What a cool thread to start. As most know, I am from Houston. However, I have family in Schertz and San Antonio. If I were to win the lottery, I'd purchase the Cox cluster in San Antonio. That's all I need. PBG's (Purpledevil Broadcasting Group) station cluster would look like this:
99.5 KISS-FM, San Antonio's True Rock Station. Rock, without alternative. It would sound a lot like Z-Rock used to before it went soft and eventually died.
100.3 KCYY-FM, Y-100 would be joining together the classic country on 680 with the currents on it now.
101.1 KONO-FM, "Radio 101, San Antonio's Alternative". From Pearl Jam to Rob Zombie, if it's Alternative it's Radio 101. (

this bastard just killed our Oldies station!)
105.3 KSMG-FM "Club 105, Where San Antonio parties 24/7/365". Dance, Techno, Trance, Electronica. No Rap whatsoever. I'd leave that to The Beat. Boy, would jras be happy about this.
106.7 KTKX-FM "K 106-7", This would be a decades format specifically dedicated to the 80's pop songs, with only the chart toppers from the 70's and 90's thrown in where applicable.
680 KKYX, with Classic Country moved to FM on KCYY this opens up a home for...wait for it...standards. "Swingin' 68 KKYX". I know, Standards on AM? Well, it's already on 1310, and I would give 'em a run even with the 103-7 stick.
860 KONO, "The Big 86" San Antonio's home for the great Oldies that you know and love. All 50's and 60's, none of the "classic hits" nonsense. Featuring Motown, R&B and those wonderful top 40 hits from yesteryear we all know and love. (See, I didn't kill the oldies...only put them back where they belong.

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Well there's my ideas. Now if I could just win that lottery........