When he was twelve years old, he recognized a two-carat emerald in a pawn shop, bought it for 25 cents, and sold it two days later for $800.

[13] The wife of railroad magnate Henry E. Huntington, Arabella amassed one of the world's most prestigious collections of jewelry, largely from Parisian jewelers such as Cartier.

In the 1953 musical film Gentlemen Prefer Blondes, the song "Diamonds Are a Girl's Best Friend" includes the spoken interjection "Talk to me, Harry Winston, tell me all about it!

[20] This tradition continued with numerous Hollywood stars wearing Harry Winston jewels at high-profile events, including Katharine Hepburn, who wore the 15th century Inquisition Necklace in 1947.

[22][23] In 2015, Harry Winston, Inc. operated 39 salons and numerous retail affiliates in locations such as New York, Beverly Hills, Las Vegas, Dallas, Honolulu, Bal Harbour, Chicago, Costa Mesa, and other countries around the world.