Hero with $800 on bb with 10 J diamonds
Villain in hj with $500
Villain is young aggressive player. Hero has only played with villain for an hour but has seen Villain play a lot of hands and a wide range of starting cards.
Folded to Villain who raises to $20.
Hero three bets to $55. Villain calls and comments that he is getting tired of hero three betting him. $107 in pot after rake
flop is 8 2 5 rainbow with no diamonds. Hero C bets $65. Villain calls. $242 in pot
turn is a 9 giving hero the open ended straight draw. Having made the 8 outer Hero continues and bets $150. Villain tank calls. $542 in pot.
River is a 6.
Villain has put $260 into the post and has $240 behind.
Is this a good spot for hero to bluff/shove on the busted 8 outer?
Any thoughts on the hand?
P.S. Given the stack size, if I am going to bet the turn, it should have been a shove. Should I have shoved the turn with this draw? But as played, I am also interested in knowing your thoughts on whether i should have shoved the river.