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Ok, here's a good conversation starter.
You are taking a trip to Vegas. A friend of yours, not a great friend but OK friend, gives you a dollar to play for him in Vegas. You play it for him and you hit a $100,000 jackpot.
If you don't tell him about it, he will never know. What do you do?
What if the jackpot was 1 million? Or 10 million?

Personally, if I won 10 million, I think I'd keep 9 million and give him a million, telling him that that's all there was. I think he'd be pretty stoked and not ask any questions.

Would it make a difference if he was a very good friend?

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How do you know which dollar is his? I think a more fair distribution would be for you to give him an amount equal to the percentage of his risk. Your trip and associated fees would be included in that risk.

So, if you gambled $1,000, and your trip expenses were $1,000, then you spent $2,000, and his $1 is .05%. You should give him .05% of your winnings (so $50 of the $100,000 jackpot or $5,000 of the $10,000,000 jackpot).

Even if you win on your very first dollar, you should still give him a percentage based on what you were going to gamble.