It's funny to see how people work. I have a friend who went from some Rolexes, a Breitling, an Audemars, a Bell and Ross, and now three IWC's. At one point his Orient Mako still got a ton of wrist time (before he gifted it to me) and now he has several ~$100 pilot watches that seem to see more time than any of his IWC's.
Even with nice things, most people still enjoy the cheaper things in life even if only once in a while.
Ayz, that is a lovely IWC and grokit I now what you mean and that Citizen is still on my buy list, always loved it, reminds me of the old railroad timekeeper watches
Sharkz, I have been very fortunate to have owned some lovely Swiss watches and will always have a soft spot for Rolex, heck, a yellow gold DD is still on my list of purchases. I love my two Cartiers as well. I think the thing is there are two types of collector I feel. Those who go for the brand name and those who go for horological interest.
The reason I love both Cartier and Rolex is not for recognition by other but more that they have done things either in my personal history that piqué my interest or that they have some horological significance or both. I love Cartier for their horological significance, something that has been lost on most watch forums I feel, likewise they do not hide the fact that expensive watches are also jewellery, you should see the fit and finish of the case and bracelet on my Galbee, it is high jewellery and I think that wonderful.
The thing is for all that I also get huge satisfaction out of something as humble as this Casio I have now. It represents to me a turning point in horology, the digital age if you will and holds an important place as such. Likewise I have a Citzen 2100, an amazing watch that combines both mechanical and Eco drive quartz operation. The chronograph function is of mechanical operation whilst the timekeeping is dealt with by quartz Eco drive which I find fascinating. For around $500 if you search you can have a hand built watch with stunning technology who is the Citizen.
Then I have my two Sekonda's, both less than $30 and both contain much personal historical fondness for me.
Likewise the Bulova Accutron I own, again, a milestone in horology. I love that this hobby is still one where you don't need a lot of money to be able to accsess history and meaning!
Also, I have a Ttouch which I think was a first for touch sensitive watch screens ( I stand to be corrected on that) and then my lovely Seiko orange monster with the famed 7s26 movement, a piece of Japanese horological history.
That is my motivation for collecting, I love that significance, the DD I want to get is based on the fact it has been the watch of choice of men who have shaped the world and also simply because as a child I used to gaze longingly at them in jewelers windows!