Pm me for actual numbers and even links if you like.You are right, though, you are seldom going to find a quad in an ideal, dream home, stepford wives type subdivision of white picket fences and Norman  Rockwell charm...The quad on quad street is no one's dream home, but if you have a good product at the right price, you may get dozens of calls ( I have logged a hundred in the peak season) for that clean but affordable humdrum unit on quad street.

One of my best friends owns a PM company in Missoula which would be ideal to use if/when I get a property landed there.

Absolute worst case if you have no other options do you have a whole life policy you can loan from or a 401k loan etc, not ideal but an option. 

Since it's ideal to approve a rental applicant with income 3 times the rent, I wonder if combined income of multiple applicants over 18 who will be living in the unit qualifies this requirement? 

We would then, ideally, move to Maine, live in the owners quarters and run the Inn as a business.

Ideally look for 3+ bedrooms. 

You may own in a decent appreciation area so you may choose to keep for none ideal investment reasons.   

I'm looking a recommendation for an app/software/etc. to generate a rehab scope of work (based on physical or video walk thru, ideally with ability to ballpark cost based market norms or user inputs).

My ideal strategy at the moment is to house hack a duplex and taking advantage of my first time home buying loan.

I certainly fit into this category...I have a number of tremendously far-left ideals and a number of tremendously far-right ideals...depending on the conversation, you'd probably either consider me a socialist or a libertarian...Of course, I don't tend to argue my far-right ideals on this forum (there's no-one that would argue with most of my far-right beliefs...they'd just agree with me and that's no fun :), which is why people here consider me to be solely far-left (and they're half-right).I don't really have too many beliefs right in the middle, with perhaps the exception of corporate regulation...I'm pretty centrist on issues related to that topic...