Headwear Designer & Product Developer

Entertainment Retail Enterprises, LLC; Florida; On-site; USD 75,000 - 80,000; Full time

Benefits offered by this job

Health insurance

Paid Time Off (PTO)

401(k) with company match

Relocation assistance for qualified候

Job summary

Entertainment Retail Enterprises, LLC is seeking a Headwear Designer & Product Developer for its Apopka, FL site. This full-time, on-site role focuses on men's headwear, with end-to-end development from concept through production across multiple brands.

You will design, develop, and manage the headwear category, collaborate with China office and factories, and ensure cost targets and quality standards are met.

Qualifications

• 5+ years of headwear design experience.
• Strong graphic design skills for logos, patches, and embroidery.
• Ability to manage a product category from concept to production.
• Proficiency with CADs, tech packs, and production specs.

Responsibilities

• Design and develop seasonal headwear collections for multiple brands.
• Independently manage the headwear category from concept to production.
• Collaborate with overseas factories to resolve design and build issues.
• Create original graphics, embroidery, patches, and embellishments.
• Develop CADs, tech packs, and construction details.

Tools

Adobe Illustrator

Adobe Photoshop

CAD software

PLM systems

Job description

Salary Range: $75,000–$80,000 annually, depending on experience

Location: Apopka, FL

Job Type: Full-Time | On-Site

Salary Range: $75,000–$80,000 annually, depending on experience

Relocation Assistance: Available for qualified candidates

About Us

For more than two decades, Entertainment Retail Enterprises (ERE) has specialized in the design, development, and distribution of private-label and licensed merchandise for recognized brands and retailers.

As our portfolio continues to grow, we are looking for a creative and experienced Headwear Designer & Product Developer to join our Design & Product Development team.

This role will focus primarily on men's headwear, with responsibility for designing, developing, and independently managing the headwear category across multiple brands. The ideal candidate combines strong headwear design and graphic design skills with hands-on product development experience and the ability to take ownership of the category from initial concept through production.

What You’ll Do

• Design and develop seasonal headwear collections, primarily focused on men's outdoor, workwear, lifestyle, and casual markets.
• Independently manage the headwear category across multiple brands, from initial concept through production.
• Research market trends, competitors, fabrics, trims, colors, graphics, and headwear silhouettes to identify new product opportunities.
• Develop seasonal concepts, mood boards, color palettes, and product assortments aligned with each brand's identity and customer.
• Create original graphics, logos, embroidery artwork, patches, and other headwear embellishments.
• Design a variety of headwear styles, including baseball caps, trucker hats, performance caps, snapbacks, beanies, and other seasonal styles.
• Develop detailed CADs, technical packages, artwork files, specifications, and construction details for overseas development teams.
• Select and develop fabrics, trims, closures, patches, embroidery techniques, washes, and other headwear components.
• Manage sample development, review prototypes, and provide clear comments and corrections to factories.
• Evaluate headwear fit, shape, crown construction, brim profiles, proportions, and overall quality.
• Work directly with our China office and overseas factories to resolve design, construction, artwork, and production issues.
• Review and approve lab dips, strike-offs, embroidery samples, trims, pre-production samples, and TOP samples.
• Partner with sourcing and production teams to ensure designs meet target costs, quality standards, and manufacturing requirements.
• Maintain organized development calendars, track sample progress, and proactively follow up on outstanding items.
• Manage multiple brands, collections, and deadlines independently while ensuring timely execution.
• Collaborate with department leadership and cross-functional teams to align headwear assortments with overall brand and business objectives.

What We’re Looking For

• 5+ years of experience in headwear design, accessories design, or apparel design with significant headwear development experience.
• Strong experience designing and developing men's headwear required.
• Strong graphic design skills, including the ability to create original artwork, logos, patches, and embroidery designs.
• Proven ability to independently manage a product category from concept through production.
• Strong understanding of headwear construction, fit, crown shapes, brim profiles, materials, and manufacturing techniques.
• Experience developing a variety of headwear styles, including structured and unstructured caps, trucker hats, performance headwear, and knit beanies.
• Strong knowledge of embroidery, screen printing, heat transfers, woven patches, leather patches, and other decoration techniques.
• Advanced proficiency in Adobe Illustrator and Photoshop.
• Experience creating detailed CADs, artwork files, tech packs, and production-ready specifications.
• Experience working directly with overseas factories and development teams.
• Understanding of product costing, margins, and manufacturing limitations.
• Experience in outdoor, workwear, western, or lifestyle markets preferred.
• Strong trend awareness and ability to translate market research into commercially relevant products.
• Highly organized, proactive, and self-motivated, with excellent follow-through.
• Ability to independently prioritize projects, manage timelines, and make day-to-day development decisions.
• Strong communication, problem-solving, and multitasking skills.
• Experience with PLM systems preferred; WFX experience is a plus.
• Bachelor's degree in Fashion Design, Accessories Design, Graphic Design, or a related field preferred.

What We Offer

• Competitive salary based on experience
• Health insurance
• Paid Time Off (PTO)
• 401(k) with company match
• Relocation assistance for qualified candidates
• Employee discounts
• Opportunities for professional growth

This is a full-time, on-site position in Apopka, Florida. Remote and hybrid arrangements are not available.