@James Park I don't like the part of the scenario where you have to educate your lender. That's lazy to me (or a clear indicator that he isn't motivated enough to do your deal) and leaves you open in case something goes wrong. If something goes wrong, is he going to blame you for not informing him about something specific to Indiana that you may have missed?
Why not let this guy be your CA lender and you find someone else for Indiana? At a minimum, this gives you some more flexibility. Vendors come and go and it's nice to have ready options in case one drops out and you need to find another one in a pinch.
We're doing a refinance of some rentals with Corevest. They lend on rental portfolios.
I've also borrowed from Groundfloor but it's been a a year or two. If you're not pressed for time and are patient, you can get some pretty low rates from them.
There are tons of other lenders out there that would be happy to lend in Indiana, know that market, and won't require you to educate them.