Payroll Support Specialist

Check is building payroll businesses together with partners and we're looking for a Payroll Support Specialist to help keep payroll running smoothly for thousands of businesses and millions of workers. The role sits at the intersection of payroll expertise and technical product knowledge, and involves investigating complex payroll problems, collaborating with internal teams, and communicating with partner teams. The ideal candidate will have 4+ years in a client or partner-facing role, with experience in high-volume support or operations environments, and a strong understanding of payroll workflows, tax concepts, and compliance fundamentals.

Requirements

• 4+ years in 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 where the right balance of speed and precision really matters
• 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 to solve partner problems and enable new business capabilities
• Clear and kind communication style across email, chat, and phone
• Fluency with ticketing and case management systems, preferably ZenDesk

Benefits

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