We all know Panerais are large watches. For those of us who unfortunately have to dress up for work everyday, a 47 or even 44mm Panerai can be "large". Mainly during the week, I wear my Green Submariner LV, my SeaDweller Deep Sea or my 233 (used to by my 005 before I got the 233). I would say 2, 2 and 1 day respectively on average. Then on the weekend, I have almost exclusively been wearing my 372 and before that my Helson Bronzo or 005. I still have a SS Daytona, which I never wear and decided to sell, a 232 which as much as I love in theory, does not get much love, especially that I have a new 47mm baby, as well as several other less expensive but nice pieces, a Ball, a Tissot, etc.
When do you wear them all and when do you know it's time for them to go?
Even though I don't have as big of a watch collection as you do, I frequently have a tough time deciding on my watch rotation. For me, I would start considering letting go a piece if it doesn't get worked into my rotation. This is an never ending cycle considering new pieces will be added to my collection eventually.
More importantly, and when feasible, I do feel one should have at least one watch that can be dressed up, and one for casual wear.
One dress watch, another sport for change. In fact, one is enough as well...
How many? well, guess it depends on you, if you lost interest on it you may pass it on.
I use to wind mines every few months manually - it's a chance to meet all them again, and to evaluate if it still sings to me -- so far, I just let go 2 watches on all those years.
Regarding to size, also it has close relation with your wrist size. You may look on mirror and check if lugs are within a reasonable ratio to avoid it looking a clock instead of watch. I've seen several wearing 341's and it was quite a scene - inside this community it's ok because its historical value, but world outside consider this quite off style, to say it politely.
IMHO 44mm is quite good size for dress watch up to 7 1/4~1/2 wrist, being 40mm still good as well. It's quite rough , because it depends also on the height of watch and how far lugs spread -- radiomires 45mm wear better than Luminores in that aspect. If watch has leather strap it softens a little bit and wear better with formal suits. It's indeed quite a view some 46mm dress watches out there, but its ratio depends stronghly on holder proportions and can be risky.
You may wear 47mm if you were 6 1/2' of course, if you like, but this is personnal choice
World has changed fast and furious and some attire are like your self expression - wearing it with confidence is the key
Know this might not work for some people but i've found over the years that i would just keep adding to the collection just to add!! So i started this about 2 years ago, if i buy a watch for 5000.00 dollars then 5000.00 of my collection must go! Its easy at first but then you get down to the core of the collection and its hard to let go of some and you realize you dont need that new piece if its going to cost you one of your watches!
I probably wear four watches with any regularity. I have fluctuated between 5 and 12 watches with pieces coming in and going out during the course of every year. My advice would be to consolidate your collection and look to acquire special pieces at the top end of your budget. If I am wearing a watch just because it's sitting in the watch box and I feel like I need to wear it to justify keeping it, then I probably don't care for it enough to keep it.
The only exception to this rule for me is vintage pieces. I don't mind having vintage watches that I wear infrequently because I treat them differently than I do a new watch (or relatively new watch - something created in the past 20 years or so).
You have listed several very nice watches that are presently in your collection. If you are not wearing two or three of them (you mentioned the 232 and a Daytona), perhaps sell them to fund something in the next tier, like a Patek or a Lange or an AP. The consolidation phase can be very rewarding .
I don't ever wear suits, so the question of when I wear each isn't as big for me. I wear them all whenever the mood strikes.
As for when to move them out, that answer has evolved over time. I am one who doesn't want a huge collection. Ok, maybe I'd want it, but I can't afford or justify it. So I try to keep it at 4 max and currently plan to keep it at 3 for the foreseeable future. I try to follow some of the advice above. If I'm going to bring in something new, I want it to be super special, a keeper. So that means it needs to win a duel with one of my current keepers. I call it Watch Thunderdome--2 watches enter, 1watch leaves.
Before I became a risti, I would rotate between 3 or 4 watches with different looks. Once I bought my 359 the others get no wrist time. The 359 is flexible enough to wear everyday with a suit or with shorts and a t-shrt. That's the beauty of Pams. So no I wonder what to do with the others? Sell? Perhaps...
I sell my watches for two reasons 1. I'm not wearing anymore, my tastes have changed or 2. I need the money to purchase my next piece. My wife will only let me buy...if I sell. Still, I have about a dozen pieces. Bret