Original: He won the Stanley Cup as a member of the Flames in 1989 and then again in 1997 with the Red Wings, where he also won the Conn Smythe Trophy as playoff MVP.
Simplified: He won the Stanley Cup twice as a member of the Flames in 1989 and then again in 1997 with the Red Wings, where he also won the Conn Smythe Trophy as playoff MVP.