If your going to bet the river just jam imo , i don't think he ever comes over the top with worse but you put yourself in an awkward spot getting like 7/1. I would probably just jam the turn , there is plenty of pair + draw or J9 even some over pairs people can have. As played i would likely check back that turn card.

I'd go ahead and get stacks in on the turn after they raise our cbet, there's a few draws out and any value/draw hand that raised the turn is most likely not folding.

Agree with Chris, you should go ahead and jam the river yourself instead of making it $2.

a bit villain dependant but agree with above.

Raise allin on turn, there is no need to call and see river. Palying this way you lose value if he has draws or Jx.