Not sure if you'd be up for it with Finch since he's a little obscure, but in canon his role is basically to be the person on the other end of the phone guiding someone through a crisis, so I can write him directly into any scenario of this type, no problem!

In particular, he's another billionaire tech company owner who designed an A.I., so he could be especially fun with Tony, but I love Jen so I wouldn't say no to her either. :)