Same way most of us did, probably. It's easy enough to just stop caring about a team that's obviously bad, and just look at the scores after the game and roll your eyes. Or maybe Roy watches all the games even in the bad years, but lowered his expectations to the point that he could anticipate a loss without feeling bad about it.
The "problem" with our current team is that we anticipate a win, we have a winning culture, but they're struggling at the plate right now. So, expectations are high, and they aren't meeting those expectations. Hence Roy's heart palpitations. He probably doesn't feel that way in years when the expectations are low and they play down to those low expectations.