Paying myself a rent should help me realize some depreciation and decrease my tax bill, since my commercial building on it's own is not generating any income currently. 

You really need to nail down a LOT of variables before anyone can advise on a sweet spot!

We have not picked any city or county and would appreciate general advise and help from those of you already in the business. 

some of the biggest wealth in the US is generated by path of progress land plays usually the farmer seller to the developer.but I will give you a few of my personal land plays.1. 3.5 acres Rohnert Park CA.. when I bought it in early 90s it was unbuildable.. but it sat behind a home depot and I took a calculated risk.. now its been annexed into the city and zoned mixed use residential and sites right next to the Graton casino they built a few years ago..

Please advise whether this is a good idea/ bad idea?

I will be checking out resources on Massachusetts tenant law, thanks for the advise.

Can someone please advise or send me in the right direction.

If you're a professional investment adviser on this site and have put disparaging opinions on this sit about this company then you are FAR from a professional!

Most importantly Any other opportunities to generate Additional Income Streams?

They are all cash flowing but I did show a loss on rental income for tax purposes (still trying to figure out if that's smart or not).Any advise would help.