Why not? He isn't working for Tillman right now. I'm not 100% sure, but I believe that he is head scout or something with Hamilton, no? Who wouldn't want a promotion like that?
I've always thought it possible that Tillman brought Taman in as a poison pill, just in case he got fired (which, of course, he did). If, in fact, my guess was correct, then it was a pretty effective strategy. That would also explain why Womack got passed over for Rider GM.
Now that the pill has poisoned the Riders, this is the perfect opportunity for Womack to return on his white horse and be the saviour. Of course, he would be a fool to do so without the freedom to hire his own Head Coach, and give that coach complete autonomy to choose his own staff.