Personally I doubt i would ever be able to resist the driving experience of the car and hence I will probably put hundreds of thousands of miles on mine. So I am not thinking about be a collector myself. I am looking for people to speculate on what will make one version of the challenger more collectable than another.

I like what hemicuda says and I tend to agree. I think the first year run vehicles will be the odd ones out because they will be on the LX frame, come in only a few select colors and not have all the options the subsequent year cars are likely to possess.
So perhaps they will become over time the most desirable, but unlike the superbird (of which I had a 1969 440 six pack hemi-orange with that most wonderful meep-meep horn), the challenger IS wanted right out of the starting gate. So the initial cost will be higher, so the "investment" price is questionable.

What of the subsequent year ones? What would it take for one of them to be a "collector" - providing anyone in 20 or so years cares about gasoline powered cars. 8^) (Presuming we are all be running around with Mr. Fusion Back to the Future mobiles 8^)))

Thanks for playing along ( to kill time while we wait to find out the truth of our predictions) -