WDW is a special place and should strive to be different, though. Full-vehicle bus wrap advertisements are common in cities now. The Disney character bus wraps are essentially the same thing.
The Magical Express and Cruise Line buses had the right idea. Magical Express looking like a fancy vintage bus and the cruise line buses looking cruise ship-esque. They had subtle character silhouettes in the back, not giant faces taking up the entire side. Again, theming vs. branding.
Looking a little deeper, the look of the WDW monorails, without anything but a colored striped on them, is iconic. They still look sleek and modern to this day. Imagine if all along, they had had characters painted all over them. Would they still be iconic?
Side note - yes, the buses are a much bigger deal than the strollers, but they're worth discussing in here for comparisons.
If it were just the strollers, yes, it wouldn't be anything to complain about. But it's also the buses. The skyliner cars. The monorails (thankfully only one at a time). The hotels. The hotel rooms. The full-service restaurants. The physical tickets. The names of the annual passes. Finding merchandise without tacky character branding is becoming rare. They're increasingly putting character and IP themed attractions anywhere they can regardless of whether or not they belong.
It's all so cheap, lazy, and cynical. I sincerely hope that, while they probably know and don't care, Chapek & Co. are at least aware of the fact that the characters are only a small fraction of what the appeal of WDW is. There's a very large portion of WDW visitors that do not give a flying f--- about the characters.