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I would say the boss 302.
Here are some reasons:
1) The viper is a beautiful car but there is nothing special to it. Each consecutive model outdoes the previous using the same driving charactaristics. Unfortunately the earlier model and all of its short comings will not be missed.
2) The zl1 is the first of a generation but has flaws such as being overweight. Within the next couple of years chevrolet will be releasing performance variants that will up the zl1 in all aspects. The shortcomings of the current model will be fixed and nobody will be willing to pay extra for... nothing.
3) The BOSS 302 however has a lot going for it. It is the last of a generation that speaks to the true mustang crowd. It is a true 5.0. It has limited production numbers with rare color combinations such as the kona blue or whatever they call it green. If you can, opt for a laguna seca edition. Finally, it speaks to the enthusiast who in 30 years down the road will be the one actually purchasing it from you.
Best of luck. This is probably the biggest gamble you can do with $30k short of going to a casino. If you want an investment, your better off with purchasing a property. If you look in teh bimmerpost off topic discussion, someone opened a thread about investment ideas. I suggest you take a look. Lot's of great ideas that I personally never thought of.
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