- Employment
- Full-Time
- Seniority
- Entry-Level
- Department
- Retail & Boutique Operations
- Industry
- Fashion, Apparel & Leather Goods
- Posted
- Oct 25, 2026
About Harry Rosen
Founded in Toronto in 1954 by brothers Harry and Lou Rosen, Harry Rosen is a leading Canadian luxury menswear retailer, distinguished by its curated designer collections, tailoring expertise and personalized service. Its heritage combines entrepreneurial ambition with an enduring commitment to helping clients dress with confidence. As an employer, the company offers a setting where sartorial knowledge, relationship-building and commercial acumen intersect, with career paths spanning client advising, tailoring, merchandising and corporate functions. Professionals drawn to refined retail will find a business in which attentive service, product expertise and long-term client relationships are central to the brand’s identity.
Harry Rosen is seeking a full-time Operations Associate for its Winnipeg store team. The role spans client transactions and service-desk support, omni-channel order fulfillment, store and merchandise maintenance, and flexible cross-functional team support.
Role & Responsibilities
- Accurately and efficiently process client transactions through the POS system.
- Collect new client contact details and maintain existing client information and files.
- Support service desk activities, keeping the desk clean, organized, and well stocked.
- Resolve basic client concerns and inquiries promptly, escalating issues when appropriate.
- Handle daily cash functions, including opening and closing registers, preparing sales envelopes, and making bank deposits.
- Identify, report, and troubleshoot common errors and discrepancies.
- Pick e-commerce and IST orders, meeting targeted units-per-hour pick rates.
- Assist with BOPIS operations.
- Support on-floor logistics activities, including markdowns, re-ticketing, and re-tagging.
- Keep the store neat and organized and ensure merchandise meets standards.
- Monitor returned items, restock merchandise, and help maintain overall stock levels.
- Assist the visual team with seasonal merchandise changes, displays, and special-event setup as required.
- Assist with seasonal inventory preparation and counts.
- When required, support clients on the sales floor with basic inquiries.
- Assist with daily tasks and ad hoc projects.
- Follow Harry Rosen philosophies, processes, and standards.
- Deliver consistent, exceptional service in line with standards.
- Provide cross-functional team support and demonstrate the company’s Core Values.
Qualifications
- At least 2 years of retail experience, preferably in a luxury environment and in a customer-facing role.
- Experience with shipping, receiving, merchandising, order fulfillment, and inventory management in a retail environment.
- Client-facing service desk experience providing exceptional customer service is preferred.
- Strong service orientation and a demonstrated desire to delight customers.
- Demonstrated interest in technology and using tech innovations to support retail customer service.
- Ability to work effectively as part of a team.
- Strong multitasking skills and the ability to calmly and efficiently manage, acknowledge, and assist a long line of customers waiting for service.
- Strong communication skills.
Skills
Experience
At least 2 years of retail experience, preferably in a luxury environment and in a customer-facing role; experience with shipping, receiving, merchandising, order fulfillment, and inventory management in retail; client-facing service desk experience providing exceptional customer service is preferred.
Workplace
This position is based in Winnipeg, Manitoba, Canada.
Explore jobs in Manitoba or in Canada.
Benefits
Competitive pay program; opportunities to earn monthly and annual team bonuses; industry-leading discounts and special purchase opportunities; comprehensive flexible benefits package; pension and Group RRSP programs; a coach supporting personal career goals; a diverse and inclusive culture; internal growth and promotion opportunities and succession planning.
Culture
Harry Rosen’s workplace culture reflects its heritage as a Canadian luxury menswear specialist, with an emphasis on sartorial expertise, personalised service and lasting client relationships. Its client-focused retail environment values attention to detail and collaborative service, with employees helping clients develop a wardrobe that expresses their individual style.
About Cerulean
Cerulean is the definitive career portal for the global luxury industry. We match exceptional professionals with exclusive opportunities at the world's most prestigious brands. From haute couture and fine watchmaking to prestige beauty, hospitality, and boutique retail, Cerulean centralises luxury employment to help you find the career for which you were destined.
Frequently Asked Questions
The luxury industry is characterised by a diverse and nuanced nomenclature. Esteemed houses frequently employ proprietary terminology, and even within a single organisation like Harry Rosen, titles may vary across global markets to reflect local conventions. To ensure absolute clarity, Cerulean assigns a standardised, industry-coherent canonical title to every listing. However, it is worth noting that this role is functionally synonymous with «Retail Operations Associate», «Store Operations Associate», «Retail Operations Assistant», «Store Services Associate», and other variations. Our sophisticated search architecture anticipates these variations, ensuring that inquiries using related terms will seamlessly yield the exact roles you desire.