So, we have two issues, both at least partially related to FH being a bit too much of a people pleaser.
Issue 1: FH has a small group of guys he regularly hangs out with. They are all groomsmen. They keep asking (and FH feels pressure to pick) who will be the best man. The two he/we spend the most time with are currently in conflict with one another, so he doesn't want to pick one and potentially upset the other. He doesn't see the other three guys quite as often and has considered and rejected all three for the position for various reasons. I told him that he can just have all groomsmen if he wants and just dish out the best man responsibilities as they suit the guys or have the two closer friends be co-best men, which would work out nicely as I have both a maid and matron of honor. He still feels pressured to choose someone and he doesn't think the two guys could get along well enough (I disagree). I'm at a loss of how I can support him/help him make a decision. Any ideas?
Issue 2: FH was on the phone with a long time friend and talk of the wedding came up. Friend asked if he could bring his brother to the wedding as his plus one. FH has met friend's brother "maybe two or three times," and I've never met him. Friend also lives with his long term girlfriend, who we've spent time with several times and get along well with. FH sort of demurred and reminded friend of his gf, but never said no. It was weird. FH has brought up inviting Friend's brother in addition to the couple since friend requested the invite, but I'm not willing to give three spots to someone because they wanted to invite someone to my wedding that I've never met while I'm already having to make tough choices and not invite the majority of my college friends. Now I'm at a loss if we should address std/invite to Friend and Girlfriend or Friend and Guest. I'm leaning toward just inviting the gf by name and not bringing up friend's brother unless specifically asked. Is this the correct way to go about it?