After that we had a few evictions with drama, spent more money fixing damaged things that shouldn't of had to, belongings left behind, break ins, loss of rent etc etc.It definitely stopped me from buying other properties, because this one was a suck of time and money, that I believe was a mistake.

While the build was not difficult, there is a learning curve that I believe after the fact would have been more economical to pay for a seasoned set crew. 

I believe that if your property is worth 200k you and borrow up to 80% LTV in most cases, some lenders will allow 90% LTV minus what you owe on your first mortgage.

Yes i believe hiring it out to a professional makes lot of sense, they might probably spray it instead of painting.

I have been able to find buildings in the black cash-on-cash by a few percentage points that (I believe) will also appreciate due to proximity to the Bay. 

What is Kiyosaki referencing when he says that you should be investing in Oil but not in Oil stocks?

In Albany, I believe you need to hire a licensed plumber to do your plumbing.Is it possible to do some of the work myself - for example laying out a new network of Pex tubing, and then hire a licensed plumber to do the last bit of "clicking it together?"

While I believe the laws are federal, and therefore the same everywhere, a local professional with extensive experience in the area will be able to tell you based on the type, age and location of the property what your potential risk would be and the minimums required by law to have it taken care of, if necessary.

At this point I believe that she will probably go through small claims (not sure what other means would be available for a $210 claim).  

I would be using an FHA loan and obviously don't believe Milwaukee will be at the same fenzied level as Boston but would like to gauge the market as I begin to plan.Happy to connect with local resources to discuss options.