Which markets should I look at considering my main objective is to obtain properties that I can hold and collect cash flow.

If he has objections, or fears, be ready to answer them.

And BTW, if they leave on their own, they may very well leave their associates in your house for you to evict/deal with.When you tell them to move out on their own, and take all the other occupants with them you tell them that they can work with their section 8 counselor to find a new home and you will not object to breaking the lease or they can find a place on their own. 

Another rough rule is that seller carry rates are higher than traditional mortgage rates since the seller had concentration risk (they only have one loan and not thousands like a bank or GSE) and they have a higher cost of capital ( you want to grow your money whereas people who buy bundled mortgage loans have other objectives) All that to say, the buyers who will most likely find your plan attractive fall into the sub-prime category ( have some combination of bad credit/ no credit, filed for bankruptcy, or have been denied for a traditional "prime" loan).

There also is a bit of subjectiveness in the process though it is supposed to be objective.

There isn't one objective "best."

My question is what would you put as an objection and should I pursue this property given the specifics?

@Anthony Fresta,Looks like we may have a case of shiny object syndrome 👍 which I am 100% guilty of at all times of the day!

“For investors thinking long term who are putting away money for retirement, this will probably be short-lived, so you want to continue to focus on your long-term investment objectives.”Regardless of what the lawmakers decide by the October 18th deadline, there's no denying that the market will likely be affected by the debt ceiling standoff.

21 yr old active duty moving to Hawaii next week.Looking to network and to meet experienced real estate investors, house hackers, and flippers,  to learn about the business.I am also coming with an objective to houseback a property.