Senior Wholesale Sales Representative – Luxury Streetwear

Location:

Toronto, Canada (Remote within territory)

Engagement Type:
Contract

Salary:
Competitive with commission

Industry: Luxury Streetwear / Menswear

GUAPI is a global luxury streetwear brand recognized for bold design, premium craftsmanship, and a strong cultural presence across fashion, music, and sport. Founded in 2017, GUAPI operates internationally with a rapidly growing wholesale and direct-to-consumer footprint across the USA, Europe, and the Middle East.

We are seeking an experienced Senior Wholesale Sales Representative with deep expertise in men’s streetwear to lead and scale our wholesale business across Canada, the United States, and South America.

This role is ideal for a senior-level professional with 7+ years of wholesale experience, an established buyer network, and proven success representing premium streetwear brands at international trade shows.

• Manage, grow, and expand wholesale accounts across Canada, USA, and South America
• Develop and maintain strong, long-term relationships with key buyers and retailers
• Drive seasonal wholesale strategy, sell-in targets, and revenue growth
• Represent GUAPI at trade shows and market weeks (North America and international)
• Present seasonal collections, negotiate terms, and close wholesale orders
• Monitor buyer performance, sell-through, and account health using Brandboom and CRM tools
• Collaborate closely with internal teams on product launches, pricing strategy, and wholesale planning

• 7+ years of wholesale sales experience in men’s streetwear or luxury fashion
• Based in Toronto, Canada
• Strong existing buyer network across Canada and the United States
• Proven experience attending and selling at American trade shows
• (Europe and Asia experience is a plus)
• Expert-level experience with Brandboom
• Strategic, relationship-driven, and commercially focused mindset
• Strong negotiation and presentation skills
• Spanish fluency is a plus

• Contract / commission-based engagement (details discussed with shortlisted candidates)
• Ownership of a high-growth international territory
• Long-term opportunity with a fast-growing global luxury streetwear brand
• Autonomy, flexibility, and direct impact on brand expansion