Sales Associate

Charles Tyrwhitt, Inc.
Chicago, IL

Sales Associate

At Charles Tyrwhitt our purpose is to "Make it easy for men to dress well" and we can't do that without our specialist teams.

At this time, we're on the lookout for an experienced Sales Associate who will be working with Michael from our Chicago store location.

You will be responsible for providing exceptional customer service and be the touch point for each and every customer. Our Sales Associates will be provided training to support our clients with styling and fit advice, as well as tailoring and custom product sales service. Your natural interest in providing exceptional service will mean you always put the customer first, providing a warm welcome to our shop, always representing the CT Brand. Your role will also include general store operations such as restocking, shipment and using the register.

We are looking for a confident Sales Associate who can connect with our customers, deliver excellence in customer experience, and offer advice on current trends relevant to our clientele. Previous experience in a similar position is a huge advantage to this role. Interest in menswear is necessary, plus training is provided to help you understand our brand.

CT is a privately-owned business, so we're not a big corporate-style place to work. Our senior leaders are transparent and approachable, and we welcome ideas to make this a great place to work. We value our people whilst being product and customer obsessed.

  • Quarterly bonus based on team sales performance
  • Part-time paid sick leave!
  • Uniform allowance
  • PayActiv partnership - get wages already earned before payday
  • Employee discount

Once upon a shirt, Nicholas Charles Tyrwhitt Wheeler had the notion that he could make a better shirt at better value than anyone else in the world! He believed that he could make a better shirt at better value than anyone else in the world! He believed that all men; no matter their shape or size, where they may be in the world or indeed their budget; should be able to own a Jermyn Street quality shirt. A proper shirt. A CT shirt.

That was over 3 decades ago and whilst Charles Tyrwhitt (it rhymes with spirit by the way) is still famous for proper shirts, these days we are about so much more than collars and cuffs. Our purpose is to "make it easy for men to dress well". We take care of the entire wardrobe, providing stylish solutions for every occasion. We make sure he gets what he wants, when and how he wants it.

Charles Tyrwhitt's spiritual home and flagship store is located on London's Jermyn Street, in the United Kingdom where our presence is well known. We also have a strong online presence in the US, with retail stores in 7 states and a New York head office. We also operate across Europe and Australia! Pretty impressive, eh? And as of 2022, we're proud to be recognized as a carbon-neutral retailer as we continue our journey to be a sustainable business.

Tyrwhitteers (our people) are a diverse, passionate and entrepreneurial group. We enjoy a fun, engaging and rewarding culture, where everyone is empowered by our 3 BE-liefs which are; "BE the BOSS", "BE the CUSTOMER" and "BE the BEST". We want colleagues to love working for CT and for it to feel like a place where they can be, and want to be, themselves.

*This role requires work authorization to work in person within the United States*

Posted 2026-03-15

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