If you are not already a member of Clan Mackay you might want to join us and take advantage of our member's collective family tree. We have a project that finds common ancestors and that helps to push both family trees back further. Information is listed in the index on our home age.
You might also check the Professional Guilds in MA. Most craftsmen and professional people joined guilds to help ensure more consistent, better paying work.
Court records are also a good source. Corporate building, contracts, land sales, rights of way, tax related confiscation. Every aspect of life has a course of action in the courts.
Don't shy away from the criminal courts either. Your ancestor may have been a witness or a complainant or victim or, shudder, a perpetrator of a crime.
Good luck in your search!
Posted on Jan 29, 2017, 12:52 PM from IP address 18.104.22.168