Tax Operations Specialist/Payroll

Chicago, IL, US

Job Description / Skills Required

Toast is driven by building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love.

The Tax Specialist I will ensure timely communication and resolution of all payroll tax related matters. This role will be responsible for maintaining up to date client tax profiles to ensure a smooth client experience.  A successful candidate will have great communication and critical thinking skills.

About this roll* (Responsibilities) 

  • Thoroughly research and assist clients with resolving payroll tax notices
  • Correspond with tax agencies regarding inquiries, penalty waivers and tax clearances
  • Knowledge of payroll taxes including federal, state, local and paid family leave
  • Obtain accurate tax jurisdiction account information to ensure timely filing and payment of payroll tax obligations
  • Maintain individual performance to meet established team goals and OKRs
  • Perform routine payroll tax profile audits of existing clients to ensure accuracy
  • Assists in monthly, quarterly and annual tax filings
  • Processes and submits basic amended returns on behalf of clients
  • Collaborate with clients to complete Third-Party Agent (TPA) setup
  • Participate in special projects and/or other duties assigned

Do you have the right ingredients*? (Requirements)

  • Bachelor’s Degree or relevant experience
  • Attention to detail
  • Ability to problem solve
  • Actively communicate with clients and coworkers
  • Ability to adapt to change and varying job responsibilities
  • Effectively manage time and self-start projects
  • Prior experience in a customer service and/or payroll service bureau role
  • Strong work ethic
  • Comfortable working with sensitive/confidential information
  • Proficient in Microsoft Excel


Our Spread of Total Rewards

  • Unlimited Vacation
  • Sabbatical opportunity after five years
  • Professional Development Reimbursement Program
  • Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend
  • Various peer and company recognition programs 
  • 401(k) and matching
  • Medical, Dental, & Vision Coverage
  • Mental Health Benefits
  • Subsidized backup childcare

This role can be based in Chicago or Omaha- hybrid role

*Bread puns encouraged but not required


The base salary range for this role is listed below. The starting salary will be determined based on skills and experience. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits.
Pay Range
$42,000—$67,000 USD

We are Toasters

Diversity, Equity, and Inclusion is Baked into our Recipe for Success.

At Toast our employees are our secret ingredient. When they are powered to succeed, Toast succeeds.

The restaurant industry is one of the most diverse industries. We embrace and are excited by this diversity, believing that only through authenticity, inclusivity, high standards of respect and trust, and leading with humility will we be able to achieve our goals.

Baking inclusive principles into our company and diversity into our design provides equitable opportunities for all and enhances our ability to be first in class in all aspects of our industry.

Bready* to make a change? 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 [email protected].