Tasting Room Supervisor

The Wine Group (TWG) is a leading producer of award-winning wines and alcoholic beverages across 120 brands. With operations in California, New York and Australia, TWG is an innovator in developing and marketing brands beloved by consumers globally, including Cupcake, Franzia, Benziger, Imagery, Tribute, Chloe, Meiomi, Cooks, 7 Deadly, Cooper & Thief, and more. We produce our products using sustainable practices to create delicious beverages that people can feel good about. Visit us at

Job Summary
Imagery Estate Winery is seeking an enthusiastic, experienced Tasting Room Supervisor to join our dynamic, high-energy Tasting Room team.

Reporting to the Tasting Room Manager, this full-time role is primarily supervisory, responsible for overseeing daily operations, coaching, and developing staff, and ensuring exceptional guest experience. The role also includes administrative responsibilities that require strong computer skills and familiarity with multiple platforms.

Applicants should be confident leaders, capable of representing premium wines, motivating a team, and ensuring consistent delivery of best-in-class service in a fast-paced, high-volume environment. While sales and Wine Club conversion are important, this position is first and foremost a supervisory role.

Essential Functions
Team Leadership & Supervision

• Supervise, coach, and mentor Tasting Room staff to achieve operational and performance standards.
• Train new staff and support ongoing development of existing team members.
• Assist with performance management, including part-time staff reviews and development plans.
• Maintain high standards of staff accountability and deliver corrective guidance when needed.
• Be present and accessible to staff for questions, guidance, or guest support.
• Contribute to staff meeting content and team communications.

Operations Management

• Oversee daily Tasting Room flow, including staffing, scheduling, and task prioritization.
• Collaborate with Tasting Room Manager and the broader DtC management team to coordinate events, VIP visits, Wine Club initiatives, and other guest experiences.
• Manage POS operations, cash handling, end-of-day reporting, and monthly inventory counts.
• Ensure opening and closing duties are completed accurately and on schedule.
• Maintain a safe, organized, and welcoming environment for staff and guests.

Sales & Guest Experience

• Support the team in meeting sales goals, data capture, and Wine Club enrollment targets, including daily and monthly tracking.
• Participate in pre-shift and monthly meetings to communicate goals and incentives.
• Assist in enhancing guest experiences through Wine Club, tastings, and other elevated offerings.
• Engage in local outreach and off-site events as needed.

Qualifications

• College degree in retail/business management, hospitality, or equivalent experience preferred.
• 3 years of supervisory experience required; tasting room or direct-to-consumer wine sales experience preferred.
• Strong leadership, coaching, and staff development skills.
• Ability to manage part-time staff, temporary employees, and volunteers with confidence.
• Proficiency in Microsoft Office and winery software, including POS and reservations systems.
• Highly organized, able to multi-task, and perform in a fast-paced environment.
• Reliable, punctual, and able to follow safety and operational procedures.
• Demonstrated ability to motivate staff while maintaining a positive team environment.
• Knowledge of wine sales and upselling experiences a plus, but supervisory focus is primary.
• Ability to work weekends, evenings, holidays, and special events.

*Physical Demands*

• Frequently lift/carry up to 50 pounds.
• Operate machinery including lift trucks, hand trucks, and dishwashers.
• Perform tasks requiring bending, stooping, standing, twisting, and walking throughout the property.
• Ability to stand for extended periods and move around frequently.

Compensation

• Hiring Salary Range Posted: $59,600 - $89,400.
• Actual compensation will be based on factors such as experience, skills, knowledge, and abilities; education; and other position-related factors.

At The Wine Group, we are proud to be an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, genetic information, national origin, disability, protected veteran status or other characteristic protected by law.
NOTICE TO THIRD PARTY AGENCIES
Please note that we do not accept unsolicited resumes from recruiters or employment agencies. In the absence of a signed Recruitment Services Agreement, we will not consider, or agree to, payment of any referral compensation or recruiter fee. In the event that a recruiter or agency submits a resume or candidate without a previously signed agreement, we explicitly reserve the right to pursue and hire those candidate(s) without any financial obligation to the recruiter or agency.

Salary : $59,600 - $89,300