I own one of each and they are fun in their own way. I bought the roadster first/new because in my mind a two-seater should be a stick and a convertible and still love driving it. Live in MI and it has been to NY a couple times and FL once. My only concern on a long drive is losing a tire.

The SRT6 has been on shorter trips, is a blast to drive (fast), but is more uncomfortable due to the stiffer suspension. The SRT6 you found has a lot of extras that justify the higher price, if that is what you want. Generally the roadster versions are $2-3k more than the coupes (about $6-8k more when new).

I don't race either although I have driven both of them to close to their top speeds. Both have been very reliable. Both are garaged when not driven and no problems with the roadster top.