I think he probably expects that? He does a lot of people-watching, which is part of the reason he's so willing to open up an office now.
In which case, Toby would probably approach him. In quarantine, for sure. I think if it ends up happening over the first couple of days, he'd probably be like "now's the time to say things and do things you wouldn't normally do, because you don't know..." etc.
I think Toby's actually been expecting Regan, so maybe that could be an interesting friendship?
Like with Kori, Toby probably thinks of Nick as a godsend for taking the girls off his hands once in awhile. XD Since they're a little bit of a handful.
Would Vienna be more likely than Bea to seek Toby out?