There's some really good military podcast out there covering this subject.

I am still working on getting my profile picture up.

Not saying he used an inexperienced broker, or a negligent one, or none at all, both he and his corp was sued for $3 million, but he had his S Corp covered for only $1 million but not for himself.

It is absolutely vital I have AT LEAST first months rent to cover the majority of the mortgage while I fix up the other unit.

I would also add a 2% increase for expenses and rent year-over-year for a more accurate picture of future finances.

This will cover you shall any negligence occurs creating a loss for you.Installing cameras or having security is solely due to your discretion.

I am reading "Rich Dad's Real Estate Advantages" and the authors reference a $1:$9 accelerator to borrow 90% of cost of an investment and use your own money to cover the remaining 10%? 

I would start by watching their five part "Our Story" series, as it covers a lot of mistakes they made.https://www.youtube.com/watch?

-HOA fees are $160/month which covers everything exterior of the home (landscaping, insurance, etc).Goals-I completely understand that it won't cash flow, but my brother is pretty much a 2-4 year guaranteed renter of 1 room.

The best way to look at Holding Costs are those expenses that occur while it is vacant, but, would normally be covered by rental income.