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Sales Supervisor - Luxury Apparel

JRoss Retail Recruiters
Department:Sales
Type:ON-SITE
Region:Winnipeg, Manitoba
Location:Winnipeg, Manitoba, Canada
Experience:Mid-Senior level
Estimated Salary:CAD45,000 - CAD60,000
Skills:
RETAIL SALESCUSTOMER SERVICELEADERSHIPPOS SYSTEMSMERCHANDISINGCRM TOOLS
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Job Description

Posted on: August 27, 2025

A new Canadian menswear boutique is opening its flagship location in Winnipeg. Known for refined design, performance tailoring, and a commitment to ethical production, this brand combines craftsmanship and innovation to meet the needs of today’s modern professional. The flagship will serve as a model for future locations, setting the tone for service, culture, and elevated guest experience. As Sales Supervisor, you’ll support the store’s daily operations and act as a leader on the floor in the absence of senior management. This is an ideal opportunity for an experienced retail associate ready to take the next step into leadership—supporting sales goals, ensuring smooth day-to-day execution, and elevating the client experience. You’ll serve as a trusted team player and brand ambassador, bringing polish, care, and a service-first mindset to every interaction while helping shape the store’s early culture.

Description

  • Lead by example on the floor, supporting the achievement of store sales and performance targets
  • Deliver exceptional, personalized service aligned with premium retail standards
  • Oversee opening and closing duties, including cash handling and store readiness
  • Maintain merchandising and visual presentation in alignment with brand standards
  • Support and coach team members on service behaviours, sales techniques, and floor awareness
  • Help build long-term client relationships through CRM tools and personalized outreach
  • Ensure the store remains organized, welcoming, and operationally sound throughout each shift

RequirementsWho You Are

  • A service-oriented team player with a strong interest in personal style and client experience
  • Confident and dependable—able to independently lead the floor and execute store routines
  • Detail-minded and organized, with high expectations for presentation and professionalism
  • A natural coach who enjoys uplifting and supporting others
  • Curious and motivated to grow within a purpose-driven retail environment
  • Personally aligned with values around sustainability, quality, and innovation

Qualifications

  • 2–4 years of experience in a premium or lifestyle retail environment, ideally with leadership exposure
  • Track record of delivering exceptional customer service and supporting store performance
  • Comfortable with POS systems, cash procedures, and learning digital sales tools
  • Experience with opening/closing duties, store standards, and floor coordination
  • Strong communication and interpersonal skills

Corporate Culture

  • Be part of a flagship boutique shaping the future of a modern Canadian menswear brand
  • Work in a collaborative, inclusive culture with opportunities for growth and leadership
  • Join a company that prioritizes sustainable practices, responsible production, and thoughtful design
  • Enjoy a high-impact role where your passion for people, product, and purpose truly matters

Contact Pamela Loupelle at 403.214.7578 x1 or submit your resume in confidence below.

Originally posted on LinkedIn

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