Backwinding is most useful in heavy air tacking. In light & medium air flying the jib across is much easier (after some practice) because you keep your speed (and steerageway) up.

Dave, right now with the non-adjustable-on-the-water downhaul I just set it on the beach and then tie it off; I use the tail of that line to wrap up the main and jib halyards and hang them neatly from the gooseneck.

If I'm single-handing in light air I keep the jib sheet up at the front of the tramp and the mainsheet-traveler line in the center in the back. I dunno if you have the old setup like I did with a jam cleat on either side of the rear crossbar and two traveler lines for letting the mainsheet block out? Or do you have the newer style like I do where there is a single mainsheet/traveler line? Anyway... the biggest problem I've had is in heavy air and waves where the mainsheet will get washed off the back of the tramp, and since I'm trapped out there's not much I can do about it except stop, heave-to (always fun in heavy air and waves) and retrieve it. Of course if I have crew then I can holler at them to retrieve it and keep moving. If I"m on the wire solo then I usually steer with my left hand, have the mainsheet in my right, and I keep the jibsheet under my foreward toes just in case I need to adjust it. (I do not yet have the quick-adjust-with-line-jib-traveler-setup but I plan to get that here shortly along with a new tramp and running rigging. )