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Cooper's Hawk Winery and Restaurants

Server

Cooper's Hawk Winery and Restaurants, Annapolis, Maryland, United States, 21403

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Server role at Cooper's Hawk Winery and Restaurants

At Cooper’s Hawk, our Servers are more than just order takers. They are curators of unforgettable experiences. Grounded in high standards and brought to life through Uncompromising Hospitality, they create moments that connect, delight, and inspire. Through warm, team-based service and thoughtful conversation, they guide guests through our food, wine, and Wine Club with confidence and care. Every visit becomes more than a meal, it becomes a memory.

Compensation: $3.63/hour plus tips

What You Will Get

50% Dining and Carryout Discount; 40% Retail Wine Discount; 20% Discount on Retail and Private Events

Monthly Wine Tastings for Two

Medical, Dental, Vision, and Telehealth

401k with Company Match

Paid Time Off and Flexible Schedules

Early Pay Access

Wellness and Mental Health Support

Wine and Culinary Education

Career Growth Flight Plan

Team Member Rewards, Milestone Recognition, and Referral Bonuses

How You Will Succeed Show Up Ready: Come prepared, stay sharp, and start strong.

Arrive on time, and in proper uniform standards

Know the menu, wine list, and steps of service

Use the POS system and handle payments with accuracy

Understand the benefits of Cooper’s Hawk Wine Club and its offerings

Follow departmental checklists and standard operating procedures to ensure work areas are prepared for opening, mid‑shift, or closing.

Own What You See: Take responsibility, jump in, and do what needs to be done.

Jump in where needed to help the team

Serve food and drinks with speed and care

Follow legal guidelines for alcohol service

Take initiative to solve problems and support the guest experience

Stay in Sync: Communicate often, move with your team, and keep service flowing.

Anticipate the needs of guests and fellow team members

Communicate clearly with the Kitchen, Hosts, Runners, Bartenders, and Managers

Help the team stay coordinated and focused

Make It Personal: Be genuine, listen well, and tailor the experience.

Welcome every guest with warmth, use guests names, celebrate milestones.

Answer questions and make recommendations that feel genuine

Use your Wine Club knowledge to educate the guest on its perks, and invite them to join our community of members.

See the person, not just the task

Add a Touch: Go beyond the expected to create memorable moments.

Find small ways to delight the guests

Share the story of our Wine Club and invite guests to join

Introduce wine tastings and help guests enhance their experience

Let your personality shine & leave your signature on every interaction

What You Will Bring

At least 21 years of age and six months of server experience

Experience in full service or upscale casual dining preferred

Comfort speaking about food, wine, and our Wine Club program

A passion for hospitality and working as part of a team

Ability to multitask and stay calm in a fast‑paced setting

Ability to lift 40 pounds and work on your feet up to 10 hours

Must be able to read, write, and understand English

Flexible availability, including weekends and some holidays

Equal Employment Opportunity Cooper’s Hawk is an equal opportunity employer. All qualified applicants are considered for employment without regard to the person’s race, color, religion, national origin, sex, sexual orientation, age, marital status, veteran status, disability, or any other characteristic protected by applicable law. Cooper’s Hawk makes reasonable accommodations during all aspects of the employment process, including during the interview process.

About Us Cooper's Hawk features a Napa‑style tasting room with wine‑inspired retail for entertaining and a full‑service restaurant, bar and private event space, offering a modern‑yet‑casual dining experience. Each scratch‑kitchen menu item is designed to pair with our wines. Since 2005, we’ve brought the Napa Valley experience to our guests and Wine Club members, and now, with Piccolo Buco by Cooper’s Hawk, we’re bringing the vibrant flavors of Rome to them as well. Together, we’re creating a lifestyle brand like no other.

Job Details Seniority level: Entry level

Employment type: Part‑time

Job function: Management and Manufacturing

Industries: Food and Beverage Services

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