i think i would have to have a second car that was a beater if i had a ZL1, only because i'd be worried about it all the time too. it's hard for me not to be worried about my SS now, and i think a pure increase in monetary value of an item increases that constant unnerved feeling.
so, to answer your question...just have 1 car that's hard to not worry about. remember, cars are for fun, and stressing about them is not fun