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Cocktail waitresses in the middle earn between $21,777 and $51,586, with the top 86 percent earning $111,575. Job Type. NANCY'S PIZZA MIDTOWN. By 1945, 1,000 women were employed as barmaids in New York. Cocktail Waitress Jobs. com. Leverage your professional network, and get hired. Apply to Beverage Server, Server, Bartender and more!129 Cocktail Waitress jobs available in Worcester, PA on Indeed. Restaurant Server. This amounts to approximately $13. Bottle Service Waitress / Cocktail Server. The range of annual earnings of an entry-level cocktail waitress are between $12,100 and $28,728. com. Get similar jobs sent to your email. com. Apply to Server, Beverage Server, Bartender and more!14,899 Cocktail jobs available on Indeed. Posted. $7. If you're getting few results, try a more general search term. 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