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Role Description

At Check, we make paying people simple. Our Support team keeps payroll running smoothly for thousands of businesses and millions of workers. This role sits at the intersection of payroll expertise and technical product knowledge, and the work is fast-moving and highly investigative. A typical day involves:

• Deconstructing complex payroll scenarios.
• Digging into root cause analysis.
• Partnering with internal teams to identify solutions.
• Communicating with partners with varying levels of payroll experience.

You’ll develop deep expertise in Check’s platform and the broader payroll ecosystem while building trusted, long-term relationships with the partner teams you support.

In this role, you will:

• Keep the queue flowing by tackling a high number of support requests with speed and precision.
• Investigate complex payroll problems by diving deep into payroll and tax questions.
• Collaborate across the company to resolve issues, partnering with Engineering, Product, Tax, and Risk.
• Surface patterns and improve the system by identifying recurring partner questions and operational friction points.
• Be a source of calm and confidence, building trust through empathy and transparency.
• Jump on a call when it moves things forward, resolving complex issues in real time.
• Escalate thoughtfully, ensuring clear context for others involved in problem resolution.
• Deliver service that feels personal, establishing yourself as a reliable and trusted resource.

Qualifications

• 4+ years in a client or partner-facing role, supporting technical products.
• 2+ years working at a payroll provider or platform, with a strong understanding of payroll workflows, tax concepts, and compliance fundamentals.
• Experience working in high-volume support or operations environments.
• Strong investigative instincts and a deep sense of ownership over ambiguous problems.
• An eagle eye for detail, maintaining accuracy even when moving quickly.
• Comfort collaborating across technical, operational, and administrative teams.
• Clear and kind communication style across email, chat, and phone.
• Fluency with ticketing and case management systems, preferably ZenDesk.
• Willingness and availability to attend our annual 3-day company offsite each spring.
• Preference given to candidates in Mountain or Pacific time zones.

Benefits

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

Company Description

Check is proud to be an Equal Opportunity employer. We do not discriminate based on race, religion, color, national origin, sex, sexual orientation, gender identity, age, or other legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable laws.

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.