Cocktail Server

Full-time, Part-time

The Pearl Club Chicago

About The Pearl Club

The Pearl Club is located at the apex of the Milwaukee, Halsted, and Grand Avenue “six-corners” in Chicago and blends the old-world elegance of the London cocktail scene with the modern sophistication of Chicago & NYC lounges. ( The Pearl Club ) We’re committed to delivering high-caliber, stylish service in an elevated, refined environment.

Position Summary

We’re looking for polished, guest-centric Servers to join our team at The Pearl Club. You’ll be working in a high-energy yet elegant setting, helping to deliver an exceptional experience to our clientele through discerning service, cocktail knowledge, and seamless teamwork.

Responsibilities

Welcome, seat, and serve guests with warmth, professionalism, and a refined attitude in line with The Pearl Club’s luxury-forward atmosphere.
Provide knowledgeable guidance through the cocktail menu and food offerings; confidently suggest pairings and highlight signature drinks.
Collaborate closely with bartenders, hosts, and service staff to ensure coordinated, elevated guest experiences.
Maintain clean, organized sections; uphold health & safety guidelines and the venue’s aesthetic standards.
Manage payment transactions accurately and in a timely fashion.
Anticipate guest needs and consistently strive to exceed expectations with upselling and service touches appropriate for a high-end lounge.

Qualifications

Minimum 1–2 years of serving experience in an upscale cocktail lounge, fine dining restaurant, or sophisticated bar environment.
Strong knowledge of classic and contemporary cocktails, spirits, and wine is highly preferred.
Impeccable personal presentation, excellent communication skills, and a guest-first mentality.
Ability to thrive in an evening and weekend schedule; flexible availability is a must.
Team-oriented, proactive, and well-suited to a refined hospitality culture.

What We Offer

Competitive hourly wage plus tip income.
A beautiful, elevated workplace where style and service meet.
Opportunities for learning and development — especially in cocktails, spirits, and guest experience.
A respectful, professional team atmosphere that values guest delight and craftsmanship.

Apply

Vacancy posted 1 day ago

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