GP schools, coupled with a great location, and low inventory of rentals on the market in HW make it a solid choice.  

I am going to continue with my mailings but I also would like to know which objective seems more beneficial to go after?

While the result is the same it will be perceived as more "fair" to raise the rent based on something they already agreed to, rather than your choice to hire a PM.

This method of riding around and searching for signs and leads may not be the most convenient, but it could prove to be beneficial.  

The state statutes should be fairly clear, and a local RE attorney dealing with tax deeds will know the 2 or 3 choices off the top of his head.

One of those being that I'm passionate about reaching a level of financial independence that affords my family choices.

An answering service is very beneficial for times you can't answer the phone however depending on how much marketing you are doing google voice would be just fine.

is my choice as well.

A credit union would be a good choice. 

If there is very low activity they either reduce the price, or perform minor rehab in an attempt to move the property - just like anyone would do when they have no choice but to sell a house.