Tax Resolution Specialist

Check • San Francisco, CA

93d • $78,500 - $102,500

About The Position

At Check, we make paying people simple. In doing that, we’re not just building our own business— we’re building payroll businesses together with every one of our partners. As the inventors of embedded payroll, we’re redefining how people get paid and making it easier for payroll businesses to launch, grow, and thrive. The Tax Resolution team makes sure our partners and Product stay strong by resolving payroll tax notices quickly and accurately. We’re the detectives of Check, uncovering the root cause of every notice and giving partners the insights they need to keep their clients protected. As a Tax Notice Resolution Agent, you’ll be the first line of defense when agencies issue notices about payroll filings or payments. Partners count on Check to handle these complex, time-sensitive communications. You’ll take in notices, investigate issues, and work directly with federal, state, and local agencies to secure fast resolution.

Requirements

• 3–5 years of experience in payroll tax compliance, tax notice resolution, or payroll operations.
• Solid understanding of payroll tax regulations across federal, state, and local agencies.
• Clear, confident communication skills with the ability to translate complex tax issues into plain language for partners.
• Proven track record of handling sensitive employer information with care and discretion.
• Familiarity with payroll systems, tax filing platforms, or case management tools.
• Highly organized, detail-oriented, and comfortable managing multiple priorities in a fast-paced environment.

Responsibilities

• Triage and resolve tax notice queues by priority, keeping partners informed with clear, timely updates.
• Engage directly with federal, state, and local agencies to investigate root causes, drive resolution, and pursue penalty abatements.
• Surface complex or systemic issues to product, engineering, and compliance for deeper investigation and long-term fixes.
• Spot trends across notices and recommend improvements that reduce risk and speed up resolution.
• Maintain and refine SOPs to capture best practices for agency outreach and notice handling.
• Collaborate with Payroll Ops, R&D, and Revenue to streamline tax workflows and strengthen partner trust in Check.

Benefits

• Company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on their first day of work.
• Stock options.
• Flexible PTO and sick leave.
• 16 weeks of fully paid parental leave for all new parents.
• Flexible return-to-work.
• 10 annual holidays.
• 401k retirement plan.
• $100 monthly stipend for home internet and mobile phone expenses.

What This Job Offers

• Number of Employees: 101-250 employees