From the Chicago Sun Times Article by Steve Greenberg:
https://chicago.suntimes.com/white-sox/2021/8/15/22626399/white-sox-and-their-replay-system-need-to-sharpen-up
Michael Kashirsky is listed in the Sox website as a "Pre Game Instructor", and is the person named in the linked article as the person who reviews the replays, and discusses challenges with Jerry Narron. We are left to assume that Jerry tells Tony whether to challenge based on this article.