I think the whole "sailing is complicated" thing is all relative. My kids play saxophone and flute. Between the plethora of keys, fingering charts, musical notation, bending, trilling, slurring, etc, etc, etc it all looks pretty complicated to me. Some people think nothing of computer networking, others can cook complex recipes, others can whip up a nice graphic or drawing in Photoshop or AutoCAD. Maybe the response to "sailing is complicated" is to find out what complex thing the person can do and work from there.

Now the setup/teardown issue is another thing entirely. Frankly, I do not enjoy hoisting an unwieldy 31ft mast in humid 90 degree heat before the sea breeze kicks in and the cooking in the parking lot while rigging the boat. I'm getting quicker at the process and I'm working on streamlining it and making it easier, but selling the boat and buying a nice tenor sax and taking lessons from my daughter has a certain appeal, even if it is too complicated!