Job Description

Job Description

Job Description

True Classic is looking for enthusiastic and results-driven Costco Roadshow Sales Representatives to bring our brand to life in the Chicago, IL. In this role, you'll be the face of True Classic, engaging with Costco members during Roadshow events to promote and sell our premium men's apparel. You'll deliver exceptional in-person experiences that drive sales, build customer loyalty, and expand brand awareness.

This is a regional role that requires travel to Costco store locations across Chicago . Candidates must live in the Chicago metro area and be open to travel up to 10 days at a time .

Founded in 2019 and headquartered in Los Angeles, True Classic is one of the fastest-growing men's apparel brands in the world. We deliver high-quality, well-fitting wardrobe essentials at accessible prices—and we give back in the process, donating thousands of shirts each month to those in need. Our mission is to help men feel confident, comfortable, and seen—one classic tee at a time.

• Represent the True Classic brand at Costco Roadshows with professionalism, energy, and enthusiasm
• Greet and assist shoppers, creating a positive and welcoming experience
• Conduct engaging product demonstrations that highlight fit, comfort, and style
• Drive sales by confidently pitching and closing transactions
• Set up and break down branded displays in coordination with Costco staff
• Maintain a clean, organized, and visually appealing booth throughout the event

• Comfortable working on the road for up to 10 consecutive days
• Prior experience in sales, product demos, or Roadshow-style retail events preferred (Costco experience is a plus)
• Exceptional communication and interpersonal skills
• Strong self-starter who can work independently and manage time effectively
• Must be available to work weekends and holidays as needed

• Base pay starting at $16.50 per hour + a lucrative commission structure paid out weekly based on show performance
• Company-paid medical, dental, and vision PPO insurance (Anthem Gold PPO):
  • Employee premiums paid 100%
  • Dependent premiums paid 65%
• 401(k) plan with 3% company match

Our mission is to empower everyone to show up as their best self. We are dedicated to creating a community where creativity, curiosity, and innovation thrive; and that starts with welcoming diverse voices to our team. We believe that everyone should feel confident being exactly who they are, which is why we're committed to being an equal opportunity employer. We celebrate and support differences in race, religion, color, national origin, gender, sexual orientation, gender identity, age, veteran status, and abilities. If you need assistance or an accommodation due to a disability, please reach out to Human Resources.

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