Yeah, he'll be there. He's went from straight man bland face (ala Todd Grishim) to a legitimate onscreen character, and done it surprisingly well. One thing that you mentioned, and I believe is really true, is that the WWE rewards longevity. The guy is, for better or worse, the voice of the WWE, and will be for the foreseeable future. For that and that alone, he'll make it in.
Random note, this is Cole's best work: