There's some really nice Gen I's (92-95) out there if you are patient and spend enough time learning about them. Insurance shouldn't be drastically different from a 93-95, so you may want to spread your year options a bit. However, if you are worried about insurance cost then you might wanna wait until your a bit more open financially. Owning a Viper is a lot more than just paying the car payment and insurance, anything else involved with it is gonna cost more than the average car. I'm not talking about them breaking down a lot, I'm just saying that for average maintenance any car would get the Viper will cost more. Add in $700-$1200 tires, regular maintenance, the itch to "mod" and you'll be spending more then your car payment is.
There's ton of information on this site, just use the search. You can also try the moregue (
www.viperclub.com) they have lots of info or their site as well as a good forum to ask questions at too.