Retail Operations and Training Manager-Contract

Arterra Wines Canada•Mississauga, ON

1d•CA$89,028 - CA$115,213•Hybrid

About The Position

The Retail Operations & Training Manager-Contract (1 year) is responsible for ensuring operational excellence across the Wine Rack network while building frontline capability through training and coaching. This role leads store transitions, overseas operational programs and compliance, drives continuous improvement, and implements training programs that ensure consistent execution of strategic initiatives. The position acts as a connective layer across departments and the field, translating operational priorities into measurable results and fostering a culture of learning and high performance.

Requirements

Post-secondary education in business, retail management, or training & development.
5+ years retail operations experience with multi-site management and training/coaching exposure
Strong financial and analytical skills (P&L, OPEX, CAPEX).
Excellent project management, organizational, and cross-functional collaboration skills.
Smart Serve certification.

Nice To Haves

BA in Business Administration or Certificate in Training & Development.
Experience in beverage alcohol, grocery, or other regulated retail environments.
Experience in beverage alcohol, grocery, or other regulated retail environments; prior multi-store training experience
Prior responsibility large-scale retail project execution.
Advanced MS Office and project management tools (Excel, PowerPoint, Smartsheet, MS Project, etc.)
Facilitation or group training certification

Responsibilities

Manage Wine Rack operational programs, tools, and processes to ensure compliance and consistency across all locations.
Oversee procurement, deployment, and re-order schedules for supplies, signage, and equipment.
Maintain oversight of store-level security, vendor coordination, and incident tracking.
Coordinate with IT and fulfillment teams to ensure POS, inventory, and reporting systems are reliable and adaptable to future needs.
Partner with compliance teams to ensure certifications, regulatory requirements, and internal policies are maintained.
Build and maintain operational guides, knowledge libraries, and compliance calendars
Provide support to the Retail Strategy team to operationalize promotions, pricing, and placement strategies across banners.
Lead end-to-end project management for store openings, relocations, co-locations, and closures.
Develop and maintain detailed project plans covering timelines, tasks, owners, and dependencies across cross-functional teams.
Ensure store requirements for licensing, staffing, IT, merchandising, and compliance are met.
Conduct operational audits during transitions to validate execution.
Manage post-opening/closing action items to ensure completion and continuous improvement.
Develop, deliver, and maintain training programs for all levels: District Manager, Area Manager of Retail, Multi-store Managers, Team Leads & Wine Merchants.
Evaluate the effectiveness of training programs and materials; recommend and implement improvements.
Coach and support leaders and store teams on operational best practices.
Partner with field leadership to embed training into daily operations and ensure consistency.
Lead initiatives to streamline processes, reduce costs, and increase efficiency
Analyze operational and training performance data to identify trends, risks, and opportunities.
Provide insights to Senior Manager and leadership to inform strategy, retail innovation, and customer experience design.
Support strategic pilots, partnerships, and corporate initiatives
Coordinate with Real Estate, Marketing, IT, and other departments to ensure timely rollouts with actionable project plans.
Partner with Finance, Retail Strategy and Senior Manager to link new operational capabilities and performance to P&L, OPEX, and CAPEX outcomes.
Provide field-based insights that inform future strategy, retail innovation, and customer experience design.
Champion a culture of continuous improvement by embedding feedback loops and driving refinements to programs, systems, and standards
Act as a trusted partner to cross-functional teams (Marketing, Finance, Real Estate, IT, Procurement, HR, Training), strengthening alignment between strategy and execution.
Provide operational reporting and insights to support business decisions.
Conduct post-mortem evaluations of projects, initiatives, and training programs for enterprise-wide learning.