1-theres significantly under pot left, decide whether there is value or not and either jam or check unless you think he will attempt a checkraise bluff giving u like 6 to 1 odds

2-plz check/call turn, there are probably more combos of 9x hands that continue than other- i mean really there's only 87,88,and KQ and all of those would be playing pretty loose to get to the river.

3- yea fold

4- hand reading. what hands does he raise preflop with, check/overcall flop with then bet river big multiway. throw in that no one is going to think you are bluffing when you raise to 160 in this spot, and id rather fold than do what you did

5- its $97 more? i hate converters that say "raises x" instead of "raises to x". seems like a fold but pretty fish dependent