The Retail Supervisor plays a key role in the day-to-day operations of the winery, ensuring that all aspects of service, cleanliness, staff coordination, and guest experience are executed to the highest standard. This role requires strong leadership, attention to detail, and a proactive approach to customer service and operational efficiency.

Function of the role:

Daily Responsibilities

- Guest Experience: Prioritize guest care by ensuring staff follow proper service flow. Encourage high levels of guest interaction and presence at tables.
- Reservation Management: Oversee timely seating and preparation for incoming reservations.
- Service Oversight: Monitor chit/service times, ensuring waters are dropped within 2 minutes and guests are served promptly.
- Enforce Floor Plan: Communicate and maintain the planned section assignments.
- Break Coordination: Schedule and delegate staff breaks appropriately.
- Ongoing Mis en Place: Re-check stock levels throughout the day—roll-ups, food prep, menus, and wine availability.
- Cleanliness & Presentation: Ensure retail and service spaces remain clean and welcoming throughout the day.
- Staff Morale & Communication: Regularly check in with staff, provide support, and maintain open lines of communication.
- Task Management: Create and assign to-do lists for downtime, keeping staff productive or adjusting labor as needed.
- Sales & Wine Club Performance: Communicate daily sales and wine club membership targets to the team, monitor progress throughout the day, and provide ongoing coaching and motivation to help achieve goals.

Administrative & Operational Tasks

- Submit and update gratuity reports in time for payroll.
- Monitor Guest Tracker and analyze daily metrics (average sale, labor costs).
- Complete bank deposits and ensure adequate change for the week.
- Update product SKUs and inventory in Vend; deactivate or write off items as needed.
- Conduct inventory spot checks and prepare wine orders.
- Respond to emails and interdepartmental requests promptly.
- Review overall supply needs and plan for replacements ahead of time.

Morning Duties

- Review Reservations: Confirm all bookings for the day, noting special needs such as wine club status, unpaid reservations,



charcuterie add-ons, celebrations, or accessibility requirements.
- Create a Floor Plan: Assign staff to appropriate sections based on guest needs and employee strengths. Consider non-floor roles (e.g., tours, hosting) in planning.
- Property Walkthrough: Conduct a daily walkthrough as if you were a guest. Note and delegate tasks for cleaning, restocking, or repairs—especially in often-overlooked areas (bathrooms, behind the bar, doorways).
- Ensure Mis en Place: Confirm all tools and supplies are ready: menus, corkscrews, towels, pens, food, wine club forms, checklists, etc.
- Morning Briefing: Meet with staff on busy or event days to outline key updates: service changes, VIPs, low stock, new promos, and sales goals. Confirm section assignments and break times.

End of Day Duties

- Ensure all spaces are clean, organized, and ready for the next day’s service.
- Confirm washrooms are cleaned and stocked.
- Remove all garbage and food waste.
- Properly wrap or discard any open food.
- Complete bottle promos and close tills accurately.
- Secure the building (lock doors/windows, set alarms).
- Organize and restock roll-ups and service tools.

Qualifications

- Prior hospitality or retail supervisory experience preferred
- Strong organizational and time management skills
- Excellent interpersonal and communication abilities
- Comfortable using point-of-sale and inventory software (e.g., Vend)
- Ability to lead and motivate a team in a fast-paced environment
- Proactive and detail-oriented mindset

Requirements

- Previous experience working as a supervisor
- Availability to work on weekends and holidays

- Smart Serve Certified
- Robust knowledge of wine, wine service, and guest education

- Ability to lift 25kgs

We thank all candidates for applying,



however only those selected for an interview will be contacted. Diamond Estates and its divisions are an equal opportunity employer. We welcome and encourage applications from people with differing abilities. Accommodation is available on request for candidates taking part in all aspects of the selection process.

JOB VACANCY STATUS

This role is currently vacant, and the organization is accepting applications with the intention to hire as soon as possible.

USE OF ARTIFICIAL INTELLIGENCE – RECRUITERS & HIRING MANAGERS

At Diamond Estates Wines & Spirits, our recruitment and selection processes are led by people. While we may use artificial intelligence (AI) or automated tools for limited, administrative, or efficiency supporting purposes (such as drafting communications, summarizing interview notes, or transcribing reference information) these tools do not replace human judgment.

All applications and candidate information are reviewed by qualified recruitment professionals, and hiring decisions are made by individuals based on relevant skills, experience, and role requirements. If a recruitment process involves a higher level of AI-enabled tools during assessments or interviews, shortlisted candidates will be informed in advance.

Diamond Estates is committed to using technology responsibly and in a manner that supports fairness, transparency, and respect, consistent with applicable Canadian and Ontario employment and human rights legislation.

USE OF ARTIFICIAL INTELLIGENCE – CANDIDATES

Candidates may choose to use artificial intelligence (AI) tools as part of their job search, such as for writing assistance or research. This use is acceptable provided that all information submitted during the recruitment process (including resumes, application responses, and interview discussions) is accurate and reflects the candidate’s own experience, qualifications, and abilities.

AI tools must not be used to misrepresent, fabricate, or materially exaggerate credentials or competencies. Our recruitment process is designed to understand each candidate’s authentic skills, experience, and potential, enabling informed and fair hiring decisions.

📌 Retail Supervisor - Creekside Estate Winery (Jordan)
🏢 DIAMOND ESTATES WINES u0026 SPIRITS
📍 Jordan