Service Director

City Winery strives to deliver the highest-end combined culinary and cultural experience to our guests 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 elevated dining. We have created a compelling mix for our sophisticated clientele of foodies, and active cultural patrons—bringing the wine country experience to the heart of a large city.


We are seeking a hospitality minded leader who provides the necessary support to service staff to ensure the highest level of guest satisfaction across all mediums. Possesses an inherent talent to identify the most qualified candidates suited for the City Winery culture and follows company policy on best practices. This position serves as a bridge to all departments on staff education, services and integrated parts of the company. Works with management teams, including private events and culinary team, to ensure seamless operations.

City Winery is committed to a policy of cultivating a diverse staff in all its forms and creating an upwardly mobile platform for all employees.

Overview of Responsibilities:
● Oversee the ongoing training of new and existing service staff
● Manage operation's weekly schedule and oversee all onboarding of the service team
● Maintain proper staffing pars across all service departments
● Ensure pre-service meetings are lead through proper accountability of all service points
● Develop staff sales incentives
● Conduct performance reviews based on company schedule
Review payroll punches weekly to make sure no one is over- or underpaid due to erroneous clock-outs
● Lead service employee disciplinary actions and documentation

City Winery Chicago is the West Loop's first and only winery, concert venue, restaurant and event venue. With live entertainment nightly and a variety of dining and private event spaces that evoke the feel of urban wine country, City Winery is unique in Chicago. The concert venue has hosted performances by Prince, Randy Newman, Los Lobos and David Crosby and is one of the city's most loved listening rooms. A beautiful outdoor patio provides a comfortable setting to enjoy food and drinks al fresco in the spring, summer and fall.

City Winery strives to deliver the highest-end combined culinary and cultural experience to our guests 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 elevated dining. We have created a compelling mix for our sophisticated clientele of foodies, and active cultural patrons—bringing the wine country experience to the heart of a large city.


We are seeking a hospitality minded leader who provides the necessary support to service staff to ensure the highest level of guest satisfaction across all mediums. Possesses an inherent talent to identify the most qualified candidates suited for the City Winery culture and follows company policy on best practices. This position serves as a bridge to all departments on staff education, services and integrated parts of the company. Works with management teams, including private events and culinary team, to ensure seamless operations.

City Winery is committed to a policy of cultivating a diverse staff in all its forms and creating an upwardly mobile platform for all employees.

Overview of Responsibilities:
● Oversee the ongoing training of new and existing service staff
● Manage operation's weekly schedule and oversee all onboarding of the service team
● Maintain proper staffing pars across all service departments
● Ensure pre-service meetings are lead through proper accountability of all service points
● Develop staff sales incentives
● Conduct performance reviews based on company schedule
Review payroll punches weekly to make sure no one is over- or underpaid due to erroneous clock-outs
● Lead service employee disciplinary actions and documentation

City Winery Chicago is the West Loop's first and only winery, concert venue, restaurant and event venue. With live entertainment nightly and a variety of dining and private event spaces that evoke the feel of urban wine country, City Winery is unique in Chicago. The concert venue has hosted performances by Prince, Randy Newman, Los Lobos and David Crosby and is one of the city's most loved listening rooms. A beautiful outdoor patio provides a comfortable setting to enjoy food and drinks al fresco in the spring, summer and fall.