We all know he's a Boston fan but I think you misinterpreted it. I took it as it was great the team was out watching the ending, not great that they had their hearts broken.
That's how I took it too. Not sure if that's the right interpretation, though. I just don't think Gammons is the type to rub anything in to any team, and especially not the O's. That wasn't a big rub it in opportunity anyway.