- Employment
- Full-time
- Seniority
- Mid-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 Shoe Specialist for a full-time, permanent role at its Cumberland store in Toronto. The role leads the shoe department, drives sales and repeat clientele, develops Advisors through product training, and coordinates with buying and visual teams; compensation combines variable commission, variable team bonus and fixed base salary, with starting average annual income of $50,000–$70,000.
Role & Responsibilities
- Lead the shoe department by example and focus on achieving its sales goals.
- Promote the footwear collection and reinforce its different lifestyle components.
- Drive personal sales and holistic in-store selling by building customer relationships and repeat clientele.
- Deliver product knowledge training to Advisors and develop their taste level and brand image.
- Communicate with buying and visual teams to ensure product inventory and the spirit of the brand are represented.
- Participate in and coordinate Trunk Shows.
- Inspire repeat exceptional customer experiences online and in-store through consistent training.
- Develop others.
- Build the team's focus on achieving financial goals.
Qualifications
- At least 2 years of retail sales experience, preferably in a luxury environment, footwear, or store/department leadership.
- Experience in menswear retail departments such as sportswear, footwear, accessories, outerwear, tailored clothing, and made-to-measure is preferred.
- Passion for inspiring repeat business through exceptional customer service experiences online and in-store.
- Desire to participate in the available training initiatives and ability to incorporate acquired skills into daily activities.
- Demonstrated interest in technology and using technological innovations to support the retail customer service function.
- Ability to work effectively as part of a team.
Skills
Experience
At least 2 years of retail sales experience, preferably in a luxury environment, footwear, or store/department leadership.
Workplace
This position is based in Toronto, Ontario, Canada.
Explore jobs in Ontario or in Canada.
Benefits
Monthly and annual team bonuses; employee discounts and special purchase opportunities; a comprehensive flexible benefits package; pension and Group RRSP programs; career coaching; internal growth and promotion opportunities.
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 «Footwear Specialist», «Shoe Department Specialist», «Footwear Advisor», «Footwear Sales Specialist», and other variations. Our sophisticated search architecture anticipates these variations, ensuring that inquiries using related terms will seamlessly yield the exact roles you desire.