Figured I'd start this off with Richie Ashburn. I got this as a Net54 Secret Santa gift a couple years ago.
As a lifelong Phillies fan, I have a ton of memories that involve Whitey. After his playing career, he found his way to the announcer's booth. Growing up, I listened to him tell many a story during Phillies games. The most remarkable was the one he often told about hitting the same person with two foul balls during the same at-bat.