I think you are describing what might be called an all-rounder. Works with a business suit as well as office casual and jeans. How about skipping the Pelagos and going to a more versatile Tudor North Flag. Comes on a strap or bracelet.
Breitling Superocean Heritage I. Seems to check most of your boxes and may scratch your diver itch as well. Also, I wear mine with a suit for work everyday, no problems with cuffs.
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On the low end of your budget I'd be thinking Oris or Longines.
But my choice would be used Omega AT, SP, or first generation Planet Ocean.
If it was me I'd save to $5k and then options open up quite a bit. If you are looking for more of a single every day wear I'd look at a gently used Rolex Explorer 214270 and pass on Tudor. The extra $1k makes a world of difference here if you can find the right deal.
Last edited by priamo; November 13th, 2017 at 07:07.
Bulova> 96A225. Casio> 5600E. Damasko> DS30. GrandSeiko> SBGH205. Rolex> 116500LN, 16710, 214270. Seiko> SARB017, SARB033, SARG007, SBDX017, SLA017, SRP777.
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