Did this strike anyone else as out of character?

In the episode "Chasing It" Tony, Bobby and Carlo go to Hesh's house to give him his vig and go out with/possibly murder him. After Hesh declines their offer Tony and Bobby get back in the car and Bobby says "You should tell him to go fuck himself for his 200k. I mean what's he gonna do?". Even despite Tony's mental state at the time he disagrees with Bobby on this, saying as how he's the boss of the family he should pay his debts.

To me this has always felt exceptionally out of character for Bobby. Yes at this point Bobby has murdered someone and somewhat fallen from his position as the morally best of the mobsters, but even still would he really advise Tony to do this? Even Tony thinks it's too far. Anyway, 4 dollars a pound.