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Toast

Associate Shipping Representative

Hybrid · Chicago, IL

This role is hybrid in Chicago, IL. Remote eligibility is not stated by the employer.

Apply on the employer's siteOriginal listingJSON

PeopleSeek Talent does not submit applications. The button opens the employer's own page; this listing was verified 5 hours ago.

PayNot listed
Work arrangementHybrid
Who can applyPeople who can work in Chicago, IL
LevelEntry level
TypeNot stated
Occupationshipping agent
Languageen
Posted18 September 2026
Last verified5 hours ago
StatusActive

About the role

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy.

The Shipping Representative is an important part of our Employee cloud team and critical to ensure timely and accurate payment to our clients employees. This role is responsible for printing, sealing, and shipping all live payroll checks to the customer address on file. This role requires the ability to work independently in a fast paced environment as well and an attention to detail. The role will require some internal communication between teams such as Customer care and Payroll Ops teams.

A day in the life (Responsibilities)

  • Responsible for packaging and delivery of all payroll packages
  • Maintain client package specifications
  • Interact directly with shipping vendors to ensure materials are shipped timely and efficiently
  • Responsible for monitoring weekly payroll schedule and alerting staff of upcoming deadlines
  • Ensures quality control of printed checks and W-2s
  • Maintain shipment records and receipts for SOC-1 requirements
  • Maintains inventory for Payroll Operations team
  • Maintain printing and sealing equipment
  • Ensures all packages are audited prior to shipping

What will help you stand out (Nonessential Skills/Nice to Haves)

The individual that will excel in this position will have 2-3 years of experience in a similar high volume, high accuracy shipping logistics role with UPS/FedEx shipping software experience. Individuals with a college degree preferred. This position requires a flexible work schedule with the ability to work until 8 pm or later a few times a week.

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

Our Total Rewards Philosophy
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.



The starting pay rate for this role is below. Please note that there is no range for this role; the rate listed below is the only rate. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy.

Pay Rate$18.27—$29.33 USD

How Toast Uses AI in its Hiring Process

Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more: https://careers.toasttab.com/ai-in-hiring

Our Approach to Hybrid Working

We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast

People Are the Secret Ingredient in Our Recipe for Success

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other.

Apply today!

Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.

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For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Listed via Toast · first seen 22 October 2026 · last verified 28 October 2026

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