So I don't actually do section 8 or assisted housing programs for that reason.

@Alfred LittonWe have a great program available for rental properties. 1 million liability, replacement cost, water damage, and $2500 deductible.

Glad I found BP, too, because I was just about to drop $1k on a mentor program program with Phil P---ski...

I'm curious if underwriters have any algorithms or programs that take care of this automatically based on a few inputs or if they largely pull comps manually? 

The programs we have are called the "Way Finder" & the "What If Simulator".

DTI will be your biggest issue in qualifying though, granted much more lenient on DTI (usually up to 50%) than an investment loan (usually under 40%).Last idea - give thought to downpayment assistance programs.

If you are having a cash issue, you should also ask your lender how much of a seller concession is allowed with their loan program.

If you have to graduate in 2 years, that means either a full-time program, which probably isn't reasonable, or an EMBA.

@Dan Schweit I'll throw out a totally off the wall option as well: taking advantage of iBuyer programs.

I am looking into revitalization/jumpstart programs in Maryland.