Job Description Who We Are

At Jackson-Triggs, we pride ourselves on being humble, welcoming, and compassionate. As Canada’s most recognized wine brand, we believe wine has the unique power to bring people together. Guided by the mantra, “You are always welcome here,” we embrace diversity, celebrate creative expression, and foster a sense of belonging.

Summary of Position

The Events Operations Supervisor provides friendly, responsive service to create exceptional food and wine experiences for all guests.

This position supports the day-to-day coordination of hospitality and event operations by maintaining accurate records, assisting with scheduling and communications, supporting billing and administrative workflows, ensuring the smooth execution of planned activities, fostering a positive team environment, and ensuring service standards are executed consistently across the estate — including events, the Entourage Room (tastings and food service), and the Outdoor Grill.

Team Members Enjoy

• Competitive wages (including language premiums)
• Creative incentive programs
• Full training and exciting long-term career opportunities
• Flexible hours

Duties & Responsibilities

Guest & Event Experience

• Oversee setup, execution, and closing of events
• Lead pre-event setup (room readiness, floor plans, signage, equipment, vendor/staff readiness)
• Coordinate post-event teardown (reset, inventory return, cleanup coordination, close-out)
• Work closely with the Event Management Team in operational planning and execution
• Deliver exceptional service to all guests, ensuring a welcoming and memorable experience
• Assist in daily operations across retail and hospitality spaces while balancing fiscal objectives
• Coordinate across events, Entourage Room support, and Outdoor Grill as required
• Troubleshoot in real time (guest issues, timing, vendors, last-minute changes)

Time Allocation:

• Set-up & Teardown – 20%
• Execution & Supervision – 60%
• Recording, Reporting & Administration – 20%

Leadership & Staff Support

• Act as Manager-on-Duty, overseeing staff and estate operations during assigned shifts
• Supervise staff to ensure daily goals are achieved, and responsibilities are effectively delegated
• Maintain service pace, quality control, and guest recovery standards
• Create an integrated, motivated, collaborative, and positive work environment
• Coach and mentor team members, encouraging internal growth and skill development

Administrative Duties

• Assist with billing and accounts receivable for internal and private events
• Support POS operations and ensure documentation accuracy
• Maintain event notes, incident tracking, and feedback capture
• Complete post-event recaps and operational reporting
• Utilize organizational systems and documents to ensure consistency (floor plans, transfer sheets, event orders, etc.)
• Support scheduling coordination and internal team communications

Qualifications Education

Minimum Required

• High School Diploma

Preferred

• Post-secondary education
• Proficient in Microsoft Outlook, Word, Excel
• Proficient in Microsoft Teams
• Able to quickly learn new software

Experience

• 2–3 years of events and/or hospitality operations experience
• Experience supervising teams in a fast-paced, guest-facing environment
• Experience supporting food and beverage service (including elevated tasting experiences) is an asset
• Experience with event execution, service flow, and on-site troubleshooting
• POS experience and exposure to billing/accounts receivable processes is an asset

Certifications

• Smart Serve certification (required)
• Food Handler certification (asset)
• First Aid / CPR (asset)

Skills & Abilities

• Strong multitasking, organizational, and problem-solving skills
• Proven ability to work in a fast-paced environment
• Effective oral and written communication skills
• Ambitious and goal-oriented
• Strong math skills and business relationship-building abilities
• Sound knowledge of wines is essential

Availability

• 5 days per week during the summer season
• Saturdays, Sundays, statutory holidays, and evening shifts year-round
• Jackson-Triggs Concert Days

Working Conditions

• Primary location: Jackson-Triggs Niagara Estate Winery (Niagara-on-the-Lake, ON)
• May be required to support off-site events and activations at partner venues
• Must be available evenings, weekends, and holidays (increased hours during peak season)
• Standing/walking for extended periods
• Outdoor work (seasonal operations)
• Must be able to lift up to 50 lbs (tables, chairs, signage, glassware, equipment)
• Fast-paced hospitality environment with exposure to varying temperatures
• Must be comfortable working around alcohol service and maintaining Smart Serve standards
• Must follow all workplace health & safety and food safety policies
• Reliable transportation is an asset

Our Philosophy

“If you think it can’t be done, just watch us do it.”

At Jackson-Triggs, we embrace challenges with determination, value hard work, and prioritize balance. We celebrate the dreamers, the doers, and those who believe in themselves.

Compensation $23/hour plus gratuities We are committed to establishing a qualified workforce that reflects the diverse population it serves and we encourage applications from all qualified individuals. We are also committed to preventing and removing barriers to employment for people with disabilities, and we invite you to inform us should you have any accessibility or accommodation needs.