Do you own a good dependable daily driver, and a good, reliable car that you can use for long trips?
Do you drive a newer or modern car, with EFI, and a lot of power options, good handling, modern conveniences, etc?
Have you driven a classic car lately? That can be a completely different, and not always welcomed experience.
Many of us who owned 60's and 70's cars when they were new, and then went back to owning them 30 years later have noticed the vast differences between an efi car and a carb'd car. Between the handling of a 40 year old straight line muscle car and a modern tuned suspension car. There is even a difference in the seating, and the support you get from the seats.
If you're looking for a Hobby car, a classic car or a new muscle car will do, depending on your taste. If you're looking for something that will be your main-kazane will be driven on long vacations with the family, and will offer the most reliability, handling, modern conveniences (power accessories, A/c) low maintenance, and virtually eliminate the need to carry a tool box in the trunk, then you'd probably be happier with a new Challenger. Lord knows there's a lot to like, there, too.
Personally, I couldn't make up my mind, so I have both. No. I don't have a new Challenger. I drive Pick up trucks, by choice. First of all I just fit in them better.
I have a 71 and a 72 Swinger, and a few trucks the newest being a 2010 Crew cab. I chose the truck over the Challenger during my last purchase because it has a bigger trunk. lol
If the money isn't burning a hole in your pocket, don't rush into anything. Weigh both options carefully, and make the decision that's right for you. Whether anyone here agrees with it is irrelevant, it's your money, your choices, your decision.
Good luck.