Re: Informal, unscientific survey
You're local to me so will use local references. Was close to the Harbormaster in Duxbury. He was a delight. He knew who was trouble and who was not. Always helpful and very knowledgeable about anything to do with boats. He had a program of gradually escalating discussions, warnings then action . The harbor was a friendly place. From what I know he had more trouble with shell fish issues then boaters.
A prior Harbormaster in Plymouth was a hard butt. Seemed to have "his boys" and if you were not in that club life could be difficult. Fortunately, it seems he ran afoul of the powers that be. The new group is very professional. Perhaps not as warm as they could be but fair and very skilled.
Point is a bad harbormaster with poor interpersonal skills or judgment has a major impact on the tenure of the harbor. Folks who have had a bad experience will migrate elsewhere with loss of income to the town.