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I never thought I'd make money on a watch, but the value of my Rolex (which I bought new 3 years ago) is now higher than what I paid for it. the economy in 2010/2011 was still a bit soft, so I did get it for slightly less than MSRP, but Rolex has raised prices on it so much the past few years that the used examples are now worth more.
on the other hand, I also just sold my Omega Planet Ocean and Breitling Navitimer for a nominal loss of $500 and $800, respectively. I got a few good years of wear out of both of those, so I'm not the least bit upset that I realized a loss. I'd say that's not a terrible loss by any stretch.
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