CORRECTIONS / ADDITIONS:
- Your Pokemon can evolve in Explorers of Sky (and Gates to Infinity), and unless there's a weird exception, they can still visit the Recycle Shop afterward. That means that Ivysaur, Charizard, and Riolu GAMBLE AND HAVE BEEN TO A CASINO.
- You can also switch team leaders to your recruited Pokemon at some point in the post-game of Explorers of Sky, meaning they can take charge of the gambling as well. This means that Jigglypuff, Pichu, and Mewtwo now GAMBLE AND HAVE BEEN TO A CASINO.
-- [EDIT TO THE ABOVE CORRECTION: It turns out that the team leaders can only be switched in dungeons, so Jigglypuff, Pichu, and Mewtwo can't do the lottery at the Spinda Cafe. However, they CAN gamble at the Secret Bazaar in the dungeons via Swalot's grab bag shop. So the rating is the same!]
- Diddy Kong is playable in Mario Party: Star Rush and Super Mario Party. Per my Mario Party ruling, that moves Diddy Kong to GAMBLES AND HAS BEEN TO A CASINO.
- In addition to Niijima's Casino, Joker can also buy lottery tickets. So that's more gambling!
- Kirby can buy figures at a gachapon machine (called the Gotcha Machine) in Forgotten Land. That upgrades him to GAMBLES AND HAS BEEN TO A CASINO since, as with Donkey Kong, that's enough to qualify as gambling.
- Wario can in fact gamble in early Wario Land games via the Coin Minigame. It doesn't change his rating but it is a non-Mario Party example!
- In Minecraft, if you give a gold ingot to the Piglins, they'll give you a random reward. Unlike some other bartering examples, you can't game the system (like you can with re-using a lectern for Librarians to get the Enchanted Book you want), so it's very possible that Steve and Alex GAMBLE depending on your definition.
- If you count Waluigi Pinball as a casino, then R.O.B. and Piranha Plant HAVE BEEN TO A CASINO. It's definitely gambling-adjacent if nothing else, but whether this fully counts as a casino is up for debate.
- There are also two casinos in Dragon Quest XI where you can play slots. This doesn't change the rating for Hero but it does mean the Luminary also gambles, so all four versions of the Smash fighter are confirmed to have gambled and been to a casino!
- Cloud and Sephiroth both appear in Itadaki Street Dragon Quest and Final Fantasy, which (in the 30th Anniversary release) has Casino squares where you play gambling games. This may or may not count as an actual casino given my definition in the video (it is just playing a casino game), but it definitely means Sephiroth GAMBLES!
- In addition to the Fiend's Cauldron, Pit (and likely Dark Pit) can also wager Eggs to get Idols at the Idol Toss. This is random chance in the same way the the capsules in Tropical Freeze are. It doesn't change Pit and Dark Pit's rating, but it's more gambling!
- Pit can also gamble in the Treasure Rooms in the original Kid Icarus by shooting pots to avoid uncovering the God of Poverty, which costs money to play. If you count this as a casino, then Pit GAMBLES AND HAS BEEN TO A CASINO.
- Sora plays gambling-themed games when fighting Luxord, and you could make the argument that this would count as gambling even if you aren't putting up a physical resource. You do sacrifice Time on his Time Gauge, but that might be a bit abstract. Still, if you count this, Sora GAMBLES.

MUSIC LIST
Super Mario 64 DS - Luigi Casino
Mario Hoops 3-on-3 - Jr. Street
Clubhouse Games: 51 Worldwide Classics - Blackjack
Pokemon Platinum - Game Corner
Sonic Heroes - Casino Park
Mario Party 4 - Goomba’s Greedy Gala
Kirby: Planet Robobot - Gorgeous-Go-Round
Street Fighter V - High Roller Casino
Super Smash Bros. Brawl - Waluigi Pinball
F-Zero GX - Shotgun Kiss
Dragon Quest VIII: Journey of the Cursed King (3DS) - Casino Rag

Kirby and the Forgotten Land has gacha machines where you can pay money to get random figurines. I'd say that counts given your choice for Donkey Kong

Honestly, Luigi should be in his own tier of “The House”.

Dr. Mario IS a separate character, and my evidence is that it's funnier that way.

Dude the edited "LET'S GO GAMBLING" with the smash anouncer was peak

Mr Game and Watch gambles every time he does his side B

Steve and Alex actually do gamble. Piglin bartering. You give gold ingots, you get a random item.

I don't believe there's anything stopping you from visiting the recycle shop after evolving, so Ivysaur, Charizard, and Lucario should all be in the both category

1:03
That's one way to make a gamble meme lol

Up next: which Smash characters have a driver’s license? But with a catch. You CANNOT use Mario Kart or any other racing spin-offs. If the main series IS about racing, that obviously counts as a yes.

13:33 I think Rob kinda counts for being in a Casino. Considering that Waluigi's pinball is probably located around a Casino with the Slot Machine and all. And Rob is playable in that game. We don't know for sure tho but I think it kinda counts.

16:10 awww you didnt count Miitopia’s GAME CORNER WHERE YOU PLAY ROULETTE AND BET ON ROCK PAPER SCISSORS

I'm glad this video in introducing more people to the fact there was an official Mega Man where he played Poker with his friends and siblings

Pit gambles in his first appearance. In the NES game Kid Icarus, there is a treasure room where you bet your currency shooting money pots. If you uncover the god of poverty, you lose everything, but if you shoot the money pot the god of poverty would be in last, you get an expensive item from the market such as a bottle (which work like extra lives), a barrel allowing you to have up to 8 bottles, a feather that protects you from a fall, or a credit card that lets you get items from the scalper marketeer.

The prequel comic for Street Fighter 6 reveals that Ken used his company funds to invest in crypto, making him the biggest gambler on the entire roster.

No, that is not a joke.

1:48 i'd argue that paper mario's gambling shouldn't count towards mario's as the paper mario universe is canonically a ficcional storybook in-universe, thus not only did this not actually happen, it was rigged from the very first entry in the paper mario series. (if you consider the mario & luigi series to be canon)

Honestly good list. You made some mistakes that have already been corrected but I really appreciate the Fire Emblem portion of the list. Because as anyone can tell you, those Arena fights are not skill based, you can be randomly jumped by your exact counter and murdered. So great job with those!

3:43 What about the gacha machines from Kirby and the Forgotten Land?

9:17 its funny, the demon king doesn't gamble but the legendary hero of time does lol

All characters gamble their lives in smash, so they all gamble lol