Its so tough to make the playoffs year after year. Injuries, other team performances fluctuate so much that its very difficult to do that. And with the wildcard only being 1 game I think you have to maximize your chances at winning the division when you have the chance. There are so many smart GMs these days that unless you have the Dodgers Payroll it is insanely difficult to win 95 games year after year.
I'll take the Boston Red Sox last 5 years over the Dodgers or the Rays etc..