chris, i believe you're trying too hard. don't worry about your equipment lackings. i can do a three just by olling in the flats. you don't need a lot of height to do a three.
you are loading the tail a lot in all of these attempts, but i believe your problem lies in not obeying the kyle schmidt adage "pass the handle to spin, don't spin to pass the handle."
you're using your body to try and spin, not the line/handle. this results in a couple of things:
1) not keeping your axis
2) not getting around enough
check out this pic of you in mid-spin:
now check out darin shapiro doing a 3 (albeit switch so it matches yours):
see how his body is more stable, and the handle isn't at his back yet. you're almost bent in half and you've already got the handle almost to your back - you've advanced yourself on the line so that you've got slack and only momentum created by you physically twisting your body in the air is what's carrying you around.
you need to keep tension on the line - the handle position is what turns your body, not your head or your shoulders. a three isn't that much different than a 180. try a 180 by not moving the handle across your hips. you can do it - but all of a sudden you realized the handle is no help at all now. same with the three. if you can wait for your pop (however little it may be), and then move the handle across your hips to your back - then pass it. you'll find you keep a little tension on the line and this is what moves your body around.
some other suggestions:
1) shorten up the rope if you're determined to do this w2w. that way you can concentrate on just getting some simple pop at the wake.
2) try it one wake. even better, have the boat turn to port and just pop straight up off the bigger wake, and land in the middle of the wake.
3) practice ollie switch ts bs 180s. this is the last part of a hs fs 3 (switch ts bs 180). practicing this part will get you familiar with how the trick ends. try them on the starboard side of the boat (where you would land your three). start just outside the trough and land edging out just like the ending of a hs jump.
you've got this trick already - you just need to wait a bit for your pop, keep your line tension and the handle close to your body, and rely on the moving of the handle across your body to make the spin happen.
let us know how it goes!