Then you probably also are aware that Rolex is probably the only brand (perhaps with Patek) where you can experience this. You also know about their strategy of just not delivering watches. Thing is, I don't buy as an investment, yet I have never lost on a Speedmaster. A Seamaster or Constellation, perhaps and I know you will take it based on RRP, but with a Speedmaster I simply never lost. That said, I buy what I like and what I want to give some wear. I have my Rolexes, my AP, my other things, but what I truly enjoy wearing are Speedmaster watches. If that costs a bit of money, fine.
On the long term, I am pretty sure that my collection will have and hold a certain value. I don't sell watches often (only to purchase others), but I can imagine I would make a loss when I would sell this gold Speedmaster within a certain timeframe of purchasing. But I have no intentions to do so and I can imagine that in 20 years from now, the value will be over today's retail. Much worse than the 0.20% I get on my savings account isn't going to happen anyway.