If he could potentially sell more (or all) the properties in one deal, it might save him considerable time and money.I bring this up because my wife and I own two duplexes in Newburgh and are currently looking for more small multi-families in the Hudson Valley.

Is it near something(hospital, rehab facility, etc) that draws short term rentals? 

The only solution is to take away their right to make discretionary decisions altogether – including decisions based on rational, nondiscriminatory considerations."

It also depends on which strategy you are working on and the dollar amounts. lastly, volume is a consideration as well.

(take the draw money).

If your repairs will be over 30k or require structural changes (removing walls or foundation repairs) you might be required to go with the Full which has some additional hurdles in such as requiring the use of and FHA 203k consultant, and a General Contractor, as well as Architectural drawings.

Does anyone take in consideration weather/natural disasters when investing out of state (ie tornados, hurricanes, earthquakes etc)  or is it "I have insurance who cares" mentality? 

Not surprisingly, the average days on market was considerable...

I'm doing a two car garage conversion into an apartment, all of the zoning is there, I'm wondering if I have to hire a contractor or an engineer/architect to do all of the drawings i.e.

Then after 6 months draw out the 70% ARV to pay him off and have more of a conventional mortgage.