Also worth noting on this topic: Winnie the Pooh is one of the most valuable IPs in the world as well, and the last time they put out a Pooh movie (which I believe was supposed to be top notch), it completely bombed.
Christopher Robin did indeed blow that movie out of the water from a box office perspective. I'll admit I wasn't thinking of CR, because its a different kind of movie compared to what this thread has been about. For example, a big budget Oscar bait live action fictional Walt Disney biography where Mickey Mouse is a character guiding him around or something would probably be a hit, but that doesn't necessarily mean that coming out with regular Mickey Mouse animated films would be a good idea. Not saying that it ISN'T a good idea, but just pointing to the Winnie the Pooh animated movie to show that brand popularity doesn't necessarily always translate to box office gold.