Head of Menswear Design / Product

Remote, USA
Posted Jun 15, 2026
Full-time

Head of Menswear Design / Product – Legend London
London
Competitive salary + bonus

We’ve partnered with fast-scaling menswear brand Legend London, who are now looking to secure a Head of Menswear Product to support the next phase of growth.

We’re looking for a highly commercial, product-led operator who understands how to build menswear products that genuinely scale within modern DTC.
Legend are looking for someone who understands:
Product-market fit

Customer psychology

Fit and fabric

Hero product development

How product directly impacts growth, retention and brand positioning

If you’ve operated inside a scaling fashion or DTC apparel brand and enjoy building commercially successful products within fast-moving founder-led environments - this could be the role for you.

About Legend London

Legend London is one of the UK’s fastest-growing menswear brands, built around premium everyday essentials designed for modern lifestyles.
The brand has scaled rapidly through a combination of:
Strong product

eCommerce

Performance marketing

Highly effective social-first creative

With a growing global customer base and ambitious expansion plans, Legend are now entering the next stage of scale - focused on building category-defining menswear products that can continue driving growth internationally.
Product sits at the centre of that strategy.

Role Overview

As Head of Menswear Product, you will lead the product direction across the brand — owning development from concept through to production.
This is a highly commercial role focused on:
Building hero products

Improving fit and product quality

Identifying scalable product opportunities

Creating ranges that customers genuinely want to buy repeatedly

You’ll work closely with leadership, creative and growth teams, helping shape the future direction of the brand through product.
The role requires someone who combines:
Strong product instinct

Commercial awareness

Deep understanding of menswear construction

Holding the ability to execute quickly inside a scaling DTC environment

Main Responsibilities

Design & Product Creation
Bring creative input into the menswear range, supporting product ideas from concept through to launch

Work closely with the Founders and Product team to shape design direction across core and seasonal collections

Support product concepting, bringing newness, taste level and a clear menswear point of view into the range

Input into fabric, fit, colour, detail, silhouette, trims and finish

Identify gaps in the current product range and opportunities for improvement or category expansion

Translate customer insight, product performance and market trends into future product decisions

Help build collections that balance creativity, commerciality and scalability for the Legend customer

Product Development & Direction
Lead the development of commercially scalable menswear products

Drive product direction across key categories

Identify opportunities for new hero products and category expansion

Continuously improve and evolve existing bestsellers

Ensure all products align with the Legend customer and wider brand positioning

Fit, Fabric & Product Quality
Own fit development and product consistency across the range

Lead fittings, product reviews and wear testing

Select fabrics balancing quality, comfort, durability and commerciality

Drive improvements across construction, finish and overall product experience

Maintain high standards across all stages of development and production

Commercial Product Strategy
Analyse product performance and customer behaviour

Understand what drives conversion, retention and repeat purchase

Work closely with Growth and Ecommerce teams to align product with customer demand

Support margin optimisation without compromising product quality or brand perception

Help shape product decisions using both customer insight and commercial performance

Supplier & Production Management
Manage relationships with suppliers and factories

Oversee sampling, revisions and approvals

Support sourcing and production decisions

Ensure timelines, quality and commercial objectives are delivered effectively

Work closely with production partners to improve consistency and scalability

Cross-Functional Collaboration
Work closely with Creative, Growth and Ecommerce teams

Ensure product works effectively across ecommerce and paid media environments

Support campaign launches and key trading periods

Bring product insight into wider commercial and brand discussions

Expectations
Highly commercial mindset

Strong menswear product instinct

Comfortable operating inside founder-led environments

Able to balance creativity with scalability

Strong attention to detail across fit, construction and finish

High bias for action and execution

Comfortable moving quickly and making decisions

Required Skills & Experience
Strong menswear product development experience
Experience within fashion, apparel or DTC consumer brands

Deep understanding of:
Fit

Fabrics

Garment construction

Sourcing

Production

Strong commercial awareness

Experience managing suppliers and development processes

Comfortable operating cross-functionally within scaling businesses

Bonus If You Have
Experience within fast-scaling DTC brands

Exposure to performance-led ecommerce businesses

Experience building globally scalable hero products

Strong understanding of customer psychology within menswear

Salary & Benefits
Competitive base salary + bonus
London based
High-growth environment with genuine ownership
Opportunity to shape the future product direction of a scaling global brand

If this sounds like you then hit apply or email Sam on sam@hypergrowthrec.co.uk to find out more!

Legend London is committed to fostering a diverse and inclusive workplace. We welcome applications from all backgrounds and are dedicated to supporting every team member’s success - let us know if you require any adjustments during the recruitment process.

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