Apparel Field Sales Representative (Independent Contractor)

Open Positions @ TilleyNew York, NY
21d$50,000Remote

About The Position

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 long. 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. 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. 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.

Requirements

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

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, 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

Benefits

  • 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.
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