I know you personally don't like the crystal fellas, and I agree and this charizard art is imo, one of the least interesting. But I think the buzz around them all puts these all near the top. Umbreon vmax and latios latias might be too new to qualify, but they are ones that went crazy and took a lot of attention. of the shining pokemon charizard is just charizard so I picked him to represent the shining guys.
Vileplume was one of the first cards i found of Belgium print. Its pokemon power separated it from the rest and is probably the card that led me to discover how do I identify things like Australia. It also helped separate the other USA printings with the unique colors. While. this wasn’t the exact copy I had at the time, printing has historic significance.
Unseen Forces Celebi EX: One of the most beloved ultra rares from the era. Top notch representative of the introduction of “next level” rarity beyond holo in the tcg.
I’d dispute the gold star Ray being part of the list tbh, I think it’s a cool card and obviously very expensive due to rarity but if we’re talking iconic it wouldn’t break into my top 50. I opened packs of ex Deoxys without even knowing it existed.
I would say Neo Genesis Lugia and Shining Gyarados would be up there for me. I’ve also seen images of Moonbreon about a million times over the last five years so it’s hard to argue with it being high on the list as well. Until the last 12 months I feel like a lot of modern collectors didn’t even know gold stars were a thing.
Shining Gyarados imho is slightly cooler than Lugia. Being a Shining imho makes it naturally a tier above, and also the artwork is a bit more interesting.