Actually, Larry Dierker had some good years with the Astros, but never advanced to the NL Championship Series. Brenly is the only one who came straight out of the booth and won the World Series, to my knowledge.
Brenly was one of the key cogs in the S.F. Giants' late 80's renaissance under manager Roger Craig (the "Humm-Baby" era with Will Clark, Kevin Mitchell, and Matt Williams). Guys on those teams have made quite a name for themselves as managers: Brenly, Dusty Baker, and Bob Melvin of the Mariners.