- Employment
- Full-time
- Seniority
- Entry-Level
- Department
- Retail & Boutique Operations
- Industry
- Fashion, Apparel & Leather Goods
- Posted
- Nov 11, 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 to build a menswear clientele and deliver superior service through holistic selling, client follow-up, merchandise presentations and store merchandising. The role calls for at least 2 years of retail sales experience, preferably in luxury, with 2–5 years of retail clothing or footwear experience preferred.
Role & Responsibilities
- Build and develop a clientele, delivering a superior service experience.
- Drive personal sales through holistic in-store selling, building customer relationships and developing repeat clientele.
- Educate clients on 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 planning merchandise presentations and creating opportunities for add-on sales.
Qualifications
- Demonstrated interest in fashion, menswear and luxury.
- Passion for inspiring repeat business through exceptional customer service experiences online and in store.
- Willingness to participate in training initiatives and apply the skills acquired to daily activities.
- Demonstrated interest in technology and using technological innovations to support retail customer service.
- Ability to work effectively as part of a team.
- Experience in sportswear, footwear, accessories, outerwear, tailored clothing or made-to-measure is preferred.
Skills
Experience
At least 2 years of retail sales experience, preferably in a luxury environment; 2–5 years of retail clothing or footwear experience preferred.
Workplace
The successful candidate will be located in Winnipeg, Manitoba, Canada.
Explore jobs in Manitoba or in Canada.
Benefits
Competitive pay with uncapped earnings based on sales; opportunities to earn monthly and annual team bonuses; industry-leading discounts and special purchase opportunities; flexible benefits package; pension and Group RRSP programs; career coaching; training initiatives; a modern, digitally advanced workplace; diverse and inclusive workplace culture; internal growth and promotion opportunities supported by 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.