As a child I woke up to Wally Phillips. I don't remember Jack Brickhouse's man-on-the-street interviews, but I certainly remember his Cubs broadcasts on TV during the 1970s. It took me a long time to warm up to Harry Caray when Jack retired and was replaced by that other broadcast legend. I still want to find an internet recording of Jack saying "Hey! Hey!" as a Cub hit a home run. (I already have Harry Caray saying "Cubs win! Cubs Win! Cubs win!" Just press my computer's F9 key to hear him)
Eddy Schwartz put me to sleep each night first on the old WIND, and then I moved to WGN when he did. I still remember wondering what happened to him the one night he suddenly wasn't on the air. It wasn't until decades later I learned he had some serious health problems that brought a sudden end to his radio career. It wasn't until a few years ago I found him again writing for a Chicago paper and started reading his columns on the internet.
I'll occasionally talk about listening to Steve and Johnnie late night on WGN. Steve King was the one who replaced Ed Schwartz, and several weeks later his wife Johnnie became his broadcast partner.
Roy Lenard started at WGN the year I was born? I just read that. I remember his movie reviews, and the big retirement send off they gave him.
I still listen to Dr. Milt Rosenberg whose voice was first put on WGN as a guest on Extension 720 the year after I was born. Five years later he became and still is the host of that program.
I even stumbled over a name with a personal connection. The person I refer to as P here has a connection to WGN. His father hosted two different programs on WGN from 1980 to 1995.