I also read that there is a law in New York prohibiting more than three people that are unrelated to live in one single family home, limiting the amount of rooms I can rent and adding to my point, is it possible!?

To avoid what's called a "Prohibited Transaction" you need to keep things arm's length. 

My current 9-5 prohibits me from practicing in any other areas of the law, but this will never be my forever job.

Planning to buy years down the road will be prohibitively expensive for almost all tenantsStandard rent increase of 3%, may be in line with the market but is not what most private landlords would do.

He is very professional and our go-to plumber.I'd post his number, but that's prohibited here.  

Washing of vehicles is prohibited.

Is there any building or safety codes that would restrict or prohibit this type of connection between main house and JADU? 

Although in the instances that it is, it is truly a tremendous savings.Consider the possibility of a management corporation that is owned by the LP.Also, a personally owned corporation interacting with a corporation owned by an IRA is a prohibited transaction.

Think prohibition for one, and there are numerous other examples currently going on....

Most HOAs in Viera prohibit anything less than 12 months and each specific community may prohibit individual room rentals but you have to check.