If they want something earth shattering, I would transition WBBM-FM to "All Hits 96" and take it HOT AC to go after WTMX and WLIT. Music intensive. This way you retain your current 18 - 34 and some 25 - 54 demos. Minimal money put into it.

Take 104.3 to "Killer Bee 104.3" Make it a Rhythmic Classic Hits format from 85 - 2000 featuring the rhythmic product that made Killer B a hit, or make it a hybrid of rhytmic and 85 - 2K pop staples. Take the latter route and WLS-FM goes away. Forget that PPM bullshit, unleash Eddie & Jobo on the air (the right amount of money will heal all old wounds). Or jockless in AM drive and invest in the other day parts. There is a ton of product no longer heard in the market along with 80s and 90s pop staples to let the format run for years.

US99 is carrying the country torch, as dim as it is. Ride it out, people have no where else to go and you already pissed away the BIG listeners. "US 99, then and now". 50% new, 50% classic country 90 - 2k. You will get the younger gen by default and get those older demos that might have abandoned country along the way. The older demos will bring in the revenue. When the "retro fad" tapers and better country product comes out, you can scale back on the classic tracks. Cross sell and share resources with WXRT.

Taking those 2 stations that direction will take WLS-FM down and bruise V103, not even directly taking them on. You will be taking TMX and LIT down a notch weakening the clusters. WBBM and WXRT are doing fine. US99 could still keep the country heritage mantle if someone comes in to compete and start billing some more leaning gold/older.

Entercom could be the #1 cluster in a year. Might be able to pay off some debt and what it cost them to build up their drunk sailor budget corporate headquarters.

Back to reality, you know they think they are on the right road now!

Z

PS - Sal Vitro where are you?