Toy Story 5... I personally think that the problem more-so comes from the fact it's a sequel to Toy Story 4. I'm actually of the belief that you could make sequels after Toy Story 3, it's still open for more things, like, how the generation experiences things differently from the last, but the problem is that what sequeled it was Toy Story 4. Toy Story 4 is a terrible movie. And worse is how it ultimately decides to get Woody off of the cast, and has this sense of finality. Even though now, Woody is back to being a main character in Toy Story 5 like he has always been, making it ultimately meaningless and redundant everything that happened in 4. If Toy Story 5 had been the sequel to 3, I actually think it could be fine. I mean, yeah, I think it's a natural direction to head into, that, the kids are addicted to phones and tablets and stuff.
Honestly, the more I think about it, Toy Story 4 is the "Shrek the Third" of Toy Story. And Shrek 5... I might as well call it Shrek the Fifth.
Toy story 5 is okay but that's it and unlike Cars 3 that completely ignored Cars 2, it unfortunately makes Toy Story 4 canon. The movie is at best okay and it is the first time Toy Story redeems the movie main villain but besides that it is perfectly skipable unless you are a hardcore Jessie fan.