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Payroll Operations Specialist

Sorry, this job was removed at 08:09 p.m. (EST) on Tuesday, Mar 24, 2026
Remote
Hiring Remotely in United States
Remote
Hiring Remotely in United States

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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 Payroll Operations and Extensions Team (POET) is responsible for supporting the payment and banking processes fundamental to Toast Payroll. Additionally, the team oversees the implementation and ongoing support of benefit features within the Toast Payroll platform.

In this role you will focus on supporting Toast Payroll’s benefit features, specifically Toast’s benefits module and our 401(k) payroll integration. You will partner with Senior Payroll Operations Specialists to help our customers manage their benefit and retirement plans within Toast Payroll.

A successful Payroll Operations Specialist is characterized by a customer-centric mindset and an inquisitive nature, driven by a desire to master the technical details of our systems to support customer success. While a background in retirement plans, health benefits, or payroll is advantageous, it is not a prerequisite for this role.

A Day In the Life* (Responsibilities): 

  • Lead client onboarding for the benefits module by providing guidance on configuration and functionality to meet their unique business needs.
  • Answer customer questions and help fix technical issues within the benefits module.
  • As needed, participate in video calls with customers to provide demonstrations or assist in troubleshooting.
  • Oversee the configuration of client retirement plans in Toast Payroll and deliver continuous technical support.
  • Provide end-to-end support of our 401(k) payroll integration by maintaining participant elections, sharing participant data with our partner and resolving errors.
  • Support entry-level Banking and Payment functions as capacity and needs dictate.

What you’ll need to  thrive (Requirements):

  • 1-2 Years of experience in an operations or customer facing role
  • Strong communication skills, with the ability to convey technical language in simple terms over email or video meetings
  • Strong diagnostic skills with a desire to learn “how” things work
  • Customer focused with the ability to see things from the customer’s perspective
  • Excellent attention to detail and unwavering commitment accuracy
  • Strong organization and time management skills
  • Proficiency with Microsoft Excel or Google Sheets and the ability to manipulate large quantities of data.

Nice to Have's: 

  • Experience with HRIS or Payroll Software
  • Associates or Bachelor’s Degree
  • Understanding of the health benefits or banking industry

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.

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.

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

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.

We Thrive Together

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 restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.

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].

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HQ

Toast Boston, Massachusetts, USA Office

Toast’s headquarters is located in the heart of the Seaport District. Toasters are surrounded by art, culture, and delicious cuisine in one of the most bustling neighborhoods in Boston.

Early Careers

Toast's Early Careers program is designed to launch students' careers by integrating them into the company's vibrant culture and impactful work. Interns and co-ops are treated as full-time Toasters from day one, given meaningful projects, and provided with mentorship from industry professionals. The program emphasizes hands-on learning, collaboration across teams, and the autonomy for students to develop and showcase their skills, supported by consistent feedback. Toast offers opportunities across various departments, including technical roles like Software Engineering and Data Science, as well as non-technical roles such as Human Resources and People Operations.

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Key Facts About Boston Tech

  • Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
  • Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
  • Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
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