I have a few questions:1) What accounting software would allow me to maintain multiple properties and allow me to invoice my tenants for rent, utilities, repairs, etc?

To me, there is some value in paying an expert to get all the pieces done right and go thorough the ropes on what to do to maintain the protections offered by an LLC.

For comparison my second worse performing property is worth ~$430K and rents for $2700 and market rent is likely $2900.I also think the acreage will be a hassle as a rental as it is tough to find tenants that will properly maintain large yards.I think the rural location will not help finding renters or getting a good rent and the size of the unit and property will mean high cap expenses (my estimate would be >$400/month cap expense).The reason your home does not work well as a rental is because you purchased the property to be a good home and not a good rental property. 

The stock is drying up here.

There is often a happy middle ground where you are not giving up any legal rights but also maintain the trust of your tenants.

Hi @April Fletcher,A lot of housing stock in Oakland is very old.

You CAN create a limited partnership and define the ownership as you please, but the members can not sell their share; if a member wants out, the others buy him/her out.When we say Shares, think Stock Exchange share which are governed by the SEC.When forming a legal entity, you would acquire the right to sell shares openly ONCE registered with the SEC. 

lol, interesting comparison I would draw the same one for buying stock but that's just me.  

I plan on maintaining a full time job and investing until i can supplement my income with rental income.

You don't have to evict your stocks to get paid or fix your stocks front door.