When I was into N-Scale railroading I setup a fence on a bandsaw and ripped train loads of scale lumber out of Basswood for building a trestle bridge. Lots of fun.
Yeah, the winches are very low geared motor assemblies. They are used in the RC crawler trucks to pull them out of tough spots. They reel in the cable very slowly. I would think if you mounted it in a loop you could operate those Lee boards easy enough, and they would take 10-30 seconds to fully...
There are all different size servos from micro to extra huge lol. If you check in a servo's description, sometimes they will have specs and even drawings with dimensions so you can tell if they will work for you.
What I find that helps me a lot with custom builds is 3d modeling on a computer...