Of course I will reach out to them when the time comes. The person who conducted the firearms safety course essentially promised that regardless of my town, I would be able to get an unrestricted the first time, so I'm talking with them first. I don't want to bother Comm2A until I actually receive the license and it actually lists a restriction.
I've lived in MA for 2 years. I understand things are different here. However, the Medford officer said that it being my first time having a permit would be the reason for the restriction. I'm unaware where in the constitution it mentions either town lines or previous permits issued as a basis for rights restriction, but I'll keep looking.