Downsizing My Watch Collection

I started in the lower mm range. And stayed  there.

I won the genetic lottery and have a Perfectly Sized Wrist (TM). I can wear 24mm tanks, and 30mm to 40mm rounds dials.  Above that the watch blocks the public's view of my PSW. My journey was to buy watches made in the 1950's (I had the 40's, 60's, 70's and 80's covered.)

I’m currently operating under two new lines of thinking. 
1) I’m getting away from mid priced watches, and either getting luxury pieces or affordable pieces. No good reason other than in my head I catch myself saying “Why spend $750 on THIS when you can spend 5x as much and get something you really want or spend 1/5th the price and get the same look?” I know how ridiculous that sounds but that’s the lane I’m currently in on my watch journey. 

2) I’m kinda done with divers. I had 10, moved on from 3 of them, and would like to move another 4 to get to the 3 below. (Which also seems to highlight philosophy #1 as well)

I bought an Omega Speedmaster Automatic that was manufactured in 1999. It has given me a huge appreciation for older, smaller watches.  

Going from dressy to sports pieces, and thus increased sizes! Honestly never thought I'd go for some of these pieces when I first started!

36mm is prefered. sure it looks small...don't care I like them

I just try to figure out when and what is “enough“? should I (always) aspire to get the next higher tier and quality watch? should I enjoy and spend more time with the collection I already have? What is the limit? Is it a genuine enthusiasm to watches- or simple consumerism?? These are my thoughts

Always 😵

I go through phases, I became fascinated by watches in the 1960’s. My dad was Insistent on me learning to tell the time and when he explained about his watch he took the back off. I couldn’t believe my eyes when I saw all the wheels and cogs literally ticking in front of my eyes. From then on I was hooked. Next came the Quartz revolution in the 70’s. Now to us who lived it, seeing a watch tick once per second and not lose time or looking at LED and later LCD displays it was actuality seen as magic. Everyone wanted one and mechanical watches definitely  took a big hit. I’ve always had an affinity with hand winders, then I went onto divers, then chronographs and it just goes on and on. My collection is quite varied and that’s the fun for me still……..too many watches out there and not enough wrists.

I'll agree with the OP.  10 years ago I wouldn't have paid much attention to a micro brand diver under 40mm (assisted by the fact that there weren't many other than a few Sub homages).

Now it's had to get interested in something much above 40.

Smaller is better.

I keep it @12 for now. I'm new on this maybe one day I just break down to 3 if that ever happen.

Up to recently I've been buying what I like and my  budget has limited me to the $99 tier on Watch Gang. 

But now, I want at least one heirloom piece and to compile a sort of personal history of wrist watches during my lifetime. Therefore, I've been focusing on doing that. Getting a Timex, a Casio, a Seiko, a Citizen, a 70's or 80's digital, a birth year watch, a manual wind, an automatic, open case back, skeleton, a diver, a field watch, a pilot, with some different complications etc. If one watch checks multiple boxes, even better. 

So that's where I'm at I'm my journey.