My wife has asked me for years to wear nice watches. However, I bought a Timex Ironman the day before i joined the Army in 1985 and it was kind of a good luck charm that didn't leave my wrist for 32yrs. The watch broke last week so as part of the grieving process I will make my wife happy and buy some nice watches. I work in NYC, wear a suit most every day, go out to a show/event in dinner jacket 3-4x per month, I wear a tux 5-6x per year, like to surf and rock climb.
My only allegiance to watches are: a) I loved Magnum PI as a kid so one needs to be a Rolex (I like the 2017 red letter Sea Dweller), b) I enjoy horse racing that Longines supports so i'd like to return the gesture.
I can spend ~$25k over the next year in building the collection. I'd be more partial to new versus vintage; prefer clean look but not stogy.
I'd love to get a sense of the best/most creative/interesting watch collections (number and type) I could build with that above in mind.
Thanks for help!