It seems like this is the most I will qualify for at my current income to debt ratio according to the bank.  

Other than that I'd be looking at debt terms with local banks.

The properties will be delivered vacant in case it matters.Another question - aside from rent control, what are the current legal requirements (licensing, registration, approvals, other requirements) for the above three scenarios?  

Yes, $1000/month is after all expenses and debt servicing.

They were looking to get debt on the portfolio a while back, but found that local banks were very conservative, and needed appraisals on each property individually, which would have been cost prohibitive for us.  

From what I can read in the tax code it seems possible with the homestead exemption here:This annual exemption is available for “residential property that is occupied by its owner or owners as his or their principal dwelling place, or that is a leasehold interest on which a single family residence is situated, which is occupied as a residence by a person who has an ownership interest therein, legal or equitable or as a lessee, and on which the person is liable for the payment of property taxes

I won't give you specifics because that might be considered legal advice, but it is not always on the owner (unless it is a MFRs.)

In other words, I am looking for help finding the people/resources/legal, etc., online and/or in person.The information I need to know is (And maybe not in this order):1) How do I find Residential Mortgage Loan Originators in Montana, who know how to write-up a loan for this type of transaction, to be compliant with SAFE Act, etc?

More bedrooms mean more revenue provided you can do it legally.

You don't need to have a property picked out, and what they will do is get you pre-approved up to a certain dollar amount, in relation to your income to debt ratio, reporting on your credit report.