It does:
Cy Young played with Joe Wood for the 1908 Boston Red Sox
Joe Wood played with Luke Sewell for the 1921 Cleveland Indians
Luke Sewell played with Mike Tresh for the 1938 Chicago White Sox
Mike Tresh played with Minnie Minoso for the 1949 Cleveland Indians
Minnie Minoso played with Steve Trout for the 1980 Chicago White Sox
Steve Trout played with Randy Johnson for the 1989 Seattle Mariners
You can also take it through Hall of Famers Ted Williams, Early Wynn, and Bob Feller.
I admit, I used
The Oracle of Baseball for this.
-Mikey