HI Jarod,I'd say avoid the stock market 100%.What if things take a nosedive and you lose ether a percentage of your money or all of it.

If this is where I think it is, a future buyer won't be able to finance a purchase so it will be owner carry or all cash only.

Obviously paper is the best way, but our magistrate accepts any form or communication to the resident to notify them. 

They can find a contractor when you need one, see the vision for the project, control timelines and budgets like a COO, communicate clearly and effectively with either side of a transaction, and always have "a guy" when you need one.

You, the landlord, have rights to use part or all of the deposit fund after move-out if repairs are qualified.

In today's world having a monitoring system is becoming the norm for all the reasons bellow, this is the electronic peephole, know who is outside, communicate from where ever you are and allow for tenants safety.

If she was communicating with me, I might let it slide a little knowing that she may not owe the whole amount, and if I knew there was going to be enough of her security deposit left to cover the amount due. 

There is time devoted to communicating with the head of the HOA, preparing the form, requesting signatures, filing the form, etc.Can you do it yourself and not pay $300, sure.

Also the ability to communicate with the listing agent and find out all info on the property, schedule a showing, etc. without having to rely on another agent.

A dealI am working on now on land contract for 66 units the sellers did not entertain it at all but after getting to know me and have their CPA reiterate the benefits of a land contract that I communicated they now are willing to do 10 percent down.