Retail & Experience/Tasting Room Supervisor - Red Rooster Winery

Nestled in the heart of the Naramata Bench, Red Rooster Winery is one of British Columbia’s most picturesque and celebrated wineries. Known for its stunning views of Okanagan Lake, beautiful vineyards, and exceptional wines, we strive to create an inviting and unforgettable experience for every guest. From world-class wine tasting to intimate winery events, we offer a place where wine lovers can relax, unwind, and enjoy the best of the Okanagan.

About The Role

We are looking for a passionate, dynamic, and experienced Retail & Experience Supervisor to join our team for the 2025 season. This role is perfect for someone who thrives in a fast-paced environment and is eager to lead a team, educate guests on wine, and deliver outstanding customer service. As the Supervisor, you’ll oversee daily tasting room operations, guide a dedicated team, and ensure every guest leaves with a memorable experience.

This is a seasonal position running from mid-April/May to mid-October 2025.

Key Responsibilities

• Guest Experience & Satisfaction: Deliver exceptional customer service by creating a welcoming and engaging environment for all guests, while leading educational wine tastings.
• Team Leadership: Lead, supervise, and inspire the Tasting Room Associates, ensuring tasks such as opening/closing, scheduling, and meeting sales goals are executed efficiently. Provide ongoing training and coaching on wine knowledge, customer engagement, and tasting experiences.
• Tastings & Experiences: Conduct wine tastings and VIP events, sharing the story of Red Rooster’s wines and enhancing guests' knowledge and appreciation.
• Sales & Merchandising: Maximize sales through well-executed tastings and effective merchandising strategies. Assist in inventory management and seasonal décor to maintain a visually appealing retail space.
• Wine Club & Event Support: Promote Wine Club memberships, and assist with events, ensuring Wine Club members have an exclusive and memorable experience.
• Product Knowledge: Cultivate and share in-depth knowledge of our wines, accessories, and tasting experiences, educating both guests and staff.
• Tour Group Coordination: Oversee the coordination of pre-booked group bookings, ensuring a smooth and well-organized experience for large groups visiting for tastings.
• Inventory & Financial Management: Help manage monthly inventory, review cash reports, and ensure the accurate ordering and stocking of wine, accessories, and supplies.
• Health, Safety & Cleanliness: Maintain a clean, safe, and organized environment, adhering to health and safety regulations.
  
  

What We’re Looking For

• A passion for wine, hospitality, and providing exceptional guest experiences.
• 2-4 years of experience in retail supervision or hospitality, ideally in a luxury, tourism, or winery setting.
• Strong leadership skills, with a focus on team development and coaching.
• Previous experience in wine sales, wine education, or tasting room operations is an asset.
• WSET 2/3, ISG/CAPS, or CMS certification is highly desirable.
• Proficiency with inventory management systems (e.g., Oracle) and POS systems.
• Ability to multitask and perform well under pressure, especially during peak seasons.
• Excellent communication skills and a natural ability to engage with guests, staff, and management.
• Flexibility to work evenings, weekends, and holidays, as required.
  
  

Work Environment & Expectations

• Work in a dynamic, active indoor setting including tasting bars, retail spaces, and event venues.
• Ability to lift up to 40 lbs (cases of wine) and move between different areas of the property.
• Must be able to work a flexible schedule including days, afternoons, evenings, weekends, and holidays, as required.
  
  

Perks & Compensation

• Competitive hourly rate ($21.00-$25.00 per hour) plus gratuities
• Monthly employee gift card to use towards Andrew Peller products and experiences.
• Be part of a fun, passionate team focused on delivering exceptional guest experiences.
• Opportunities to expand your wine knowledge and advance your career in the wine industry.
• Work in a stunning environment with a fast-paced, vibrant atmosphere.
  
  

If you’re ready to share your love of wine and provide top-tier service in an exciting role, we want to hear from you! Apply today to join our team as a Retail & Experience Supervisor and become a key part of the Red Rooster Winery family.