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To start off, let’s talk about how cool this moment of Sanji gambling at Rain Dinners, explaining the plan to Vivi and the sound of coins dropping (can be heard when it transitioned into the TO BE CONTINUED frame.)

Here’s the thing. The probability of winning on a slot machine is around 1 in 49,836,032, roughly 2.04% (credits to Google)–meaning, more money means better odds to win. Considering the situation and how dire it was to save the rest of the Strawhats, Sanji simply doesn’t have the time to chill, gamble, and solve for the probabilities for too long. So the possible conclusion is Sanji played once and won.

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Before the haori makes me forget what I’m about to say, Zoro is playing a Japanese traditional game called Cho Han which involves rolling the dice in a cup placed facing down with players betting on even (cho) and odd (han) numbers. It’s also a game with probability involved.

Note that my math skills are literally in a nutshell so my calculations might be wrong.

The formula:

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Since the number of rolls aren’t clearly stated in the episode, I’m trying to calculate independent probability from each die (the results aren’t dependent from each other).

The only result that wasn’t influenced by cheating was 5 and 1 (even) with the probability of 0.111. So it means that the chance to roll out 5 and 1 on two dice is 11.1%. However, it doesn’t mean one gets said numbers in a single roll. 

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My point is, imagine Zosan gambling together with Zoro and Sanji competing against each other over something silly like who wins more money and will play every single gambling game in the casino until the owner decides to kicks them out because they’re the last two standing and they kept on playing a certain game repeatedly as it always ends in a draw (and the casino is losing their money because they win effortlessly).