Played less than a game on one of those cup win, terrible injury game 1.
More of a 3 win in 17 playoff run in 19 seasons really (if we stop counting after the 1966 playoff), winning it a bit less 1/6 of the time.
If we talk only about cups, Lemieux-Jagr winning 2 times when they did.... could have an argument over him.
Howe did lead (not co-lead) a cup winning teams in points a single time in his career, 1955 with one more point than Lindsay. Not sure about Richard, I think also once in 1958 (while it did in goals scored at least a couple of others times)