Rolex watches hold their value very well, but it depends on the model. For the datejust model, the ones with blue faces and fluted bezels hold their value fairly well for a non-professional model. Even better would be a professional model like the Submariner or GMT II. The most sought after professional models in stainless steel are the Daytona, GMT II Batman (black/blue bezel); GMT II Pepsi (blue/red bezel); and the Sky Dweller. Most of these models I just mentioned are sold on an "allocation" basis. Basically, you just can't go into an authorized dealer and buy them since they reserve/allocate these watches for customers with a good purchase history. They are all available from reputable third party sellers for a heavy premium over MSRP. You should be able to order a Sub (especially the no-date model) with a short waiting period. Many authorized dealers will tell you they cant get you a Sub... they can. Just make sure they know you are a serious buyer and will repeat with a future purchase. Also, make sure they don't think you are a reseller, as most AD's don't like that. Lastly, the men's models tend to hold their value well (the new 40/41mm models especially). I have a 36mm DateJust that I no longer wear, but is perfect for my wife. I hope this helps. My wife loves Chanel and I love watches... both brands are very similar as certain models are harder to find and more sought after than others.