Still less cringe than any of his actual dialog.
Greezy
"This is the LockPickingLawyer, and what I have for you today is a standard-issue Starfleet self-destruct mechanism from Yoyodyne Propulsion Systems..."
Seriously though what are people supposed to do? "Captain, requesting permission to fuck that alien." Who actually does that?
"I made four attempts to induce sexual desire by subjecting myself to erotic imagery."
I describe it as the Federation taking a "peace dividend" at the end of the Klingon Cold War that disrupted new starship development for a generation or longer. Excelsior-class was the best platform to result from cold-wartime development and thus became the workhorses that lasted through the transition to the more "peacetime developed" heavy explorers like Ambassador and Galaxy-classes.
The real-world parallel are the US Navy Arleigh Burke-class destroyers. They were the peak design at the end of the Cold War, a peace dividend was taken which slowed shipbuilding at the time, their overly ambitious successor classes were ultimately unsuccessful, and it was decided to cancel the newer Zumwalt-class after only 3 ships and instead keep building more third-generation Arleigh Burkes.
Troi prescribes regularly plexing Loreili for stress relief