Chrysler failed because they produced crap cars that nobody wanted to buy.
Actually, the newer 300 (as in 300c) was disgustingly popular. Also, a friend of mine who has sold German cars most of his life (he’s in his mid-50’s) went with me to a car show after the new 300 came out and he was quite impressed. He said it was based on (I think) a two year old Mercede’s “D” platform. He considered it a steal. He also thought the new Cadillac was a joke.