Server

Cooper's Hawk Winery; Wesley Chapel (FL); On-site; USD 32,000 - 56,000; Full time

Benefits offered by this job

Dining discounts

Wine discounts

Medical, dental, vision

401k with match

Paid time off

Early pay

Wellness support

Wine education

Career growth

Referral bonuses

Monthly tastings

Job summary

Cooper’s Hawk Winery in Wesley Chapel, FL is seeking enthusiastic Servers who craft memorable experiences. You’ll guide guests through our food, wine, and Wine Club with warmth, confidence, and care, turning visits into lasting memories.

You’ll learn our menu and wine list, deliver attentive service, handle payments accurately, and follow responsible alcohol-service guidelines. The role rewards teamwork, growth, and opportunities to participate in wine education and exclusive events.

Qualifications

• Demonstrated customer service experience in a fast-paced environment.
• Strong communication and interpersonal skills.
• Ability to work as part of a team and maintain composure under pressure.
• Must be able to read, write, and understand English.

Responsibilities

• Greet guests and take orders with warmth and efficiency.
• Guide guests through food, wine, and the Wine Club offerings.
• Deliver food and beverages with accuracy and care; handle payments using POS.
• Follow alcohol-service guidelines and ensure guest satisfaction.

Skills

Customer service

Communication

Teamwork

English fluency

Tools

POS system

Job description

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.

What You Will Get

• 50 percent Dining and Carryout Discount; 40 percent Retail Wine Discount; 20 percent 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

Cooper’s Hawk reviews several factors when establishing compensation. Salaries and hourly wages appearing in a job posting may be published by third parties and may not reflect the salaries or hourly wages offered by Cooper’s Hawk.

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.

The information provided above indicates the general nature and level of work required of the position and is not a comprehensive list of all responsibilities or qualifications. The Benefits list is only a highlight of some of the benefits offered to team members; eligibility for certain benefits apply.

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. Speaking of wine...the Cooper's Hawk Wine Club is perhaps the largest in the world, offering not only top-notch award-winning wines but also exclusive Wine Club membership benefits, including curated dining and travel experiences. 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.