Shadao
Aim to be a Pokémon Master
There are plenty of bungling villains that are stuck in a stagnant loop of failure but can at least make it interesting in HOW they lose. The problem is that the anime has run on for so long that the writers don't even bother adding a punchline to it anymore. TR do motto, twerps call one or two attacks, TR blast off. The only benefit recently are the new Bewear gags.
BW was the last series that really tried to prove that, yes they have to lose no matter what, but at least they can make the process interesting. They can at least force Ash and co to put up a show, or at least get non-stock reactions from them, and prove why you should give a damn. XY-SM TR seem implemented almost as opposite of that, an excuse to keep the hero side bland. Some comical villains do actually work on this level (eg. Wile E Coyote, Dastardly and Muttley) but there is no contradictions in storytelling there because the hero is SUPPOSED to be a prop while the villains are the focus and usually ruin their own plans (this is maybe why Johto did a little better since while it did a lot of TR formula, by Shudo's own admission, TR were often the stars as much as Ash was, so it felt like a full story, in later series they're often just plot devices, and I don't think a single writer would be caught insinuating that the protagonists are intentionally bland).
The Pokemon anime has too often relied on lazy relative approval; making protagonists that are supposed to be remarkable as individuals but usually just pitting them against even bigger losers to hide their blandness. It's not just Team Rocket, every lame rival or COTD all too often feels like a diversion, something to make the protagonists look better than they really are over actually making them interesting. SM has tried to make Ash more vibrant individually, but that hasn't really improved TR as just made them redundant, with Team Skull, an even weaker less impressive version of TR's role, being even more obsolete.
Best Wishes was also the series that made many fans realize that a serious Team Rocket is not really much of an improvement because they still fail their missions but this time have their personalities reduced to mere bad guys. It was a change of fresh air initially, but then you lose the other aspects that made the original TRio entertaining.
The failure comedic villains like Wile E. Coyote and Dastardly are entertaining despite never succeeding, for sure. But these villains live in a negative continuity where progress and character development do not matter, and they have far fewer episodes/short films to prevents the boredom from setting in. Team Rocket is different. They live in a universe where Ash has gone from an incompetent, hotheaded newbie in the late 90s to somewhat of an ace by modern day. That kind of growth is something you'll see in Dragon Ball, with Goku going from a funny kid with a tail to a badass who can fight gods. His version of Team Rocket, the Pilaf Gang, was reduced to nothing more than a filler villain cameo only fit to fight Goku's granddaughter Pan (and even then, Pan still beats them easily). Honestly, the major problem with the TRio is Shūdo's unofficial rule that they must appear in every single episode of Pokémon since their debut. It's a rule that in many ways sped up the entertainment value of the Rocket gang for many people here, and prevented other villainous teams from being developed to their potential.
Speaking of Dragon Ball, I just realize that Shonēn heroes like Goku or Red (Adventures) do not express a lot of personality unless confronted with a rival/villain that can personally get to them. Red in particular was much more energetic, playful and comedic when he's young and competing against the likes of his rivals Blue and Green in Generation I. But based on what I've seen of Red in post-Gen I stories, he's more of the stock Shonēn hero surrounded by a cast of colorful characters with more colorful and in-depth personalities. Sounds familiar?