I can confirm that diamond and pearl era cards are much more likely to have heavy holobleed cards, especially the theme deck cards and promos. Sample size being in the thousands or else I wouldnt make that conclusion definitive. That doesnt mean they arent desirable, people still like them.
For me holobleeds are “damaged good”. In my collection I want “proper cards” which dont carry this rare factory defect. Interesting, though, how some people go crazy for that 
So when my rayquaza had a holo bleed you guys told me it wasnt too desirable…ok
I even remember dyl telling me that in his thread so either theres been a insane switchup or some narrative has changed.
Its one of those deals where crimped cards, severely off center, holo bleed, etc are cherished by some but others consider it damaged. Either way, errors are generally atleast worth what the regular card is worth
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Ohhhhhhh ok
It’s also how uncommon or nice looking/strong the holo bleed is. Your Rayquaza promo is a common card with a large number of copies with light holo bleed. Diamond and Pearl cards are less common and also have really strong bleed that people generally like.
I don’t care much for light holo bleed on a Japanese Aquapolis Jumpluff (that you might only notice under strong light and at specific angles), but I love my Secret Wonders Jumpluff with tons of bleed (and specifically only sought out a copy with stronger holo bleed). And there’s a sweet holo bleed Neo Genesis Jumpluff on Ebay that I would love to have but not at that price point (Neo Genesis has cards with holo bleed, but it’s very rare, so it adds to the card’s “uniqueness”).
The desirability of holo bleed is nuanced, like most things in life.
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You can try selling it and see if it 100x’s the value. I predict it wont, but stranger things have happened.
It comes down to the value of the card and how rare the holo bleed is. Your Rayquaza was worth a few dollars and many copies have holo bleed, so it doesn’t add a premium at all. Conversely, Neo Revelation 1st Ed copies very rarely have the holo bleed (‘double holo’) printing and they are not mass produced modern promos, so they are worth much more.
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It really depends on how much holo bleed there is, and on which cards.
The Secret Wonders set is notorious for holo bleeds for example, but they’re usually pretty excessive, and therefore still worth more than without holo bleeds.
On some modern cards (especially from McDonald’s sets or Sequin holos), cards WITHOUT holo bleed are almost impossible to find. For those, holo bleed defintely won’t add anything to the value. 
In fact, I’d love to get all those cards without holo bleed for my collection and would pay slightly more for them. 
In general, holo bleeds, off-centered cards, and crimped cards usually don’t add too much to the value. If it’s an excessive holo bleed (like the Glaceon and Venusaur posted); miscut instead of off-centered; or a huge crimp, it’s a different story however.
As for the Tyranitar in question, as mentioned by others, it’s normal for Japanese cards. The parts you’ve highlighted in your second post could still be considered holo bleed I guess, but it’s pretty normal and wouldn’t do anything for the value anyway.
Greetz,
Quuador
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Thanks for the replies everyone. I can see how holobleed can be attractive especially if it actually leaks through… but in my case when it’s hidden, I can’t say I enjoy it very much.
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