I love the city, but it's experiencing a biotech boom and already has crazy expensive real estate, issues with crowding/traffic, all that jazz. The city would HATE it, even more than Seattle did. And let me tell you, the ostracization in Seattle is extremely painful. I don't think it would turn out to be a good working environment.
I guess it has a lot of educational institutions, but honestly, in its position, I'd sort of expect a company like Amazon to want to start getting more involved in educational outreach themselves.
I actually think Boston has a decent chance, along with Denver, Atlanta, and DC.
I still probably wouldn't move back if they got it, having experienced and possibly been broken by Seattle. But...I dunno, it'd probably be a net good for the area, so good luck to them.
If it happened, good luck if you've been living in East Boston because it's relatively cheap, albeit somewhat gentrifying.
That casino is actually now under active construction, and has been for about a year (if not longer). Though it's much further south in Everett.
There's already the GE Headquarters and a large Amazon building going into the Seaport and building continues in Kendall Square. And this is a city that has a relatively good public transit system.