Level II Sr. Designer — Headwear

Boston Scally•Waltham, MA

7d•Hybrid

About The Position

Boston Scally Company is seeking a Level II Sr. Designer to contribute to a prominent lifestyle brand. This role involves owning the creative design process from concept to production, focusing on unique cap designs for various lines including seasonal collections, core programs, collaborations, and special projects. The designer will collaborate with Product Development, Merchandising, Marketing, and manufacturing partners to transform creative ideas into wearable products. The company emphasizes storytelling through product, drawing inspiration from Boston culture, New England heritage, Americana, streetwear, sport, and local people.

Requirements

5–10 years of progressive design experience, ideally in apparel, accessories, headwear, lifestyle, streetwear, footwear, or consumer products.
A strong portfolio showcasing creative range, commercial product design, and exceptional attention to detail.
Hands-on experience taking softgoods from concept through production.
Strong knowledge of materials, construction, trims, embroidery, patches, screen printing, appliqué, and other decoration techniques.
Strong skills in color, graphics, typography, proportion, textiles, and product construction.
Proficiency in Adobe Illustrator and Photoshop.
Experience using AI tools for research, ideation, and image generation — and a willingness to keep evolving with the technology.
Excellent communication, presentation, collaboration, and organizational skills.
A solution-oriented mindset and the ability to turn ambiguity into clarity.
Proactive, adaptable, highly self-motivated, and comfortable managing multiple projects and deadlines.
A strong creative point of view without a big ego.

Nice To Haves

Headwear experience is preferred, but we’re open to designers who bring exceptional softgoods experience and the right creative perspective.

Responsibilities

Develop original, on-brand headwear concepts that push the product forward.
Translate trends, cultural influences, consumer insights, and storytelling into commercially relevant designs.
Create sketches, renderings, technical drawings, graphics, colorways, embroidery concepts, patches, trims, labels, and other product details.
Explore new materials, construction techniques, finishes, and decoration methods.
Own designs from initial research and concepting through samples, revisions, and production.
Partner with Product Development and manufacturers to balance creative vision with quality, cost, construction, and production realities.
Establish seasonal design direction and maintain a strong, consistent creative point of view.
Present concepts to cross-functional teams and confidently incorporate feedback.
Manage multiple projects, timelines, and priorities in a fast-moving, entrepreneurial environment.
Stay curious about emerging design tools, technologies, materials, and AI-powered creative workflows.