If he was leading out on both the flop and turn, he should have bet the river. From a purely math point of view he has $100 left, and the pot is $400. That's 4:1 he is laying the other players. That is if he goes all-in on the river.
Giving anyone with a flush, boat, etc odds to call. No one at 1/2 table is folding a flush.
Hell, even if he bet $75 on the river, it probably will induce the aggressive player (last to act?) to just put him all in.
The guy who had 2 pair, probably would have folded since the flush got there.
But like others have said, there are lots of variables that go into making a decision.
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