[Brian_K_White]

You don't deserve to get money, but you do deserve to have the money you did deserve go somewhere of your choosing.

In this case, as you say, the guy didn't put much care into the issue, so we don't have to worry too much about if our decisions are what he would have chosen. What he chose was to barely consider the matter and mostly leave it up to others to figure out.

The fact he did remove the 2nd gf is interesting but probably has 2 arguments that cancel out. A, he removed the 2nd ex from insurance as soon as she was an ex, so in general he doesn't intent for exes to still be beneficiaries. B, he removed the 2nd and only didn't remove the 1st, so keeping the 1st on was intentional.

I do not think the 1st was intentional, but not taking care of this stuff in general was intentional, so he gets what he gets.

The brothers, well it's unfortunate that unfortunately they had a careless brother. If the court gives it to the ex, no great travesty has happened. The state is only deciding because the guy largely didn't bother deciding for himself.