Sean McAdam (Boston Sports Journal) discussed the public perception of John Henry and Tom Werner a few days ago.
McAdam calls the last 18 years "arguably the most successful era of Red Sox baseball". (Myself, I'd omit "arguably".) He says the team owners "have been philanthropic via the Red Sox Foundation and have spent freely" on the roster.
Yet McAdam also claims they "remain so profoundly unpopular with" Red Sox fans. Henry and Werner "appear tone-deaf", offering "rambling" public statements at "awkward, disingenuous press conferences", somehow somehow "manag[ing] to forfeit the goodwill" that comes with four World Series championships.