Location: Must be based in Victoria, BCHybrid: 3 days a week in office, 2 days remoteSalary Band: $120,000 - $160,000K CADThe Head of Design will play a critical leadership role in shaping and evolving the future of Left On Friday product across swim, apparel, active, and future categories. Reporting to the Co-Founder / Chief Innovation Officer, this role will bring the brand vision to life through exceptional creative execution, innovative thinking, and world-class product development.This leader will oversee the design organization, ensuring strong execution, elevated product standards, operational excellence, and cross‑functional alignment from concept through commercialization. The ideal candidate combines strong creative instincts with deep technical product knowledge, trend awareness, team leadership experience, and the ability to execute at a high level within a fast‑paced growth environment. This role is instrumental in shaping the future of the brand and scaling the product organization through its next phase of growth.Creative Leadership & Brand VisionLead the creative execution of seasonal collections across swim, active, apparel, and future product categoriesTranslate brand vision and creative direction into commercially successful, innovative, and elevated product assortmentsDrive a strong and consistent design point of view across silhouette, fit, fabrication, color, trim, and product storytellingMaintain a deep pulse on emerging trends, consumer behavior, innovation, performance product, fashion, travel, wellness, and cultural shifts to help shape the future direction of the brandIdentify whitespace opportunities and future category expansion opportunities that align with the Left On Friday ethosChampion innovative thinking while protecting the integrity, aesthetic, and positioning of the brandBring a highly refined creative eye and elevated taste level to every stage of the product processProduct Excellence & InnovationChampion exceptional fit, functionality, craftsmanship, and attention to detail across all productsOwn and elevate product standards across design, fit, construction, fabrication,



and overall user experiencePartner closely with Product Development, Technical Design, Commercialization, and Production to ensure design intent is executed at the highest levelDrive innovation across materials, fabric platforms, construction techniques, performance functionality, and product solutionsMaintain impeccable standards for fit and wearability across all categoriesContinuously identify opportunities to improve product quality, consistency, and operational executionLead product reviews, fittings, and approvals with strong decisiveness and clarityDesign Team LeadershipLead, mentor, and inspire the design organization across swim, active, apparel, and innovationBuild and develop a high‑performing, collaborative, and accountable team cultureProvide clear direction, coaching, and ongoing development to designers and cross‑functional partnersCreate strong team structure, workflows, communication rhythms, and operational clarity across the departmentFoster an environment that encourages creativity, innovation, curiosity, and continuous improvementPartner closely with leadership to support organizational growth, hiring, and long‑term team developmentThrive in people leadership while balancing high‑level creative strategy with detailed executionCross‑Functional Leadership & ExecutionPartner closely with Merchandising, Product Development, Production, Commercialization, Brand, and Operations teams to ensure alignment across the full product lifecycleDrive strong execution from initial concept through development, fittings, commercialization, and final production handoffSupport seasonal calendar management, milestone tracking, and overall product readinessBalance creative ambition with operational realities including costing, margins, timelines,



sourcing capabilities, and manufacturing constraintsEnsure cross‑functional teams remain aligned, accountable, and moving forward against key deliverablesAct as a key strategic thought partner to the executive team on product direction, innovation, and growth opportunitiesOperational & Business PartnershipSupport the continued scaling and evolution of the product organization and overall businessHelp establish scalable design processes, tools, and operational workflows that support future growthContribute to category growth strategies, assortment planning, and long‑term product visionPartner with leadership to ensure product strategy aligns with broader business goals and market opportunitiesBring both creative and business‑minded thinking to decision‑making and prioritizationWho You Are12+ years of experience in apparel design, with significant leadership experience within premium, technical, performance, or lifestyle brandsDeep expertise in swim, activewear, technical apparel, and/or lifestyle product categoriesA highly refined creative eye with exceptional taste level and a strong understanding of modern consumer expectationsObsessed with trend, innovation, and the future of product, with a natural curiosity around fashion, culture, movement, travel, wellness, and performanceProven ability to build commercially successful product assortments while maintaining strong brand integrityDeep understanding of fit, fabrics, garment construction, technical product development, and the full product lifecycleImpeccable standards for fit, quality, and detailExceptional people leadership skills with experience building, mentoring, and scaling creative teamsHighly organized and detail‑oriented with strong operational and project management instinctsStrong communication and cross‑functional leadership skillsComfortable operating in a fast‑paced, entrepreneurial, and high‑growth workplace with evolving prioritiesPassionate about creating beautiful, functional, innovative product that elevates how women move through the world#J-18808-Ljbffr

📌 Head Of Design - C$120,000 - C$160,000 A Year (Winnipeg)
🏢 Left on Friday
📍 Winnipeg