[RoundersRocks!]

Although he may be capable of bluffing, betting into that board in a multi-way pot dosen't seem like a smart place for a player that you respect to be pure bluffing.

I don't understand the check-raise with top pair. You build a bigger pot then you want, OOP, in a muti-waypot, with a draw heavy board.

On the turn, If you are going to committing your whole stack wouldn't you like to have a stronger read, or at least be in postion?

You will almost never get called by a hand you are beating (which are only the unlikely overpairs and AJ, KJ, QJ.). So you are risking the loss of far more than you stand to gain. With a push, your opponet has only committed 140 to the hand where as you are risking your whole stack. He's not in the worst position.

I think it's a matter of picking your spots.