There is more than a cursory check for renewals as far as fingerprints go. I ran the renewal prints exactly the same way that I did the first time applicants and if any "hits" came up, a letter was sent to the department issuing the license with the information regarding the hit. Then it was up to the local department to take whatever action was necessary.
Until recent times, there was no statutory requirement to fingerprint an individual when they were arrested, so a person's prints could go through the system and there would be no record. The licensing agency is also supposed to run a BOP (Bureau of Parole) check on the applicant and all arrests should show up there, but they don't always do. Record keeping in our great Commonwealth is at best an inexact science, and that is being kind.
I really hate to speculate what happened here. It may be that the individual was good to go with regard to his OUI since it was before the cut-off date ane then things got fouled up in Chelsea record-wise, or if it was after the cut-off date in '94 there could have been a screw-up there. What that person needs to do right now is think about how he answered the question regarding his conviction on his application.
Your friend, needs to obtain the services of an attorney, in my opinion, and try to get this issue resolved as it is not going away and now that he is on the radar screen, so to speak, there is greater awareness of his situation by the people in charge which is not necessarily a good thing.
Regards,
Mark