Then what is the point of a no trespass order if it cant/wont be enforced. From what i was told PFPD told him to contact the sheriffs department who in turn told him to contact PFPD who again told him to contact the sheriffs department who then told him he needs to have her evicted. After that run around he changed the locks and she preceded to bust in a window. PFPD showed up and again said not our problem noting we can do. So how in the world do you have someone removed from your own home?
When I have served no trespass orders (they like to call them "letters of disinvite" now), I serve one to the individual and one to the PD so that they have it on file. At that point they can arrest the person on sight if they are on the property even without anyone calling in to complain. MGL does not allow police to serve civil process (which this is) with the only exception being the 209A RO (which is a good thing as I don't know any Constable who wants to touch those).
Now, this isn't really what he has here, it is a lot worse than that. Once you allow anyone to stay in your home for any length of time, they are now by MGL a "tenant" and you can't merely throw them out. You have to go thru the court eviction process, cost thousands $$ and takes ~6 months on average in MA. The tenant laws in MA are very strong and not all just. The cheap way out of this is for him to offer her $1000.00 to leave and don't give her the money (check/MO is best) until AFTER she vacates the house with all her possessions. That puts the "tenant" issue off the table if he can document that she left willingly. After that the no trespass order can be enforced if she comes back. Other states may be different, but MA is super tough on "landlords".