Thanks everyone for you help and suggestions. I am 35yrs old and I have to wear a suit everyday for work however I am a total jeans guy after work and on the weekends. I am looking to purchase a new dress watch that can look great with a suit but also a nice pair of jeans. My budget is under $12k and ideally I was thinking of something clean, classic and timeless. I am not a very fashion forward dresser and I have 7.25 wrists so I feel that I can pull off a little larger watch than 40mm if needed. I have been looking very close at the IWC Port Auto 42mm 5001-07 (Blue numbers w/blue strap) or the 5001-09 (Black dial w/black strap) or a JLC Master Chrono 40mm or potentially a Glashutte or something else. I am open for opinions and help. I have made a previous watch purchase that I regret and I am on thin ice with my wife because I am selling my 5 month old Rolex Sub Ceramic. With that being said, I just don't want to make another mistake and I am looking for that watch that will hopefully "stand the test of time" in terms of looks. The IWC 5001-07 is my first choice but I am a little concerned if the dark blue strap would still be cool 10 yrs from now? I don't know if a dark brown or black strap would look appealing on that watch with dark blue numbers or not? I guess I will admit that I have always been a black or brown strap kind of a guy but that dark blue strap is really growing on me. As I mentioned thanks for all of your help and I really appreciate it!