Even if you didn't put them at odds against eachother, most of them are either in separate social circles or, more accurately, not in *any* social circles. So they need you to make connections or they'd never bother talking to eachother.
And outside of lore- yeah, you'll want to hang out with both or all of them at the same time. Pool and BBQ are good, but iirc having class and training together also works, and those are places they can naturally be in the same place at the same time for.
at least, I *think* that's the case. I feel like I see them in eachother rooms a lot more often now, even early on in the game. Wonder if that's an oversight.