I have been sailing a V21 for a couple of years now, having upgraded from a 17ft O'day "knock-off" which took 30-40 minutes to rig singlehanded. It still takes me either alone (except for the actual mast raising)or with a helper a full 2 hours to go from arrival at staging area to launch-ready and nearly as long to prepare to travel again. While It's likely that my homemade mast raising pole and rigging may take a bit longer to attach than the factory system,I'm wondering if I'm adding too many steps/safeguards, or is it really normal for this operation to take that long. I travel with the shrouds,halyards & backstay attached, mast tied only at pulpit and rear crutch and bungee cords for shrouds. I use the original jib halyard and a 4:1 block on opposite ends of the raising pole, and have found that leaving a bungee cord on the mast just above the attachment points for the baby stays which are chain, helps hold the jib furler and messenger rope in place while raising. On another "tack" I have been traveling with the jib off the furler(CDI)and stowed with the main. Even though the jib, which is new, has a sunbrella built in for furling, my sailmaker is emphatic that i should not trailer the boat with the jib furled(which I did once and saved me about a 1/2 hour). Is he right, or is he "all wet" on this matter? While I usually only need to rig and de-rig once per season, this year I towed all the way from Jersey to Florida (both coasts) and back, which required a total of 4 times for rigging in 3 weeks. So what say you, trailor sailors? Are these hours spent rigging too long, or am I obsessing with how slow it's going?