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Current Jobs

Updated March, 2026

Working at a small business means wearing many hats and thinking on your feet, but it also means opportunity for advancement is available to anyone willing to seize it. At Oak Street Bootmakers, everyone on the team is limited only by their own ambition.

Customer Experience Specialist

Description

As a small but growing business, our Customer Experience Specialist will have several important responsibilities. From a customer service perspective, you will be ready to answer any questions customers might have about our products or assist them if they are having trouble placing an order. You will also be in charge of packing and shipping online orders while maintaining a high-level of work and attention to detail. This position requires working on-site at our headquarters near Chicago's West Loop.

Responsibilities

  • Assist customers over the phone and via email
  • Pack and ship online orders
  • Manage inventory and ensure the website inventory is accurate
  • Assist with general administrative duties

Skills & Requirements

  • Excellent verbal and written communication skills
  • Positive attitude and ability to always be friendly and professional with customers
  • Excellent organizational and task management skills
  • Excellent skills with basic office software, including spreadsheets, email, etc.
  • Experience with ERPs, inventory software, ecommerce platforms like Magento or Shopify not required, but a major plus
  • Interest in or knowledge of fashion or footwear not required but would be a major plus

Come Join Us

To apply, send your resume and any supporting documentation to [email protected].