Too much tension on the un-loading sheet and/or pulling in too early is how you get hung up on the shrouds. I un-cleat and hold the loaded sheet until it slacks, then take it most of the way off the winch and let it run free. If you let it go too early, the wind pulls more line out, and there's a lot more to whip around when it starts flogging.
On my C34, the jib sheets are fed aft of the winch through a turning block, and the sheet would often get kinked / stuck in the block. I found that leaving a half turn around the winch keeps it fed to the block from the correct angle and prevents the hang-up. But I think the friction of the block helps limit the free/flailing sheet length when I let go; without it I would probably leave one full turn on the winch.
I don't start pulling the new sheet until the wind has already crossed the bow, so I'm not forcing the sail across, just taking up slack. On my C34, two turns on the winch is just right: three can cause overrides, while one is not enough for me to hold the sail.
I'm also a newly minted member of the "use the main sail" club. I had back to back heavy days beating to weather last weekend. First day I tried the jib-only approach (wasn't properly prepared to reef, and was caught by surprise when the winds suddenly exceeded the forecast). I felt pretty beat up and was getting soaked by the spray. Constantly fighting the line between flogging and being over-powered, even though I wasn't moving all that fast. The boat kept trying to round up into lobster buoys. I had a couple of failed tacks where I stalled out before I could get across. Most importantly, I couldn't heave-to to fix / adjust things, such as figuring out how to set that reef!
Got into harbor, reassessed, set up a proper double-reef in the main, and got a chance to try again the next day. Huge difference all around. It was easier to point and tack, and I was able to make the jib smaller and therefore easier to handle. Sailed faster and more upright and didn't notice the waves so much. I back-winded the jib by accident once while adjusting the furler and quite appreciated lying hove-to for a couple of minutes while I caught my breath.
Lesson learned. I'll save jib-only for when I'm running and/or lazy.