What if we take out the possibility of a damaged board? I know you never can when purchasing used, but for the sake of arguing just board technology how big of a factor is 3-5 years of development.
An interesting fact is that if you look at the car manufacturer BMW the 7-series gets the crazy high tech stuff first and then the good stuff trickles down to the other models after a few years. I wonder if that is happening in the snowboard industry; that a mid range board now would be equal to a high range board a couple of years ago.
Arsenic0 made an interesting point and I am also interested in seeing if Banana Technology is just a fad, but that is for a different discussion.
Off topic, but for me personally, I have narrowed it down to last years brand new Atomic Alibi and an older lightly used (<4 times) Nidecker Megalite, both priced the same. Either one will be a huge improvement over the gear I have been riding.