Tax Resolution Specialist [Remote]

Building at Check

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. Check out the full story | Tune in .

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses.

Our Team

Payroll is broken. Come fix it alongside a team that’s as passionate as you are! At Check, you'll use creative problem-solving, critical thinking, and grit to impact every business we build. We view problems to solve and jobs to be done as opportunities to contribute to the solution; we ignore conventional role boundaries in favor of the unique strengths and value each builder brings to our team and to our mission.

Join us if you’re ready to roll up your sleeves and redefine payroll. Let’s simplify the complex, make a real impact, and create a better future for businesses of every size.

The Work

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.

Your work will reduce risk for employers, build partner trust in Check, and drive our mission to deliver a seamless embedded payroll experience.

In this role, you will:

• 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.

Tools for the job

Many backgrounds could fit this role, but ideal candidates will have some or all of the following:

• 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

We build best when we come together on level ground.

Travel and Office Policy

The Check team is distributed across the US, and we have offices in New York City and San Francisco. While we embrace remote work, we believe time together in person is where we do our best work. We offer ample opportunities and encourage employees to attend team off-sites, events, and hackathons a couple of times a year! We expect all employees to attend our annual 3-day company retreat in the fall.

For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays, and the team hosts regular happy hours, game nights, etc.

What we offer:

For full-time employees, Check offers company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on their first day of work. We also provide 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, a 401k retirement plan, and a $100 monthly stipend for home internet and mobile phone expenses.

• The expected range in San Francisco, NYC, LA, and Seattle is between $92,500 and $102,500. 
• The expected range for all other locations is between $78,500 and $88,500.

We accept applications on an ongoing basis with no specified deadline.

Remote work at Check requires the ability to perform all responsibilities without distraction or disruption, while maintaining quality, effective communication, and productivity.

Check is proud to be an Equal Opportunity employer. We do not discriminate based on race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, transgender status, sexual stereotypes, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, provided they are consistent with applicable federal, state, and local laws. Check is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process.

Check participates in E-Verify and will provide the federal government with Form I-9 information from all new employees to confirm that they are authorized to work in the U.S. Check does not use E-Verify to pre-screen applicants.