I don't know if my fellow peers go through what I call different phases of collecting or buying watches or any other high cost boys' toys...
My taste changes over time and you have different parameters as you progress or regress in this hobby.
If I decide to sell a piece, it would be because I am no longer attracted to that particular piece after a long term ownership experience of a few years. Perhaps its the look, or lack of technical excellence or poor performance or something much aesthetically nicer or technically excellent has replaced the current model.
I agree with the statement below wholeheartedly...
Dont feel so attached to watches when I'm selling them.
Just regret seeing at how much was wasted since selling watches are usually at a lost.