This is a lot tougher to answer than it looks on the surface!
Gun Issues:
- I have it pretty good right now, but that could always change. As long as I have an active badge in my pocket, I can carry literally anywhere in the state without thinking about it. I can't buy everything that I'd like, but I can manage.
- Places like FL, AZ, TX, etc. have totally asinine laws on where one can carry with a CCW! Signs, restaurants, public libraries, "any place people assemble", etc. are legally restricted in many of these states (and not so in MA). Worrying that I might have to walk thru the bar to get to a rest room while eating dinner in a restaurant is NOT something that I would enjoy!
Health Issues:
- MA has the best health care in the world. If you need it, you need to be near enough to it . . . it could save your life (or that of a loved one). Thus, I feel tethered to this corner of the world.
Taxes:
- MA is outrageous and some other places are too.
- Mid-NH might be as close as you can go to get relief from high property taxes, but be prepared to drive 30-45 minutes to go anywhere (shopping, medical care, etc.). [I have a good friend (retired MA LEO) who lives in Sunapee NH . . . 1/2 hour to get to shopping, 1/2 hour to get to decent restaurants, 1/2 hour to get to movie theater, etc.]
- Places near the porous Southern borders are going to be taxed out of existence to pay for welfare for the illegals that flood those areas.
Cold/Snow:
- Many states are a LOT worse than MA. For those of us who aren't fond of 2-3' of snow on the road/car, going North of MA is a painful experience.
Heat/Hurricanes/Tornadoes:
- Hot, humid weather, frequent devastating hurricanes/tornadoes are not for everyone. Certainly not for me.
Crime:
- FL, close to the porous Southern borders are rife with crime, "crimaliens" (a Jay Severinism).
- Many places in MA and NH are really not that bad.
- Lots of more serious crimes in some of our "gun friendly" Southern states (carjackings, armed invasions, etc.).
Job Opportunities:
- Wife's job in Boston is an important source of income and she's not likely to be able to replace it in most other gun-friendly places in the US.
- Work as a Constable/process server varies across the country. May not be easy to break into elsewhere. Computer work on the other hand may be more abundant in "the woods" as much less competition may exist than in MA. This is a great unknown.
So, on balance:
- If retired, I'd say that mid-NH would be ideal.
- If working (and we have no plans to ever fully retire), we're stuck in MA and not far from Boston (commuter rail distance).