Hospitality Lead

At Oliver Winery, every visit tells a story, Join the team behind the #2 tasting room in the country, as awarded by Newsweek Magazine, and help create unforgettable wine experiences at one of the Midwest’s most iconic wineries.

The Hospitality Lead is a full-time member of the Hospitality team. This position reports to the Hospitality Director and supports both the Events & Experience Manager and the Hospitality Manager. Primary responsibilities include Tasting Room operations (including keyholding), coordination and execution of special events, food and supply ordering/receiving, food and picnic preparation, and supporting daily tasting room experiences.

The ideal candidate is flexible, highly organized, and enjoys multitasking while engaging with a variety of guests and team members.

The Tasting Room Lead is a full-time, hourly, floor-level role within the Hospitality team. This position reports to the Hospitality Manager and provides day-to-day floor support to both the Hospitality Manager and the Events and Experience Manager by helping ensure established procedures and guest experience standards are consistently followed on the Tasting Room floor. The Tasting Room Lead executes existing procedures, provides limited, day-to-day coaching to teammates on established standards, and serves as an on-floor keyholder resource during shifts and events.

The Tasting Room Lead helps maintain consistency across a team that turns over multiple times per year by reinforcing training already established by management, and by acting as a day-to-day point of continuity on the floor between management direction and daily execution.

The Tasting Room Lead also provides administrative support for events coordination and retail operations, assisting the Events and Experience Manager and Hospitality Manager as needed. The role's primary focus remains on-floor: guest experience, keyholder duties, and limited, day-to-day coaching support.

All Tasting Room floor duties are carried out using procedures and priorities established by the Hospitality Manager.

• Serve as a Level II Keyholder:
• Perform opening and closing duties for the Tasting Room.
• Conduct and assist in coordinating reserved experiences.
• Provide and lead sensational customer service.
• Provide daily floor coverage and help coordinate among Tasting Room staff during shifts, following priorities set by the Hospitality Manager.
• Help monitor service standards, cleanliness, and completion of daily operational checklists on the floor.
• Flag floor-level staffing, inventory, or product data issues to the Hospitality Manager for resolution.

All event-related floor support is carried out using procedures established by the Events and Experience Manager.

• Serve as the on-site keyholder host for private and public events, providing floor-level support since event hosting requires keyholder authority not held by part-time event staff.
• Assist with offsite events as needed when keyholder presence is required.
• Partner with the Events and Experience Manager on day-of event logistics requiring keyholder presence.
• Help reinforce event-readiness standards on the floor using training materials provided by the Events and Experience Manager.

This role provides limited, day-to-day coaching using materials and procedures established by management.

• Deliver on-floor onboarding walkthroughs for new Tasting Room hires using materials and procedures established by the Hospitality Manager.
• Provide limited, in-the-moment coaching to fellow team members on standard operating procedures for reserved experiences, picnics, and guest service standards.
• Reinforce event-readiness training materials provided by the Events and Experience Manager.
• Serve as a peer resource and go-to contact for new hires during their initial ramp-up period.
• Provide ongoing, informal coaching and tips to current staff as needed to help maintain day-to-day service consistency.

• Provide general…