Cash is definitely not my specialty but ill give this a try. let me know what you think. Maybe this will improve my line of thinking in the future...

1. Im leading for about 15-18 for value agaisnt his wide range. Plan is to call a flop raise and c/c turn. I guess i would fold river depending on board texture to another barrel. C/f river usually with occasional c/c

2. I would definitely check the flop because I dont want to get blown off the backdoor draws. Ill call anything up to a pot size bet on the flop and then lead any turn that gives me a flush or straight draw, if it gives me an open ended/gutshot straight flush draw, ill c/rai the turn

3. C/f...i never know with these spots..lol

4. Lead for about 13-16 for value and hope he floats me. Lead turn if its anything other than ace or king(he likely wont have either cuz he didnt 4 bet pre...), if its an ace or king, i will check hoping to induce a bluff knowing its less likely he has an ace or king/esp ace-king

5. lead once then c/f. Dont really want to set up an intricate bluff here with just backdoor draws and under cards...