Aside from removing and bending on sails....my winterizing the engine and plumbing is not difficult. I do remove clothing which accumulates in summer and I do it over time as I make regular visits to the boat. Staying in water has also meant less time in winterizing and re commissioning. I don't have a cover to put on and have a sub contractor shrink wrap if I want that. Not really necessary... sure you have less UV impact... but boats are meant to be in the weather.I'm definitely at that place and time where I just want to get the winterization and decommissioning and unpacking over with and walk away for a bit. It's exactly like moving in and out of your house annually. Same thing every year. The frustration lasts almost exactly 4 weeks, while I do some home based activity, then I wish I had the boat back.
Routine repetitive stuff is boring and feels a waste of time. It is.