No, it's not. When you know you're going to suck, its easier to find successes.
Lets face it. If this team doesn't at least get to the World Series, it's a massive failure.
Losing sucks in every possible way. "Finding success" in losing seasons is what losers do.
As for expectations:
If we have a winning season, I'll be happy
If we make the playoffs, I'll be very happy
If we make it to the World Series, I'll be exstatic
If we win the World Series, I'll be over the moon
Playoffs are a total crapshoot. Expecting to get to the World Series and viewing anything less as a failure is a fool's game.
OTH: Having a losing season would be a massive failure.
I'd much rather watch a winning team and all the excitement and expectations that brings, then try and find silver linings in a losing season. I did that already. I paid my dues with 300 losses in 3 years.
I'm THRILLED to expect greatness and success, I've earned it.