I feel your pain. The next time I'm hauled out and decide to step the mast it will be bulkheads, chainplates, rigging, spreaders, all wiring, new masthead hardware and lights because it needs/will need/probably should/might as well since I'm at it. Until then, I'll carefully balance the perfect / good enough equation.
Since Winter in the Land of Endless Summer means my biggest obstacle to major projects is that it cuts into sailing time. My to do list includes:
-New bow cleats (completed last weekend)
--Remove Toecrusher (the original centerline cleat)
-Reefing hardware installed and lines led aft (about 50% done)
-Find and seal remaining water intrusions.
-Lots of wiring projects from small to large.
-Newish breaker panel
-Woodwork and locker doors
-Rebed stantions with new backing plates (original aluminum backing is disintegrating)
-Replace cabin sole
I'll probably think of more and be happy to get about half of it done.