Early on, I thought that as I collected actual performance data in my portfolio, I would be able to pick one over the other in 3 to 5 years.

Boston is Suffolk County, which is all the OP was asking about and the data I presented.And for the record, the data I referenced comes straight from the MLS.  

I would like to know the best way to set up an LLC.

Instead of hourly, should we set up an incentive program for him where he can make bonuses for money saved by using him opposed to subbing work out? 

SEO, Video/Audio editing, data scrubbing, to name a few.

After taking some time to find my values, I got back on my horse and set a course for honesty, integrity, and relationship.

This is were he has rent set at currently however it is relatively low.

Hi guys,My name is Daniel and I am a new comer to the real estate investing game.I currently live in Dubai, where I see many opportunities for rental investment - although the instability of the market makes me concerned.My objective is to build a rental portfolio in a specific niche, that generates cash flow.I have worked in the tech field for more than 10 years and I’m looking to blend what I learn on BP with my data driven approach to strike great deals.And I’m ready to strike my first deal.Looking forward to getting to know you!

Being “properly zoned” is only part of the issue....two units may have other restrictions such as different set back requirements, additional required parking, etc.

I recommend you wait until you find something that cash flows so you have funds to set aside and deal with unforeseen issues.