- Employment
- Full-time
- Seniority
- Entry-Level
- Department
- Retail & Boutique Operations
- Industry
- Fashion, Apparel & Leather Goods
- Posted
- Nov 4, 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 Style Advisor for a full-time, permanent position at 153 Cumberland St. in Toronto. The role focuses on personal selling, client development, exceptional service and follow-up across the menswear departments, alongside merchandising and store maintenance. Compensation comprises variable commission, variable team bonus and fixed base salary, with starting average annual income of $50,000–$70,000.
Role & Responsibilities
- Generate personal sales through holistic in-store selling, building customer relationships and developing repeat clientele.
- Demonstrate an interest in fashion, menswear and luxury.
- Educate clients about the features and benefits of the Club Harry Loyalty program.
- Participate in merchandising activities and store maintenance.
- Use available resources to drive new business and follow up with existing clients on their current needs, including alterations, fittings and dedicated appointments.
- Prepare for appointments and client meetings by selecting merchandise to present and identifying opportunities for add-on sales.
Qualifications
- At least 2 years of retail sales experience, preferably in a luxury environment.
- Experience in menswear retail departments such as sportswear, footwear, accessories, outerwear, tailored clothing and made-to-measure is preferred.
- A passion for inspiring repeat business through exceptional customer service online and in-store.
- Willingness to participate in training initiatives and apply the skills acquired to daily activities.
- Demonstrated interest in technology and using tech innovations to support retail customer service.
- Ability to work effectively as part of a team.
Skills
Experience
At least 2 years of retail sales experience; 2–5 years of retail clothing or footwear experience preferred.
Workplace
This position is based in Toronto, Ontario, Canada.
Explore jobs in Ontario or in Canada.
Benefits
Opportunities to earn monthly and annual team bonuses; employee discounts and special purchase opportunities; a comprehensive flexible benefits package; pension and Group RRSP programs; a career coach; and a modern, digitally advanced workplace. The role also offers training initiatives, internal growth and promotion opportunities, and a culture supported by an internal Diversity, Equity and Inclusion Council. Compensation includes variable commission, variable team bonus and fixed base salary; starting average annual income is $50,000–$70,000.
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.