"Buy a watch because you like it and will wear it," says Hamilton Powell. If that sounds simple, well, that's the point. Powell founded Crown & Caliber in 2012 as an online marketplace for pre-owned luxury watches. The goal: Take the skepticism out of the watch buying and selling process. With wrist bling, function dictates fashion, Powell says. "Will you be swimming with it? Will it be for dress occasions?" For turning heads from dining room to the driving range, Powell has some favorites.
"There's been a surge in demand for minimalistic black watches, and this one hits the mark. It's beautifully made, with an open caseback, which makes it easier to enjoy the internal engineering."
"When it comes to high-end luxury watches, the Rolex Datejust is one of the most affordable and historic options out there. Presidents Reagan and Eisenhower wore it."
"There is definitely a return to the days of Don Draper, and the Speedmaster looks virtually identical to its 1960s-'70s counterpart." Bonus pedigree: Buzz Aldrin made it the first watch to reach the surface of the moon.
Powell's take on tough tickers like the Clifton: "Sometimes you just want a watch that can handle a beating. Focus on ones that are either waterproof or watertight."
Although he doesn't sell multisport timepieces like this (and the next), Powell likes them for the links, where, he says, you want to "avoid a dress piece or other delicate watches."
He also cautions against playing in a leather strap. "Hot days will ruin it, and the last thing you want is your strap to break mid-swing."