I've been following commercial real estate for the past few years and I've developed a personal preference for the STNL space.

Looking for advice in regards to planning, design, financing (Boston offers loans you do not need to pay back unless you sell the property - if you qualify), construction etc.If you have been through the process and successfully converted extra space into an ADU I would love to chat.

I want it buttoned down as tightly for the long haul as possible.

Too much hassle. there are very few banks that will do an actual fix and flip loan and unless your a premier client of the bank the rate will be higher think 6 to 8% apr IF you can get them to loan on fix and flip which I am quite certain 95% of borrowers and a 100% of new investor / flippers cannot get. this is why HML companies have sky rocketed the banks left this space in the GFC and have not returned.. unless of course your a 1% er.. 

Am I thinking about this wrong or does it make sense to take this area and turn it into another 300-400 sqft of indoor livable space?

Repairs and improvements included side porch addition + converting/adding addt’l 400 sq ft from garage to rec space @ $60k.

Then you can start by reaching out to people in your network meanwhile building your credibility in the space by starting a thought leadership platform.

How long do you think to rent 40 spaces once developed?

We have a full size bed in the Hamptons at $500+ per night >200 sq ft space. 

We are not required to give a reason for a non-renew, and we don't.I will add to this by saying that because our rental market is so tight right now, I would consider giving longer notice.Hope this helps