Floor Supervisor

Sideout Athlete Development; Middleburg (VA); On-site; USD 55,000 - 75,000; Full time

Benefits offered by this job

Health insurance

401(k) with Company Match

Paid Vacation

Employee Discounts

Vision insurance

Dental insurance

Life insurance

Short-Term Disability

Long-Term Disability

Job summary

Grayson's, located on the Goodstone estate in the heart of Virginia's horse and wine country, is seeking an experienced Restaurant Floor Supervisor to lead the front-of-house team and uphold luxury hospitality standards.

You will coach servers and hosts, supervise service flow, work closely with the culinary team, and ensure every guest leaves with an unforgettable dining experience. Growth opportunities exist within this premier estate restaurant.

Qualifications

• Minimum of 2 years of fine dining or upscale restaurant experience.
• Leadership experience as a Lead Server, Shift Leader, Supervisor, or similar preferred.
• Strong understanding of luxury hospitality and fine dining service standards.
• Wine knowledge and the ability to recommend pairings confidently.
• Must be at least 21 years of age.

Responsibilities

• Lead front-of-house operations during assigned shifts.
• Supervise servers, bartenders, hosts, food runners, and support staff.
• Coach, mentor, and support team members during service.
• Assist with onboarding and training new employees.
• Partner with the culinary team to ensure seamless communication between the dining room and kitchen.
• Manage reservations, seating flow, and special guest requests.
• Ensure compliance with service, sanitation, safety, and responsible alcohol service standards.
• Complete opening and closing procedures, daily reports, and operational checklists.
• Step into service positions as needed to ensure exceptional guest experiences.

Skills

Fine dining

Leadership

Wine knowledge

Guest service

Communication

Professional appearance

Team coaching

Job description

Estate An elevated dining experience at the award-winning Goodstone Inn

Benefits

• Health insurance
• Opportunity for advancement
• Paid time off
• Training & development
• Vision insurance
• Wellness resources
• 401(k)
• 401(k) matching
• Competitive salary
• Dental insurance
• Employee discounts

Restaurant Floor Supervisor

Grayson's

Bar

• Restaurant
• Estate An elevated dining experience at the award-winning Goodstone Inn

Location

Middleburg, Virginia

Job Type

Full-Time or Part-Time

Compensation

Competitive and based on experience

About Grayson'sAt Grayson's, the land sets the menu. Located on the award-winning Goodstone estate in the heart of Virginia's horse and wine country, Grayson's is an elevated dining experience rooted in authenticity, exceptional hospitality, and estate-grown ingredients.

Named after Grayson, the beloved llama who has become an icon of the Goodstone estate, our restaurant celebrates the beauty of Virginia's countryside and the connection between farm and table. Every morning, our culinary team harvests seasonal herbs, heirloom vegetables, and fresh ingredients from Goodstone Farm, allowing the changing seasons to inspire every menu we create.

At Grayson's, we're creating more than exceptional meals—we're creating unforgettable experiences. As the newest chapter in the Goodstone story, we're building a hospitality team that shares our passion for genuine service, teamwork, and excellence.

If you're looking to grow your leadership career in luxury hospitality, we'd love to meet you.

Why You'll Love Working at Grayson's

• Lead an exceptional front-of-house team in one of Virginia's premier dining destinations.
• Be part of an exciting restaurant concept backed by the award-winning Goodstone Inn.
• Work alongside talented chefs and hospitality professionals committed to excellence.
• Develop your leadership skills while helping shape the guest experience.
• Career advancement opportunities in restaurant and food & beverage management.
• Beautiful Middleburg location in Virginia's horse and wine country.
• Full-time benefits, employee discounts, and a supportive team culture.

Your Opportunity

We're looking for an experienced Restaurant Floor Supervisor who is passionate about hospitality, leadership, and creating memorable guest experiences.

This is more than supervising a shift. You'll lead by example on the dining room floor, coach and develop service team members, maintain Grayson's luxury hospitality standards, and ensure every guest receives an exceptional dining experience.

The Restaurant Floor Supervisor serves as the bridge between the restaurant team and management, helping create an environment where guests feel welcomed and employees are empowered to succeed.

What You'll Do

• Lead front-of-house operations during assigned shifts.
• Supervise servers, bartenders, hosts, food runners, and support staff.
• Conduct pre-shift meetings and communicate daily priorities, menu features, and guest information.
• Maintain a visible leadership presence throughout service.
• Monitor service flow, pacing, and guest satisfaction.
• Complete table touches and proactively resolve guest concerns.
• Coach, mentor, and support team members during service.
• Assist with onboarding and training new employees.
• Partner with the culinary team to ensure seamless communication between the dining room and kitchen.
• Manage reservations, seating flow, and special guest requests.
• Ensure compliance with service, sanitation, safety, and responsible alcohol service standards.
• Complete opening and closing procedures, daily reports, and operational checklists.
• Step into service positions as needed to ensure exceptional guest experiences.
• Help build a positive, professional, and team-focused culture.

What We're Looking For

• Minimum of 2 years of fine dining or upscale restaurant experience required.
• Previous leadership experience as a Lead Server, Shift Leader, Supervisor, or similar role preferred.
• Strong understanding of luxury hospitality and fine dining service standards.
• Wine knowledge and the ability to recommend pairings confidently.
• Exceptional leadership, communication, and guest service skills.
• Professional appearance and polished demeanor.
• Strong organizational and problem-solving abilities.
• Ability to remain calm and lead effectively during busy service periods.
• Team-first mindset with a passion for coaching others.
• Must be at least 21 years of age.
• Reliable transportation.
• Flexible schedule including mornings, evenings, weekends, holidays, and special events.

Career Growth

At Grayson's, we believe in promoting talented hospitality professionals from within.

Successful Restaurant Floor Supervisors will have opportunities to advance into positions such as:

• Assistant Restaurant Manager
• Restaurant Manager
• Banquet Manager
• Food & Beverage Manager
• Food & Beverage Director

If you're ready to take the next step beyond serving and build a long-term career in hospitality leadership, Grayson's offers the opportunity to grow with us.

Benefits

• Competitive compensation
• Family Meal
• Free Parking
• Employee Discounts at Goodstone Inn & Grayson's
• Medical, Dental, Vision, Life, Short-Term and Long-Term Disability (eligible beginning Day 61)
• 401(k) with Company Match
• Paid Vacation and Sick Time
• Employee Referral Bonus Program
• Career Development and Advancement Opportunities

Work Schedule

This position requires flexibility to work mornings, afternoons, evenings, weekends, holidays, and special events. Restaurant Floor Supervisors are expected to be present during peak business periods and lead by example throughout each shift.

Supervisory Responsibilities

This position provides day-to-day leadership and supervision for front-of-house team members, including servers, bartenders, hosts, food runners, and support staff. Responsibilities include coaching, training, assigning work, monitoring performance, and maintaining Grayson's service standards.

Physical Requirements

• Ability to stand and walk for extended periods.
• Ability to lift and carry trays, food, beverages, and supplies weighing up to 30 pounds regularly and up to 50 pounds occasionally.
• Frequent bending, reaching, climbing stairs, and repetitive movement throughout service.
• Ability to work efficiently in a fast-paced restaurant environment while maintaining a professional demeanor.

Additional Information

This job description is intended to describe the general responsibilities and qualifications of the position. Duties, schedules, and responsibilities may change based on business needs and operational priorities.

Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions of the position.

Equal Opportunity Employer

Goodstone is proud to be an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive workplace where every team member is valued and respected. We are a drug-free workplace. Pre-employment and ongoing drug and alcohol screenings may be required.