Here's a blog post to guide you in the right direction: https://www.biggerpockets.com/member-blogs/10850/84064-what-type-of-investor-to-be-when-i-grow-up-active-or-passiv2) Depending on the outcome to #1, find a niche within your selection: active or passive.

I could have done that too, but if you know Newburgh Hts you can appreciate that its a unique area and comparing a property there to one in Clark/Fulton or Old Brooklyn didn't seem like the best approach to me to price it. 

Unique metrics they use to find these areas?

That's all "extra credit" stuff, should the loan originator elect to specialize in a given niche. 

In terms of comp rents, this property is a little unique in that it looks more like a town home.

The guests have a wonderful experience that is unique and memorable and in turn leave raving reviews which creates a 360 win.  

Cash will be necessary whether it's to float a long term rental experiencing abnormal vacancy, or to provide a contingency fund to cover cost overruns on a remodeling project.It takes time, but knowing rehab costs is essential if value-add is your goal niche.

I know there can be a ton of paperwork and logistical headache...but what the loan offers is pretty unique and seems like it could really be helpful in the right situation.Any thoughts are appreciated.

I find this area is unique in what goes and doesn't.  

Now for years now I'd been looking to find a way into real estate investing and I instantly saw this as a unique opportunity to utilize the BRRRR method.