Payroll&TaxSupportAssociate

ABOUT CHECK 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 ignore conventional role boundaries in favor of the unique strengths and values each builder brings to our team, and our mission. We simplify the complex, make a real impact, and create a better future for businesses of every size. The team and role The Tax Support team is the detective unit of Check. When agencies send notices about payroll filings or payments, we're the ones who dig in, figure out what happened, and fix it fast. In this role you'll be embedded on the Tax Support team from day one - real notices, real agency interactions, real consequences for our partners. You'll be matched with a senior team member who'll work alongside you and push you to ramp fast. You'll develop a working understanding of how some of the most foundational infrastructure in business operates: payroll systems, tax regulation, and the compliance machinery that connects employers to government agencies. You'll be doing it at a company that's rebuilding how that infrastructure works, which means you're not just learning a domain, you're learning how fintech companies create leverage at the intersection of software and financial systems. In the process, you'll get firsthand experience navigating some of the most fundamental systems that keep businesses running: how companies pay their people, how tax obligations flow between employers and government agencies, and what happens when something breaks in that process. That's deeply transferable knowledge, whether you stay in payroll, move into compliance/policy/operations, or go somewhere else entirely. Understanding how money moves and how government regulates it is useful almost everywhere. This is a role is for NYC-based candidates only, as the in-person time in the office will help accelerate the ramp and your understanding about