Server

Cooper's Hawk Winery and Restaurants; Naples (FL); On-site; USD 21,000 - 30,000; Full time

Benefits offered by this job

50% Dining and Carryout

40% Retail Wine

20% Retail and Private Events

Monthly Complimentary Wine Tasting for

Medical insurance and wellness plan

401(k) retirement savings with company

Flexible Spending Accounts

Health Savings Account

Life and AD&D Insurance

Short-Term Disability

Pay Access before Pay Day

Flexible Schedules

Paid Time Off

Wine Club education

Career Growth opportunities

Team Member Rewards

Job summary

Cooper's Hawk Winery and Restaurants in Naples, FL seeks an enthusiastic Server to deliver warm, guest-focused service and upsell wine club benefits. You will guide guests through our menu, wine list, and wine club offerings, while maintaining high standards of hospitality.

The role emphasizes teamwork, knowledge of our wine program, and the ability to multitask in a fast-paced setting. Flexible schedules and competitive compensation apply.

Qualifications

• 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.

Responsibilities

• 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.
• 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.
• 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.
• 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.
• 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.

Skills

Server experience

Full service dining

Upscale casual dining

Food and wine knowledge

Teamwork

Multitasking

English literacy

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’ll Get

• Incredible Discounts:
  • 50% Dining and Carryout
  • 40% Retail Wine
  • 20% Retail and Private Events
  • Monthly Complimentary Wine Tasting for Two
• Medical, Prescription, Dental, Vision Insurance plus Telemedicine and Wellness Program
• Company Matching 401(k) Retirement Savings Plan
• Flexible Spending Accounts- Health and Dependent Care
• Health Savings Account
• Basic Life and AD&D Insurance
• Voluntary Short-Term Disability
• Highly Competitive Pay plus Team Member Incentives & Rewards
• Pay Access before Pay Day
• Flexible Schedules
• Paid Time Off
• Access to Team Member Relief Program
• Employee Assistance Program, providing mental health, legal and financial counseling.
• “Everyday Benefits” Program to include insurance coverage (pet, life, auto, home/property) and employee discounts on goods and services
• Employee Referral Bonus Program
• Wine and Culinary Education
• Career Growth Flight Plan
• Team Member Rewards, Tenure Recognition and Referral Bonuses

How You Will Succeed

Show Up Ready

• 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

• 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

• 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

• 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

• 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.