I won't care for two reasons:
1. Bryan is obviously being geared up for a push of some kind and so he'll just get a title shot (Summerslam or otherwise) some other way. Hell, maybe he challenges the winner to put the briefcase on the line and then he wins it from them. Imagine if Orton won and was challenged by Bryan on Raw to put the case on the line and it increased the tension between those two by having Bryan defeat him for the case. It could also add speculation to Orton turning heel (though I still doubt this is happening). The first time he lost, he shook Bryan's hand. This time, he could simply walk off. And perhaps he forms a team with Sheamus and they fight for the tag titles at Summerslam but he gets frustrated (all steaming from his lost to Bryan twice and losing the case to him) and then walks out on Sheamus and returns later in the night and costs Bryan the title in the main event. Just a thought. To further book it, maybe the recently heel-turned Orton kayfabe injures Bryan with the punt kick and challenges Cena for the belt, which leads to Bryan making his return to exact revenge on Orton. Or maybe Orton wins the title from Cena and then Bryan wins it by taking it from him, and THAT is Bryan's revenge. But that's not very probable considering that'd be borderlining on the new year and I'm certain Cena will have the belt around that time one way or another. I'm taking this too far off-topic, anyway.
2. It would also depend on who wins the case instead of Bryan. If it's Punk, I'm cool with that. If it's Orton, I'm also cool with that, as I'm also a fan of Orton. If it's anyone else, then fuck that. However, I really only give Daniel Bryan, CM Punk and RVD any chance of winning. Randy Orton maybe, if my first scenario above happens, which I'm fairly certain it won't.