- Employment
- Full-time
- Seniority
- Supervisor
- 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 hiring a full-time, permanent Client Experience Leader for its Cumberland store in Toronto. The role leads sales performance and service standards, client development, team hiring and training, and adherence to operational and loss prevention policies. Compensation is $65,000–$80,000 plus bonus.
Role & Responsibilities
- Coach Style Advisors and Specialists to maximize individual sales productivity.
- Develop and maintain in-store and after-sales service standards.
- Ensure all Clientele Development activities are carried out.
- Act as the Eagle on the Floor and demonstrate EID behaviours.
- Drive adoption of Herringbone and achievement of digital sales goals.
- Help Advisors build omnichannel client relationships across in-store and online channels.
- Promote and explain all aspects of the program to Advisors and clients, including its points system, benefits and activation steps.
- Hire and train new Clothing Advisors and Specialists.
- Administer training programs and ensure all required onboarding and assigned training is completed.
- Conduct one-to-one meetings and complete performance assessments.
- Ensure the team follows store and operational policies, procedures and cultural standards.
- Ensure the team follows store protection and loss prevention policies and standards.
Qualifications
- At least 3 years of retail experience, including leadership capacity managing a store or department.
- Focus on building long-term customer loyalty and conversion by training the team to elevate the in-store and online customer experience.
- Demonstrated interest and ability in developing others, with a proven record of documented coaching, development and performance improvement plans that delivered tangible improvements.
- Retail industry experience is preferred; the menswear retail environment spans sportswear, footwear, accessories, outerwear, tailored clothing and made-to-measure.
- Strong business acumen in luxury retail and a keen understanding of executing business plans and company initiatives individually and through a team.
- Welcoming and inclusive mindset, with a passion for emulating and upholding the company's core values.
Skills
Experience
At least 3 years of retail experience, including leadership capacity managing a store or department.
Workplace
The role is situated in Toronto, Ontario, Canada.
Explore jobs in Ontario or in Canada.
Benefits
Opportunities to earn additional monthly and annual team bonuses; industry-leading discounts and special purchase opportunities; comprehensive flexible benefits package; pension and Group RRSP programs; modern, digitally advanced workplace; a coach supporting personal career goals; an internal Diversity, Equity and Inclusion Council; commitment to internal growth, promotion 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 Sales Supervisor», «Client Experience Supervisor», «Retail Team Leader», «Sales Team Leader», and other variations. Our sophisticated search architecture anticipates these variations, ensuring that inquiries using related terms will seamlessly yield the exact roles you desire.
