I am thinking 1996 or newer with lower miles and obviously well taken care of. Since these bikes have changed little since 1985, you may want the newer and most prominent upgrades. I think a 1996 gets you those. What are they? The improved coil pick up set up, the spin on oil filter, the 43 mm forks that are compatible with Yamaha R1 brake calipers to name a few. You could pay more for newer and it is not a bad idea but as your first Max, why spend unnecessarily? My advice has been in the past to try to find a bike with all the upgrades you think you might want already put on. Someone mentioned to be wary of engine mods as they may spell "raced" or abused history. That is possible I guess. There is no replacement for talking to the owner and feeling them out and seeing if they seem honest and forthcoming. There are tons of Maxes that have affluent owners that want the latest and hottest mods and yet are meticulus and "easy" on their rides. Lucky you if you find one of those. Do your research which you have already started and take your time. Feel free to visit and use the V Max sites as they are a great bunch with more knowledge collectively than Yamaha themselves! Welcome in advance to the fraternity. PatMax.