@Frank Redman congrats on wanting to get started. I lived in Boston for many years, but relocated to Minneapolis for several reasons, chief among which was my plan to start investing in a more advantageous market. Part of me does want to move back to Boston eventually where things are high end and fast paced.. would be awesome to do some condo conversations, etc. That's more advanced stuff, and I like your idea to start somewhere else first.
I have a cousin who is kinda the tech millennial type who's been investing in Columbus from Manhattan. I think he partially feels like he bit off more than he could chew, but is able to keep up with things. I think the advantages of being local, especially as a new investor, can't be denied.
If you're serious about RE, I'd recommend investing relatively locally first, then moving to where you really want to live and managing your managers from a distance. I think you could find some decent cash flow markets within 1-2 hrs of Boston, like maybe Salem, Lynn, Worcester, etc.