After his retirement in 1969, Pyle was a broadcaster for WGN radio, where he was the Bears pre and post game program host, as well as the host of a Sunday sports talk show.
Following his retirement from active service in 1969, Pyle shifted to broadcasting with WGN radio, providing play-by-play commentary for the Bears' games before and after they took place, and also hosting a weekly sports discussion program on Sundays.