Timberland: Seasonal Sales Associate - Chicago Premium Outlets (Hiring Immediately)

At Timberland, we’re a force of nature. We’re a team that steps outside, works hard together, and moves the world forward. The brand is widely recognized as the arbiter of boot culture. With a rich heritage of craftsmanship and an eye toward the future, Timberland has a decades-long commitment to make products responsibly, protect the outdoors, and build community.

So, before we get to the job details, take a minute to learn a little more about us – our values and our culture. If you can see yourself working side-by-side with an team of fun, adventure-loving people, Timberland just may be the place for you.

To learn more about our values and our culture, visit Timberland Careers or .

Seasonal Sales Associate

What will you do?

A day in the life of a Seasonal Sales Associate at Timberland looks a little like this.

As a Seasonal Sales Associate, you are the face of the brand—bringing energy, authenticity, and a customer-first mindset to every interaction. You will create memorable shopping experiences by engaging with customers, sharing product knowledge, and delivering exceptional service. As part of a collaborative team, you’ll contribute to the store’s success through sales, visual merchandising, and operational excellence. This role is ideal for someone who thrives in a fast-paced retail environment, enjoys connecting with people, and is passionate about delivering best-in-class customer experience. Let’s break down that day-in-the-life a bit more.

•Deliver a high level of personalized customer engagement through genuine interactions.

•Build sales by maintaining a consumer-centric mindset and modeling selling behaviors.

•Share relevant product, brand, and community knowledge to enhance the customer experience.

•Achieve individual and team sales goals by utilizing available resources and tools.

•Assist in visual merchandising, product replenishment, and maintaining brand presentation standards.

•Perform cashier duties and support loss prevention initiatives as needed.

•Maintain a clean, organized, and customer-ready store environment.

•Adhere to all company policies, procedures, and safety standards.

•Model inclusive behavior that respects diverse backgrounds and experiences.

*This position will support the store during peak season with potential to transition to regular employment*

What do you need to succeed?

We all bring unique skills to work each day. For this role, there are foundational skills needed to succeed, along with 0–1 year of relevant experience. A High School Diploma or equivalent is preferred; but we value hands‑on experience and demonstrated achievements most.

The foundation skills you will need in this position are:

•Ability to genuinely and comfortably engage with a diverse group of customers.

•Strong communication skills—both verbal and written.

•Ability to work collaboratively as part of a team and adapt to changing business needs.

•Customer service experience preferred; retail experience is a plus.

•Willingness to learn and share product and brand knowledge.

•Attention to detail and strong organizational skills.

•Proficient computer skills including basic retail systems and applications.

•Ability to stand and move throughout the store for extended periods and perform physical tasks such as bending, reaching, squatting, climbing ladders, and lifting light to moderate weight, with or without reasonable accommodation.

Now WE have a question for YOU.

Are you in?