Before turning 30, Westbrook became the Cellar Manager of Alinea Groups NEXT restaurant, and the Beverage Director of the Michelin-starred, Elizabeth restaurant in Chicago. The sommelier was later recognized for his professional contributions by Wine Enthusiast magazine as a 40 Under 40 Tastemaker, becoming the first African-American in the wine industry to grace the publications cover.

Today, Westbrook continues to break barriers in the wine industry while bridging the gap between spirits and culture, through curated dinners and experiential wine tastings. His signature event series, Samples & Samples pairs select wines with music from various genres, creating a unique, sensory experience for attendees. Westbrook has toured nationally, bringing Samples & Samples to City Winery locations across the U.S. with multiple sold out shows.

Westbrook has also hosted private events for major brands and corporations, including a fragrance and wine pairing for Chanel, and a custom Samples & Samples experience for Hilton with critically acclaimed musician Sharon Van Etten. In an effort to combat the lack of diversity in the wine industry, he shared his story at Twitters Many Shades of Wine panel event in New York.

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