What's the Shelby worth on today's market? If its not a ton why not keep the car. It sounds to me like you've got a major soft spot for it and will probably regret the day you get rid of it if you do. How many of us look back on that one car we wish we still had and never sold? Mine was my very first new car, a 1973 TR6. I'm still searching for a perfect one to this day. Don't sell it unless its worth a bundle. With one driver and 4 or 5 cars the insurance can't be a fortune either. Keep it.