Service Director

City Winery; Boston (MA); On-site; USD 90,000 - 120,000; Full time

Benefits offered by this job

Medical/Dental/Vision

401K with match

Flexible Savings Accounts

Dining discounts

Free family meal

Show tickets

Job summary

City Winery is seeking a Service Director to lead front-of-house operations across our restaurant, concert venue, and private events in Boston. You will ensure exceptional guest experiences, drive profitability, and coach a high-performing team in a fast-paced, hospitality-driven setting.

Partnering with the Executive Chef and General Manager, you will manage staffing, scheduling, and service standards while maintaining compliance and financial results.

Qualifications

• 3+ years in high-volume hospitality/venues.
• Proven leadership and budget management.
• Passion for hospitality, wine, food, and music.
• Able to multi-task in fast-paced environments.

Responsibilities

• Ensure consistent execution of City Winery hospitality standards.
• Lead front-of-house operations and guest experiences.
• Drive labor planning, scheduling and payroll accuracy.
• Collaborate with Executive Chef for service excellence.
• Coach managers and develop hourly team members.
• Monitor KPIs and drive sales in beverage, food, and retail.

Skills

Leadership

Financial acumen

Guest experience

Multi-tasking

Mentorship

Communication

Attention to detail

English fluency

Computer literacy

Flexibility

Travel readiness

Tools

POS systems

Excel

Job description

A rare opportunity to join the City Winery team as we reimagine the future of live music and hospitality. City Winery to deliver the highest end combined culinary and cultural experience to our customers who are passionate in sharing wine, music, and culinary arts. We are a unique facility, combining a fully functioning winery with intimate concerts, food & wine classes, private events in a variety of configurations, and fine dining. We have created a compelling mix for our sophisticated clientele of foodies, and active cultural patrons—bringing the wine country experience to the middle of a large city.

Position Summary

The Service Director is the operational leader responsible for executing across all front-of-house operations. Reporting directly to the General Manager, this role ensures operational excellence throughout the restaurant, concert venue and private events while delivering exceptional hospitality and financial results. The Service Director leads the daily execution of operational initiatives, develops high-performing teams, and ensures consistent execution of City Winery's hospitality standards. This leader partners closely with the Executive Chef to create a seamless front-of-house and back-of-house operation while maintaining an unwavering focus on guest experience, employee development, food safety, and profitability. The ideal candidate is an inspiring leader who thrives in a fast-paced hospitality environment and enjoys building teams, coaching leaders, and driving operational excellence.

Why us?

• Competitive pay
• We are a rapidly expanding national entertainment and hospitality company, offering tremendous opportunities for driven and ambitious individuals.
• Medical, Dental, Vision Insurance
• nDORFins program designed to promote a healthy and active lifestyle!
• 401K (and yes we match!)
• Flexible Savings Accounts,HSA and Dependent Care, Basic Life and AD&D Insurance
• Amazing discounts, 50% OFF all dining/retail wine
• Free Family Meal
• Tickets to available shows
• And more!

Overview of Responsibilities

• Ensure consistent execution of City Winery Hospitality Standards every day.
• Lead daily operations while maintaining exceptional guest experiences and operational efficiency.
• Drive accountability across all Front-of-House leaders and supervisors.
• Ensure seamless execution of all concerts, programming, buyouts, and private events.
• Lead daily pre-shift meetings and operational communication.
• Partner with the Executive Chef to ensure exceptional collaboration between Front-of-House and Back-of-House teams.
• Ensure proper staffing, deployment, and floor management during all service periods.
• Recruit, interview, hire, onboard, train, and develop Front-of-House leaders and hourly team members.
• Coach managers and supervisors through performance management, development planning, and succession planning.
• Conduct regular one-on-one meetings and performance discussions.
• Partner with Human Resources on employee relations, investigations, corrective actions, and policy administration.
• Ensure every employee receives proper onboarding, training, and ongoing development.
• Lead departmental meetings focused on service standards, product knowledge, and operational initiatives.
• Partner with the General Manager to achieve labor, sales, profitability, and guest satisfaction goals.
• Manage Front-of-House labor budgets and scheduling.
• Review payroll for accuracy and compliance. Monitoring overtime and labor productivity.
• Analyze service metrics, guest feedback, sales trends, and operational KPIs.
• Drive beverage, retail, and food sales through service excellence and team coaching.
• Support inventory controls, waste reduction, and cost management initiatives.
• Ensure timely completion of operational reports, payroll approvals, incident reports, corrective actions, and required documentation.
• Maintain accurate employee records in partnership with HR.
• Communicate company initiatives, policy updates, and operational expectations effectively.
• Ensure all operational trackers and compliance reporting are completed accurately and on time.

Minimum Qualifications

• Minimum 3 years’ experience in multi-faceted, high-volume restaurant, venue and/or equivalent relevant experience
• Proven leadership skills and commitment to excellence
• Proven financial and business acumen; analytical skills, and ability to meet and exceed set budgets
• Unparalleled passion for hospitality, food, wine, and music
• Ability to successfully multi-task, delegate, and manage several projects at once in high-pressure, fast paced environment
• Ability to respectfully mentor, train, develop, and hold teams accountable to expectations
• Must be detail oriented, strong execution skills
• Functional working knowledge of health department and all other related regulations
• Exceptional communication and interpersonal skills both written and verbal
• Strong culinary and wine knowledge
• Must be fluently literate in English including ability to read, write, and communicate, conduct business related mathematics and analyze data
• Must have proficient computer and technological skills
• Ability to perform physical requirements of position including standing and walking for extended periods of time, bending, pushing, pulling, lifting and carrying loads of up to 50 pounds, per business need
• Able and willing to work flexible scheduling including days, nights, weekends, and holidays
• Able to travel and attend business-related meetings and trips

About Us

Wine, food, and live entertainment collide at City Winery to create a dynamic and incredibly unique workplace. Since 2008, City Winery has been turning heads across the nation with amazing live performances, delectable cuisine, and award winning, locally produced wines. But there's more to us than that we're a haven for community and creativity, a place where the philosophy of hospitality is more than just a buzzword, but a way of life. City Winery, founded by music industry veteran & visionary Michael Dorf, has established itself as a one-of-a-kind brand providing unforgettable experiences for guests. From world class music venues to sustainably produced wines with ratings of 90+ points, City Winery offers a range of topnotch events & experiences.

We are an equal opportunity employer and value diversity at City Winery. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Additionally, City Winery participates in the E-Verify Program in certain locations, as required by law.

We use eVerify to confirm U.S. Employment eligibility.