Without some backdoor, (Vet Pref, Minority, Language) or a nepotism connection, you may look at 10 years+ to get a job in Mass. If you don't fit into one of the catagories, forget it or look in another state.
Wheeler it really comes down to a few things, how bad you want it, and what your willig to give up to get it..and a little bit of luck..I looked up what towns had no age limit....moved to a town that I could be older than 32 to get on....1 yr prior to taking the test...took the exam got a good score...and still wasnt good enough....thank god the 7 veterans in front of me took appointments with the fire dept..its not easy.....good luck..
I know some persons who have entered late and retired from law enforcement careers.
A couple entered police careers after retirement from the military. They were in their thirties when they entered the academy. Another had been a teacher and left that profession entering law enforcement in his late thirties. He managed to work a deal out with the state retirement board getting partial credit from his teaching years toward his police retirement.
The cases I cite are here, in NH, which has a 20 year retirement plan.
NH, like other states, will hire you as long as you qualify physically etc. One has to remember though that in this state all officers must pass the agility test every three years for their entire career in order to maintain certification. It gets tougher as we lose our hair, hearing and the rest of the things we lose as we get older.
I'm rapidly nearing the big 4 oH and I haven't given up (yet). I too decided to pursue an LE career after working another career for years, so you're not re-inventing the wheel.
Don't give up on trying, but have a fall back plan. If you are really serious about LE though I'd take the advice posted here and try looking out west or perhaps FLA. In case you haven't figured it out, it's not easy getting on a CS department in our lovely Commonwealth.
Good luck either way.