The Kanto series featured Team Rocket at their freshest, which included the Boss himself, Giovanni, as the Big Bad who took an active villainous role in the Mewtwo arc. While it took until Gen II and Johto for the arc to properly conclude, the OVA special itself is a sequel to the Kanto-based movie and is predominantly filled with Kanto Pokemon so I am including it here. We also had a number of memorable human side villains such as Damian, Nastina, Dario, Jessebelle, Keith, and of course Sabrina. Even some Pokemon aside from Meowth and Mewtwo got in on the villainy like the bizarre talking Gastly of Maidenâs Peak and the ancient demonic Gengar. And even the Orange Islands gave us some highlights beyond the TRioâs continuing antics, namely Butch and Cassidy with an even nastier scheme than before, the despicable Mayor of Trovitopolis, and the amoral yet charismatic collector Lawrence III.
2. Gen V (Black and White)
Giovanni gets to be the Big Bad and take direct action yet again, and even when he isnât present Dr. Zager and a uniquely serious and competent incarnation of the TRio are pursuing his agenda to conquer Unova. Team Plasma, especially Dr. Colress, is a formidable threat when they show up as well. Thereâs also Dirk from the OVA, the Genesect Army from the third movie, and side antagonists such as Leon the Dream Thief, Dr. Ferrara / Cryoganl Man and Team Vanilite, Seamus the sociopathic trainer, and the evil Chandelure and Litwick.
This series gets as high as it is primarily due to Team Flare. Lysandre, Alain, Xerosic, Aliana, Bryony, Celosia and Mable, along with all the Team Flare grunts and Lysandre Lab scientists are such wonderful villains in the anime. The TRio are pretty hit-or-miss, sometimes credible and other times not, but this is alleviated due to the presence of other enjoyable evildoers across the series such as the evil Malamar, Dolan the smuggler, the haughy Princess Allie of Parfum Palace, Ninja Riot and Merilyn Flame, father/daughter crime duo Argus and Millis Steel, and the young Prince Raleigh of Azoth Kingdom who is manipulated by the cruel Prime Minister Alva. Gens V and VI, back to back, was really a good time for villains in the anime.
The TRio may have had the least screentime in this series and ran out of fresh material by the end, but for the most part they were solid as efficient but comical criminals. We also got Matori Matrix, as well as an alternate reality version of the TRio who were still under their serious Gen V characterizations. Team Galactic was far more efficient and interesting under Saturn than it was under Cyrus, the Macro Cosmos corporation headed by Chairman Rose made a solid arc villain, Ashâs Gengar had a delightfully villainous start, and Dr. Zed from the movie released in this seriesâ timeframe is one of the most horrifying and loathsome villains in any Pokemon media. Points off for that weaksauce, no-name Pokemon Hunter guy, though.
5. Gen VII (Sun and Moon)
While the TRio ended up being far more like good guys than bad guys by the final year of this series, they had a great villainous run beforehand, with the creepy and hate-filled Mimikyu being a standout Pokemon for them. And Matori Matrix, under direct orders from Giovanni, were great human antagonists to close out the Poipole arc. The rest or more hit-and-miss, with Team Skull being great but not appearing nearly as often as they should have, Viren appearing too much and not really amounting to anything beyond broad comedy, Faba becoming more well known as a mainstay hero than as the arc villain he started out as, and Nihilego, Guzzlord and Necrozma being frightening, monstrous adversaries but not truly evil.
6. Gen II (Gold and Silver)
The longer this series went on, the goofier and more harmless the TRio became, which was the start of their already dubious villain cred becoming a long-running joke. The worst part about this is that we get a lot of cool new Team Rocket members, plus Butch and Cassidy again, but seldom anything impactful is done with them, and they feel severely undercooked as a result. This is especially true in the case of Professor Sebastian and the silver-uniformed Team Rocket agents under his command. It feels like a story arc was begging to be told with these guys, yet it never is. Honestly, discounting the aforementioned Mewtwo arc sequel OVA that got packaged as three episodes of this series, the villainy in Johto peaked early with the triad of Molly Hale, Entei, and the Unown, none of whom are strictly even âvillainsâ at all!
7. Gen IV (Diamond and Pearl)
Team Rocket sucks in this series, and whatâs worse is most of the other villains suck as well, including Team Galactic whose membership and motivations are so flat and uninteresting compared to their game counterpart and whose arc ends on a huge anti-climax. The best villains here are the loathsome Pokemon Hunter J and Grings Kodai (although some ironic enjoyment can be had with Zero and the evil Togepi), but Hunter J gets wasted by only appearing five times in a four-year series and dying in a situation unrelated to the main heroes, and Kodai ends up taking his monstrosity way too far to the point of discomfort.
8. Gen III (Ruby and Sapphire)
Similar to Gen IV, Team Rocket sucks and so does everyone else. Teams Aqua and Magma are the most boring villainous team the anime has ever had; with the seriesâ movies being book-ended by associates of theirs who are honestly slightly better than them. And then who else, umâŠ.Rico the poacher? Colonel Hansen? That âCrimson Lightningâ brat? Ugh, I guess that the Mirage Master or Mr. Mirage or whatever is the best villain we had this whole series.
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