In 05'-06' the Rangers limped into the playoffs on the back of a phenomenal rookie goaltender and a MVP caliber season from a forward. They then decided to commit to the idea of being a playoff team going forward...
and the next 5 years consisted of (in order):
2nd round exit
2nd round exit
1st round exit
Did not qualify
1st round exit
Then in 11'-12' we lost in the Conference Finals
2nd round exit the year after
Then the Stanley Cup loss in 13'-14'
So, when we had a very, very good rookie goalie, and some other young players (albeit not as good as the collection we have now), we decided that henceforth we would be a team aimed at the playoffs... and it took us 6 additional years to make our first Conference Finals appearnace, and 8 years from that original starting point to make a Stanley Cup Finals.
It was a good decade stretch, no doubt.
However, if we go by the phrase of 'if you don't learn from history then you are doomed to repeat it' - well, I think it best to be sellers again, stock assets, and look for the corner turn next year. Rather than to push the button now simply because the season is going better than expected.