Given that the maximum win is $2000 and that the maximum bet whilst maintaining house edge (in this particular instance) is $55.55, shouldn't yahoo get $2000 + ($323.949 - $55.55)?
And check out this scenario which complicates things in regards to betting:
Suppose someone bets $1000 on red.
It would be -ev to bet on any other option that pays out red numbers.

But depending on the outcome, both sides will have differing arguments...
Regardless of the result, this is the conclusion that should have happened:
Payout of 36x or 0x based on maximum bet amount.
Difference between maximum bet amount and wagered bet amount is refunded.
Done.