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The Rolex watch consistently retains its value - consider one. As a casual/sportsy watch the Explorer Model 6098 (Movement A296) is unrivaled.
This really depends on what you define as retaining value. Most rolex watches will lose 20% of their value as soon as you walk out of the AD's door.
I'd go with an Omega Seamaster, Speedmaster or Railmaster. Panerai are nice watches, just not for me.
I am looking for a watch .. that is simple and classic.
Have patience. They pop up pretty frequently. Whenever you buy on TZ, make sure you check references. Always exercise due diligence.
Do the PAM111 instead. If nothing else, it will keep its value better. 44mm isn't so hard to wear.
That being said, I laugh at the people who consider watches "investments." LOL