I definitely can't give
@Speede any specific advice for those watches mentioned, but for me my guiding rule is: If it hasn't pulled some kind of weight in my life, I have to let it go.
So with watches that might mean there's one that I still like, but just don't love. I sold my Lange recently because while I absolutely adored it, it saw exactly 2 hours of wrist time in the 4 years I owned it, and it otherwise sat in its box as "my precious". It didn't pull any weight in my life, and when I started to see there were other things I could easily pick up by liquidating it, away it went, and I'm 100% fine with it. I still love Lange (my true grail brand, TBH) but I learned I'm not really "that guy" who can wear one regularly. I'm a tool watch guy, sitting here in a sweat shirt and cargo shorts.
Everything watch related for me is pure emotion: like/love/lust/disgust -- calculations about markets, future values, etc., that's so not me at all. I buy what I love, or buy sometimes just to shut my damn brain up about a particular obsession. The Lange was unique in that it really
was going to be a regularly rotated watch, but I honestly feared wearing it, feared damaging "my precious", so it began to be this big ticket item sitting quietly for someone else to enjoy and use. It owned me, instead of the other way around. And it was an easy cull.
Real watch collectors (which I am not) have vastly different criteria, for sure, but for me the above works.
Who was the woman who wrote the book about tidying up, and asking yourself if something brings you joy or not? If something is bringing me joy, then that's often enough weight being pulled IMO, but otherwise it's just capital tied up that might be better allocated for something else.
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