Server

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

Benefits offered by this job

Dining discount

Wine discount

Medical coverage

Dental coverage

Vision coverage

401k with company match

Paid time off

Early pay access

Wellness support

Wine education

Career growth plan

Rewards program

Job summary

Cooper’s Hawk Winery and Restaurants in Fort Myers, FL is seeking friendly Servers who guide guests through our food, wine, and Wine Club with confidence and care. You will engage guests with warm, team-based service and thoughtful conversation to create memorable experiences.

Bring at least 21 years of age with six months of server experience, and a passion for hospitality. You will learn menu details, use the POS system, and support seamless service during busy shifts.

Qualifications

• Must be at least 21 years old and have six months of server experience.
• Experience in full-service or upscale casual dining preferred.
• Comfort speaking about food, wine, and our Wine Club program.
• Flexible availability, including weekends and some holidays.

Responsibilities

• Provide guests with menu, wine list, and service guidance.
• Use POS system and handle payments accurately.
• Follow meal and service steps and SOPs.
• Promote Cooper’s Hawk Wine Club and its offerings.
• Make guests feel welcome and tailor recommendations.

Skills

Server experience

Hospitality mindset

Communication skills

Team player

English proficiency

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.