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Omega Speedmaster Moonwatch
Regardless of price, prestige, history or technology, the Omega Speedmaster Moonwatch is widely considered to be the quintessential sports chronograph. You want a handsome but not showy chronograph with a great history, distinctive look, and a long enough life to offer that’s a Speedmaster.
The Speedmaster was good enough for NASA and one was strapped to Buzz Aldrin for his 1969 Moonwalk. The Moonwatch is basically the Submariner of chronographs, there are lots of versions, plenty in the used market, they hold their value well and have evolved relatively slowly.