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The answer is actually 2 parts.
For some people, it never lost its prestige. Those are the people who grew up and were "car imprinted" in a long gone era. These people are now in their late 70s and up.
For people younger than that, I'd say during the mid 70s. Because, really, all through the 70s 80s and 90s, the cars were pure crap. No offense to that white '89 pictured above, but c'mon. White vinyl roof? Whitewall tires? 70's bumpers and interior? In 1989? When you compare it to the serious competition in the luxury class in 89/90, it is a joke. A car like that really could only be sold at the time to someone quite advanced in age, who remembered the "Cadillac" name and perceived prestige from a bygone era.
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