Start Date: 10/5/2026
Training will be 5 weeks. There is no PTO allowed during training period.
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.
Bready* to make a change?
The Care Tax Expert will be responsible for conversing directly with customers in all communication channels contributing to the day-to-day success of the Customer Care Tax teams. This individual will be responsible for assisting customers with their tax profiles, employee tax information, state set ups and related questions with a focus on providing a customer first experience. In addition, the Care Tax Expert will serve as a key contributor to larger team and organizational initiatives to drive improvement and efficiency as we continue to grow.
The Customer Care Tax team works closely with our customers, tax agencies, and internal teams with a focus on our customers' payroll tax experience. We are committed to improving and transforming the customer experience by leveraging technology, driving innovation and reducing customer friction. Our primary focus is assisting our customers with their payroll tax preparation, maintenance and filings.
About this roll*:
- Research and resolve payroll tax notices and issues raised by customers or internal stakeholders, providing timely root cause analysis and clear recommendations
- Support customers with tax-related questions across inbound phone (AI-routed and/or warm transfer), email, and chat channels
- Partner with internal operations teams and tax agencies to obtain accurate payroll tax account information, ensuring timely and accurate filings and payments
- Help customers identify and update payroll tax jurisdiction account information to keep filings and payments on schedule
- Review and reconcile payroll tax liability debits/credits against customer bank accounts
- Recommend process improvements to reduce recurring tax issues and improve filing efficiency
- Support customers through Third-Party Agent (TPA) setup
- Guide customers through completing Power of Attorney (POA) documentation and submit forms to tax agencies on their behalf
- Correspond with tax agencies on payroll tax discrepancies, inquiries, penalty abatements/waivers, and tax clearances
- Contribute to monthly, quarterly, and annual tax filings, plus special projects as assigned
Do you have the right ingredients*?
- 2+ years of experience in a role responsible for customer satisfaction and championing the customer experience
- 1+ years of prior payroll service bureau experience
- Knowledge of payroll taxes including federal, state, local and paid family leave
- Success operating independently and navigating competing priorities in a constantly changing environment
- Strong communication, critical thinking, and problem-solving skills, with the ability to tailor your message to different audiences, evaluate issues from multiple angles, and navigate ambiguity and change with a proactive, solutions-oriented mindset
- Strong organizational skills and time management, with the ability to prioritize and manage a high volume of customer cases
- Experience working with sensitive/confidential information
- Proficient in Microsoft Excel and Google Suite
Special Sauce* (Non-essential Skills/Nice to Haves)
- MasterTax Experience
- FPC or CPP certification
- Associates or Bachelor’s Degree
Our Spread* of Total Rewards
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.
*Bread puns encouraged but not required
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.
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 [email protected].
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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.
Skills Required
- 2+ years experience in a role responsible for customer satisfaction and championing the customer experience
- 1+ years prior payroll service bureau experience
- Knowledge of payroll taxes including federal, state, local and paid family leave
- Strong communication, critical thinking, and problem-solving skills
- Ability to operate independently and navigate competing priorities in a changing environment
- Strong organizational skills and time management to manage high volume of customer cases
- Experience working with sensitive/confidential information
- Proficient in Microsoft Excel and Google Suite
- MasterTax experience
- FPC or CPP certification
- Associates or Bachelor's Degree
What the Team is Saying
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Toast Compensation & Benefits Highlights
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Leave & Time Off Breadth — Flexible PTO, paid company holidays, generous paid parental/family/medical leave, and a paid sabbatical after five years are core parts of the package. U.S. materials also highlight a robust time-off baseline as of 2026.
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Parental & Family Support — Sixteen weeks of paid parental leave for all parents with additional weeks for birthing parents, plus fertility and family-forming support (e.g., Carrot), are emphasized. Subsidized backup child and adult care further supports caregivers.
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Wellbeing & Lifestyle Benefits — No‑cost mental‑health therapy/coaching, a wellness stipend, and financial education expand support beyond core insurance. Professional development reimbursement, work‑enablement stipends, and volunteer/donation programs round out lifestyle-oriented offerings.
Toast Insights
What We Do
Toast is the all-in-one platform built for restaurants of all sizes. Toast provides a single platform of software as a service (SaaS) products and financial technology solutions that give restaurants everything they need to run their business, including point of sale, payments, supplier management, digital ordering and delivery, marketing and loyalty, and team management. By serving as the restaurant operating system across dine-in, takeout, and delivery channels, Toast helps restaurants increase revenue, streamline operations and deliver amazing guest experiences.
Why Work With Us
Our recipe for an awesome workplace: One splash of friendship A dollop of impact A sprinkle of no hierarchy & A heavy spoonful of individuality Mix these ingredients in a fast-paced and hardworking environment. Best paired with a side of interesting people who always bring their whole selves to work. *100% Sunday scary free
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Toast Teams
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Hybrid Workspace
Employees engage in a combination of remote and on-site work.
