Their personal tax prep is around $500 for a 1040 with some stock issues. 

I had a lot of issues with double bookings.

You need licensed contractors and permits for electrical, plumbing and for major things, someone who knows how to put a roof on and address foundation issues.

you will want Handyman insurance, and as @Glen Morrow stated, you will not be allowed to pull permits, per state law, you would need a contractors license to pull permits, and technically to do work on a 1-2 family dwelling. to get the license you need to complete a 12 hour training, and pass a test, and have appropriate insurance, Quite expensive insurance at that.

I am still discovering the different issues that I will face eventually and trying to find answers.

If you are claiming to S8 that are suppling them and in reality the tenant is...that could get you into some fraud issues.

The other issue to think about is mechanicals i.e. heating and cooling access and control, water heater access, and washer and dryer access. 

Another thing I struggle with is that at one point the big house where my son grew up was 800K, and now its only 550k, so that's another issue I am having in addition to an emotional attachment to that house.

This is not the first time I have heard of issues of this nature as many of the investment clubs I am in are seeing GP's stopping the issuance of dividends and performing cash calls.Lastly, if you are a single family investor and thinking - who cares this is commercial, recognize commercial real estate has a significant impact on residential real estate since it will lead to banks being more strict on lending and a drop in rental rates on MF will make its way to residential. 

These issues can significantly impact the project's progress, budget, and overall profitability.One of our costliest mistakes was hesitating to fire underperforming contractors.