance and broken tailight) which I'm pretty certain there is now a warrant issued against him for not showing up in court. He has no other legal issues here nor in his home country. We understand he will have to return to his home country so I can file a fiancee visa which will likely be denied, then file a petition. My questions are:

1. Is it to my benefit or a disadvantage to marry him before we start the immigration process? What if I married him in his home country?

2. Will the outstanding ticket issue prevent him from gaining citizenship?

3. Is the ten year ban issued only after re-entry after deportation or can it be issued just for being in the country illegally?

Thanks in advance