I'm from Florida there is tons of opportunity there and its good for business owners when you retire regarding taxes given the fact that there aren't any state taxes and the homestead exemption is literally limitless if the estate is under 1 acre.

Because of the large amount of educational institutions and white-collar professions available in Boston, compounded with a mostly reliable MBTA system, you'll see these attractive tenants having no problem living in areas that will previous C-areas provided that their units are in good shape.

Just started educating myself with RE investing.

Contact a broker or look in Scotsman Guide to find an appropriate lender.Check your costs on the bridge loan to see if you aren't better getting a fixed loan on the free and clear property and adding an equity line of credit after repairs are complete or refinance. 

Your realtor will also be able to hunt for deals that aren’t on the market.

The 2 sibling tenants aren't paying anything currently, and I expect them to just go ahead and start paying $2K + a month in a house they've been living in for free for how long now?

I am not an expert on this by any means.. there is a fellow in Indy his name escapes me  I think its Ken Myer or something like that.. who is big in this business and he might even have a educational arm to his business.. its probably worth the money to pay to have up front training before you step into this big of investment.I personally see this as buying a on going business not really the rental business.my experience with my unit .. is it was only 44 units.. but really nice ones it was not big enough for on site management.. so if I did this again It would have to be big enough to have on site management to show the units and keep people from sleeping in them and hauling all sorts of garbage into them like a hoarder.Don't do as I say.. but when people didn't pay and went dark ..

No numbers, no loan.When pulling comps, make sure your comping Double wides only, not ranches or modulars.They aren't the same and aren't comped the same.I'm going to end up doing well on my flip, but remember that these double wides are made as cheap as possible.

I am still in the education phase and read as much as possible and listen to podcasts in the car everyday.

If it's any consolation, the benefits of expensing vs depreciating are only meaningful to those whose loss real estate tax write-offs aren't restricted by the passive loss limitations.