A beautiful post. I think you describe very well what you see as authentic in watches and other things. The other statement I found most interesting was in your reply below: "My ambition in life is to display a certain level of integrity in my dealings with others, and I suppose that this desired (perhaps idealized) self-concept transfers over into the items that I enjoy buying and owning." To my eye this may be what makes you the Alpha collector - there is a self-percieved symmetry here that makes your collection a relatively direct way of self expression. Authenticity of oneself and the object coincide. A happy place to be in at any price point.
For myself, while I quite often (Datograph, Doublesplit, Antiqua, Reverso Minute Repeater) agree with your concept of authenticity in watches (exceptions: VC Squelette), the relationship of my self image with watches is more ambivalent. In fact, in retrospect, I bought my first significant watch a couple years ago as a disguise (although I did not see it so at the time) - I changed jobs into a position for which I was seen as too young and inexperienced, and one of my repsonses was to turn very traditional in dress, car, and also in a new watch that fit into what I wanted to project, but which was very different from what I felt like. Now, that is past, I have eased into my job and generally relaxed and of course fallen very hard for watches for their own sake. While I now appreciate their inner beauty and authenticity, I still think that they express less what I am, but more what I would like to be, if that makes sense. Also, part of me still struggles with the luxury aspect of watches - my prevous hobbies all involved things that could be pricey but they were related to activities (musical instruments, or telescopes) and no themselves the focus as watches are.
So thanks for your posts. Reading them is both fun and illuminating and of course these great pictures of these great watches - wonderful combination.
Best
Andreas