This hand happened in a home game but im trying to run this game like a casino so i guess im asking what would the ruling be in a casino.
1$-2$ plo game, 3 players see the flop with player A being All In for around 170$.
Flop comes, player B bets player C calls.
Turn comes, player B check calls All In and they have a side pot of around 1000$.
Player B says twice, player C says ok twice.
Dealer says twice, taps the table with his hand and opens twice.
After he opens player A who was All in for the main pot says "wait why didnt you ask me if i wanna go once or twice" and opens Nut flush which is the nuts for the first opening.
So player C won the side pot and wants half of the main pot, and player A says he deserves the whole main pot since he wasnt asked and would have said once.
Now what?

A gets the entire main pot. He never agreed to run it twice.

Thing here is if it was the other way around and player A would have won the second one and not the first one, player A who ALWAYS runs it twice wouldn't have said anything and they would chop the pot.
So basically player C is the one who loses from this mistake.

So player A sat by and watched this play out and said nothing until he saw the results?

I'm really bothered by this. I feel like he would have taken half the pot if he lost up top and won on the second board.

I don't like giving him the freeroll. I suppose my ruling would be influenced by the timing of all this .... Regardless of what ruling you make. You may want to reconsider continuing to invite this player.

He may want to reconsider continuing to use this dealer.

It's a home game .... I was assuming this is a pass the deal scenario .... I don't think we can hold players in that scenario to the same standards.

Nope, not pass the deal, this is a game with rake and professional dealer that maid a mistake.

I'm expecting the main pot to go to the first board, as a default. If all the players want to RIT for main as well, they I'd allow it if they agreed prior.

On my first read through it seems as if they are agreeing to rit for the side pot only so thats it and would be my ruling. Main pot can not be split and holds to first board IMO.

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Running it twice is opt-in, not opt-out. Why didn't Players B and C ask Player A? OP seems to skip that.

It doesn't matter that A watched it play out. It doesn't matter if he always RIT or we believe he was freerolling. B and C were RIT'ing for the side. If they wanted to RIT for the main, they should have asked A. If they don't want to risk being freefolled, they should stop acting like A isn't there.

No matter what you believe, you have to give the main to Player A. What are you going to do now, tell him that you're running it again for his portion of the pot? No.

If they allow rit for the side only I agree. If they don't then I still suspect player a was freerolling and I don't give a pass on that.

2nd run was for side pot only. Player A never agreed to it so he is all in for 1st run only. There is no other way to rule this one.

Well B and C didn't even ask A what he wanted to do, which quite frankly is insulting.

If I'm A and they totally ignore my take on how many times we run it I might also think "well go *** yourselves", take the freeroll and not feel guilty about it.

To be clear, the mistake is fully on B and C. They need to pay for it if anyone has to. Actually I don't understand why you instantly assume A is thinking that he can freeroll here. They didn't ask him so a logical assumption would be that A thinks they are running the sidepot twice and that's why he said nothing. You would take half his pot because B and C are rude and stupid?

A could have easily thought B and C were negotiating for the side pot only. If he thought that, he wouldn't have said anything. I don't put the onus on him. It's up to the dealer, B and C to get it right. If he got a freeroll, so be it.

Default must be that A is not RIT. If A wanted to RIT for main, then A needed to interject after the dealer taps the table, before dealing twice.

I would award A the main pot. Its a crappy situation. Granted.
In future, do not run it more than once when there are more than 2 people in the hand.

I didn't know there was a maid involved. That could change everything. Was she in a skimpy French outfit? That can be rather distracting you know.

1) Player A gets the main pot
2) Players B and C can go pound sand - it's their mistake (and also rather rude) for ignoring Player A to begin with
3) Player A is a douche - he was clearly paying attention and yet didn't say anything until the end. Depending on what kind of player/person he is, either stop inviting him or monitor his behavior (he gets one check mark)
4) The dealer also gets a check mark for not clearing this all up before the flop

It's fine to run the side pot twice. Another way to do this is if Player A has more money and is in the side pot himself and only wants to run it once, the other two players can agree to run it twice if Player A does not win the first one.