As I'm the only one local in that regard, I guess I'm the go-to-guy for your Boston needs.
Number 1.) Boston traffic ALWAYS sucks (6-9am; 2:30-6pm) - All major highways (93, 90, 95) - Best avoid during busy times if living outside city & commuting.
Number 2.) If local, there are several reasonably priced localities for living (not all are overpriced - Boston is high-cost living though). I would avoid Dorchester, Roxbury (along Blue Hill Avenue especially) if looking to live in city (most gun violence there between local gangs). Lots of great suburbs & neighborhoods around Boston. Ask if you see something you like.
Number 3.) Work is plenty. Restaurants are abundant in Boston as is colleges & universities. You will not by hurting for food & hospitality industries here - job wise. For courier services: UPS, FedEx, etc all have hubs here. If you have trucker's Commerical CDL (MA), you should be all set with finding employment driving here.
Number 4.) Boston is a very historical, modern reflection of colonial New England. Has something for everyone - including us medieval nuts. Entertainment is plenty.
Number 5.) MBTA (or the "T") is the public transit system - trains, commuter rails, buses in the Greater Boston area. Very accessible to all areas in & around the city. Commuter rates vary for passes if you use it but it is very accessible by many stations and lines (including North & South stations - Railway hubs/Amtrak, etc).
That's just for starters. Look me up when you arrive.