Insurance is definitely an issue there, and will continue to be.

If weed is illegal in your state, call the cops every time, issue a written warning, demand a short-notice inspection, etc.

Can add a in-law suite for lots of value.

That's why the search isn't fixed after 10 years of the exact same issues.

However if you are doing it with a conventional loan, you will definitely run into underwriting issues if that is noted on the appraisal. 

We have education in real estate principles, real estate law and real estate finance.  

I will not comment as to the tax laws and underlying rules - that is a discussion you can have with your tax advisor who presumably you are paying to help you.What I will do is provide practical and business guidance on tracking time.Firstly, there are apps available that can assist with time tracking where you can specifically detail your time, who you met with, etc.

I have a son in a similar situation, he went 6 months trying to get decent work and had other issues.

They were a law firm who hunts class action suits to go against companies. 

The impact of not having F/f financing is large (>10%) if the appraiser recognizes this potential issue.