Apparel Field Sales Representative (Independent Contractor)

Tilley; New York (NY); Hybrid; USD 45,000 - 55,000; Full time

Benefits offered by this job

Mileage reimbursement

Flexibility to work remotely

Job summary

A leading outdoor apparel brand seeks an Independent Contractor – Apparel Field Sales Representative to grow its presence across the U.S. This role requires 3–5 years of successful apparel sales experience and the ability to independently develop retail partnerships. The ideal candidate will be self-driven, highly organized, and skilled at relationship-building. Compensation includes a guaranteed $50K annual base plus uncapped commission. Flexibility to work remotely and manage own schedule is essential.

Qualifications

• 3–5+ years of successful apparel sales experience.
• Proven ability to open new accounts.
• Strong communication, presentation, and negotiation skills.

Responsibilities

• Identify and develop retail partnerships within your territory.
• Conduct in-person visits to new retailers and present products.
• Own the full sales cycle: outreach, onboarding, upselling.

Skills

Sales experience in the apparel industry

Relationship building

Communication skills

Organizational skills

Job description

Overview

Independent Contractor – Apparel Field Sales Representative

East Coast Area · West Coast Area

Guaranteed $50K Annual Base + Uncapped Commission – Independent Contractor Role

About Us

Tilley was made for life out there. Iconic hats and functional apparel inspired by life outdoors. Meticulously designed to help you make the most of everyday adventures and travels all year round. Every piece comes stitched with thoughtful details, enduring versatility, and timeless style the world has come to expect since the very beginning, 40+ years ago.

We create goods that stand the test of time—embracing the elements, so you can too.

The Opportunity

Looking for a Sales Representative (Independent) to represent and grow Tilley Apparel across the U.S. This role is ideal for entrepreneurial professionals who thrive on independence, relationship-building, and driving sales into retailers nationwide.

You’ll collaborate with the VP of Global Sales and the U.S. Country Manager to deliver real results. From prospecting to closing deals and maintaining long-term partnerships, you’ll be the face of Tilley in your territory.

Who You Are

• A self-driven professional who takes ownership of results.
• Enjoys the freedom of working independently while being part of a collaborative team.
• Skilled at connecting with people and building lasting relationships.
• Motivated by flexibility and high earning potential.

What You’ll Do

• Identify and develop retail partnerships within your territory.
• Conduct in-person visits to new retailers and present products.
• Own the full sales cycle: outreach, onboarding, upselling, shipping, and performance.
• Maintain consistent outreach and follow-up through visits, calls, and emails.
• Deliver product knowledge and market insights to retail buying teams.
• Analyze retail selling reports and provide feedback to the team.
• Forecast business with management to achieve sales plans.
• Represent Tilley with integrity, professionalism, and enthusiasm.
• Set tracker so we are all aligned to what stage we are at.
• Forecast business with management to achieve sales plans
• Knowledge of time and action calendars
• Work independently while collaborating with the team to ensure success.
• Excellent verbal and written communication skills
• Navigate inventory on NuOrder

What We’re Looking For

• 3–5+ years of successful apparel sales experience.
• Proven ability to open new accounts, especially independent retailers.
• Strong communication, presentation, and negotiation skills.
• Highly organized and comfortable managing your own schedule.
• Resilient and confident in a fast-paced, field-based role.
• Comfortable in a fast-paced and field-based role

Compensation & Terms

• Guaranteed $50,000 annual base paid monthly.
• Uncapped commission on sales.
• Mileage reimbursement as per contract terms.
• Flexibility to work remotely and manage your own time.
• Contractors are responsible for their own taxes and benefits.
• This is a 1099 independent contractor role, not an employment relationship.

Location Requirement

• Must live within or near your assigned territory and be available for regular local travel (approximately 85%).