Senior Payroll Tax Specialist
- Pay
- $78,000 – $118,000 per year
- Location
- Chicago, IL
- Listed
- 12 days ago
About the role
Join us in building the future of finance.
Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you're ready to be at the epicenter of this historic cultural and financial shift, keep reading.
What you'll do
- Own withholding tax configuration in Workday, including setup, mapping, and maintenance of state, local, and international tax tables, and partner with Corporate Engineering to test changes in sandbox before production release.
- Run payroll tax processing and reporting across weekly, bi-weekly, and international payroll cycles, including multi-state and internationally mobile employees, and support payroll transitions from M&A activity.
- Verify accuracy after each payroll with parallel reconciliations, and reconcile payroll tax liabilities weekly across US, Canadian, and global entities, along with quarterly returns filed by third-party providers.
- Resolve and permanently close out legacy tax discrepancies and historical imbalances, including GL payroll clearing account variances and unclaimed payroll check (escheatment) requirements.
- Lead quarter-end and year-end execution, including W-2s, T4s, and global equivalents, plus corrections and amended returns (W-2C, Form 941-X), and prepare for payroll tax audits with the IRS, CRA, HMRC, and state and local authorities.
- Manage agency notices and new tax account setups, act as the point of contact for third-party providers, and deliver reporting and liability analysis to Finance, Accounting, Corporate Tax, and People Operations.
What you bring
- 8+ years of progressive, hands-on payroll tax experience across US and Canadian payroll, with international experience a plus.
- Hands-on experience configuring and maintaining payroll tax rules in an enterprise ERP (Workday Payroll preferred) and working with third-party tax filing providers such as ADP SmartCompliance.
- Solid understanding of payroll tax reconciliation, including liability reconciliation, quarter-end and year-end filings, and corrections and amendments.
- Advanced Excel skills for data analysis and reconciliations, plus comfort using AI tools to streamline reconciliations and filings.
- An analytical approach to untangling ambiguous tax scenarios with limited guidance.
- Experience holding vendors accountable and collaborating across Engineering, Finance, and Tax teams.
- Bonus: Certified Payroll Professional (CPP) and a bachelor's degree in Finance, Accounting, Taxation, or a related field (or equivalent practical experience).
What we offer
- Challenging, high-impact work to grow your career
- Performance driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching
- Top Tier benefits to fuel your work, including 100% paid health insurance for employees with 90% coverage for dependents
- Access to the Robinhood Employee Fund that gives eligible US employees the opportunity to invest in a private employee fund that provides exposure to Robinhood Ventures funds.
- Access to the best AI tools on the market and continuous AI skill-building for every employee, technical or not.
- Lifestyle wallet - a highly flexible benefits spending account for wellness, learning, and more
- Employer-paid life & disability insurance, fertility benefits, and mental health benefits
- Time off to recharge including company holidays, paid time off, sick time, parental leave, and more!
- Exceptional office experience with catered meals, events, and comfortable workspaces.
In addition to the base pay range listed below, this role is also eligible for bonus opportunities + equity + benefits.
Base pay for the successful applicant will depend on a variety of job-related factors, which may include education, training, experience, location, business needs, or market demands. The expected base pay range for this role is based on the location where the work will be performed and is aligned to one of 3 compensation zones. For other locations not listed, compensation can be discussed with your recruiter during the interview process.
Base Pay Range
Zone 1 (Menlo Park, CA; New York, NY; Bellevue, WA; Washington, DC) $100,000 - $118,000 USD
Zone 2 (Denver, CO; Westlake, TX; Chicago, IL) $88,000 - $104,000 USD
Zone 3 (Lake Mary, FL; Clearwater, FL; Gainesville, FL) $78,000 - $92,000 USD
Click here to learn more about our Total Rewards, which vary by region and entity.
If our mission energizes you and you're ready to build the future of finance, we look forward to seeing your application.
AI Usage Disclosure: Robinhood uses artificial intelligence (AI) tools to support parts of our recruiting process. These tools enhance the efficiency and consistency of our hiring process; however, all hiring decisions are made by our hiring teams.
Inclusion is built into how we hire and work-welcoming different backgrounds, perspectives, and experiences so everyone can do their best. Please review the Privacy Policy for your country of application.
About the team + role
We are building an elite team, applying frontier technologies to the world's biggest financial problems. We're looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn't a place for complacency, it's where ambitious people do the best work of their careers. We're a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards.
Our Global Payroll team is at the foundational stage of building a world-class global payroll ecosystem, and it's a great time to join! We partner closely with Corporate Tax, Corporate Engineering, Accounting, Benefits, Legal, and Global Mobility to make sure employees are paid accurately and on time. We build systems and processes that scale across weekly, bi-weekly, and international payroll cycles. We also work hand in hand with external payroll and tax providers, and we expect strong accountability on both sides. Ethics and accuracy sit at the center of how we work.
As a Senior Payroll Tax Specialist, you will report to the Sr. Manager, Global Payroll and serve as the internal subject matter expert and primary operational contact for our external providers. You will own payroll tax processing and reporting across US, Canadian, and global entities, keeping us compliant with local, state, federal, and international regulations.
You will configure and test withholding tax setups in Workday, reconcile liabilities, and lead quarter-end, year-end, and audit readiness. An early focus will be resolving legacy tax account discrepancies and putting in place the reconciliation foundation we need to scale, so your work will shape how this function runs for years to come!
You will also partner with teams across Finance, Engineering, and People to deliver accurate reporting and analysis.
This role is based in our Chicago, IL, Menlo Park, CA and New York, NY offices, with in-person attendance expected at least 3 days per week.
At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.
Equal opportunity and legal notices
Robinhood provides equal opportunity for all applicants, offers reasonable accommodations upon request, and complies with applicable equal employment and privacy laws.
From Robinhood's careers page, first listed on Rolev.ai on October 29, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
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Common questions
What is the salary for the Senior Payroll Tax Specialist role at Robinhood?
The Senior Payroll Tax Specialist posting at Robinhood states compensation of $78,000 – $118,000 per year. Final pay may depend on location, experience, and interview evaluation on Robinhood's official career site.
Where is the Senior Payroll Tax Specialist job at Robinhood located?
This Senior Payroll Tax Specialist position at Robinhood is located in Chicago, IL. Always check Robinhood's application page for specific state eligibility or relocation policies.
How do I apply for the Senior Payroll Tax Specialist position at Robinhood?
This listing links directly to Robinhood's Greenhouse application page. You can apply directly on Robinhood's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.