The majority of the tree, the upper portions are well over the fence into his property.

I have stuck to the outskirts of major cities for most of my 15+ years of investing. 

Most of the scenarios proposed to us by potential clients for such joint ventures would likely create a benefit between the parties and not pass scrutiny in an audit.There are many ways to safely and productively grow your IRA investing in non-traditional assets such as real estate in a standalone fashion,  There is no need to take unnecessary and foolish risks with your retirement savings.

If there's rental restrictions or anything you don't like then you won't be wasting time writing offers only to cancel them after reading the HOA docs.The types of things you want to look for are obviously what kind of restrictions or rules on rentals, any lawsuits pending, and if there are minutes to the board meetings see if there's anything mentioned about upcoming major repairs or unbudgeted expenses that would mean an assessment or increase in your HOA fees.  

What are some of the major requests you’ve heard both reasonable or not?

Unlike the US, there are hardly any 30K houses in the 3-5 major MSAs. 

The majority of the money I am making now is with the rental (I manage it through airbnb and doing REALLY WELL) but they cant take the rental income as income until its been 2 years.

The product is Luxury Vinyl Plank Glue down Lyndon NLP205 and is 2.0 mm

The product is Luxury Vinyl Plank Glue down Lyndon NLP205 and is 2.0 mm

If you have one of the major financial institutions (Fidelity, Schwab, Merryl Lynch, Wells Fargo, etc.) setup your plan then they as custodian will limit your investment choices to that of their offerings, usually stocks, mutual funds and bonds.