Dennis, I say don't waste time getting a winder. I sold mine few years ago. Just wear your watches more often.
If you have a few automatic watch, it is no longer possible to wear them all the time and keep them running right?
On specs, most auto watch fully wound up will last 42 hours. This probably takes about 6 hours (guesswork from experience, any more accurate feedback?) of wear to get to full wind? Assuming you cycle 4 watch on daily basis, by the 3rd day, your 1st watch in the week would be dead? By the 4th day, your 1st and 2nd watch on that cycle would be dead?
it depends on what's the purpose of getting a winder...is it to make sure that all watches will be running and you don't need to wind when you want to wear them? or is it to make sure that the parts are lubricated all 365 days?
if it's the former....isn't it more fun to wind your watch, adjust to the correct time and enjoy the interaction? other than the hunt and search, the fun part is to interact with your watches..wind them up, listen to the sound of winding and etc...
if it's the latter, i personally don't feel think there's a need to lub it everyday...in fact, some feels that constant winding will wear the springs. my dad's 15 years old rollie has been worn very sparingly (can count the number of times in a year), runs accurate time, and we only sent it in for servicing after 10 years (it's because i wanted to send my own rollie for overhaul). having said this, if the purpose is to lub the parts, then by wearing them in rotation is good enough unless you've a very big collection.