Again, I was about to get into the game as an owner and manage the properties myself, but this seems like a no-brainer and a great learning opportunity.Any advice about how to jump in would be appreciated. 

. $770,000 seems pretty low for that area.

Look up Medicare's IRMAA, Social Security tax rates (no idea if you will see this, but it will likely be around is some form), and the Widow's Tax Trap, which will cause the remaining member of a couple to pay so much more in taxes.My point here is that deferred income may seem nice now, but you will come to hate yourself when the taxes come due.Regards!

(And it seems there's at least some chance it doesn't pass at all, based on the opposition they're setting.)

While it may seem like a good idea to pay for the downpayment on a house and let your lender cover the rest of the expenses, there are potential drawbacks to consider.

Probably I have, but seems pretty rare in this area.   

Areas like Jamaica plains, Brighton, and Allston seem like good places.

Yes, I have been all over Airdna and Zillow for a while now and it seems as if the ADR just isn't high enough to justify the cost of the homes if I wanted to buy a house and set it up as a STR.

It seems that if your property is not in rural location Starlink will probably be slower than other available options but I'm not sure if this has changed as it's become more widespread recently. 

The numbers don't seem to work here since prices have gone up.