I don't give Metheny very strong odds of staying. I think WGN brings in a caretaker PD until they figure out what to do, probably someone who has already been in the market.
I honestly think the audience will get used to McConnell. He's not Willie, for crying out loud, and that's a better fit for even a younger skewing WGN than Willie would have been.
Yeah, Chicago is very tough for outsiders, and not just because Robert Feder is tough on them

Feder had a piece on McConnell "needing fake calls" from Tribune staffers, but has mostly been tough on morning host Gregg Jarrett and his lack of knowledge of Chicago.
Gregg is not some radio neophyte...he was afternoon news co-host at KGO in San Francisco.
But Chicago radio is still very insular. You can be an outsider and catch on eventually ("Mancow", Kevin Matthews), but there's a thought that you have to "pay your Chicago dues". Cleveland's own "Rover" got murdered in Chi-town, and being born there and living his infancy in the area didn't help.
That brings me to Howard Stern. Stern wasn't hugely successful in Chicago, ever. He did OK at some point, but he didn't come close to winning AM drive ever, as I recall. Here, he ended the morning drive radio careers of "Jeff and Flash", the once-dominant morning team at WMMS.