So you will use all of your normal professionals. 

She told me she didn't know how to write a contract, and I assured her, nor do I that is why I am seeking professional advice and we can talk over the weekend (I was sincere). 

Form 4684 will be involved, that's for sure.And you already know that I will suggest getting professional help.

I find it hard to generalize except on a couple of things.If there is an outside, read professional management company in place they charge a fee and will have a minimum dollar amount that they will accept for monthly/annual fees.

I have done about as much as I am comfortable taking on and am looking for some professional help for small misc projects. 

@Fred CanzanoIt really is time for you to get off the internet and onto the phone with a plan professional and your tax advisor. 

Should I bring in any professional appraiser as part of my due diligence?

My recommendations are to: 1) Hire a professional PM that deals exclusively well with lower end rentals (I can recommend a couple).

This will require some html and css skills at a minimum but unlike the previously mentioned hosted domains your code will be portable if you upgrade later.If you plan on designing something professional with some modicum of support you will end up paying something.

In our market it seems most professional painters prefer Dunn Edwards paint.