ask him if his wife will be part of the deal? will she hold meetings, sisterhood events? smile when she sees neighborhood women.
will he keep the lollipop bag near him in shul so that the little children can come and shake his hand and say good shabbos when they want a lolly?
if someone has troubles will he reach out to them and hold them closer than before or will he turn his back on them and shun them?
will he work on increasing the membership to the shul or will he be closed minded and end up chasing lifelong mispallelim away
there are so many things to try and find out, more than i can write here