I've already seen the Hawks win 2 Stanley Cups in the last 4 years so naturally I'd take the Olympic gold.
Not that it's ever going to happen... fucking Canada.
Side note: I'd take a Cubs World Series victory over everything. Seriously, I'd happily watch my other favorite teams have losing season for the rest of my life if it meant the Cubs won the World Series once. I've already seen a Colts Super Bowl victory, watched Purdue play in the Rose Bowl, saw the Hawks hoist Lord Stanley's Cup twice, and watched my favorite driver win the Indy 500 twice. I'm good on sports moments. There's really only one more left that I care about.