Realistically how long do you really think you’ll be wearing your current watch/watches? There are a lot of threads here about service intervals, winders causing wear, dried out lubricants etc etc, but not many discussing the realistic life span of a watch. Styles change, tastes change and with the life expectancy of most reasonable quality mechanical watches measured in decades (decades and decades) I’d argue many watches will fall from favour long before they fail mechanically whether they're regularly serviced or not.
Let’s look at service. I have many vintage pieces that are 50-60 years old and running, in fact they are not only running they are running well. Were they all serviced regularly? Some were. Some weren’t. The point is they’re running and I picked them up for pocket change because they’re old and not the current style, just like many of our watches will be in 20 years. Many of us struggle with whether we should spend the money on servicing and I often wonder how much money is spent on watches that are 5 years away from being out of style and relegated to a drawer. It’s just a watch. Use it until it’s worn out (quite possibly in 50+ years) and then buy a new one. Many of us seem to be obsessed with preserving the value in an item that will have almost no retained value for the last decades of it's life... yes decades
In terms of winders there seems to be a lot of concern about wear and tear that I question whether is misplaced. How much do you believe your’e shortening the useful life of your watch? By 20 years? By 30 years? In my mind you will tire of your watch long before a winder wears it out. Decades before… so why worry. If you find a winder convenient get one