Tax Filing & Payments Specialist

The role

You will own filing and payments for multiple agencies across thousands of employers end to end. You will manage agency integrations, reconcile tax accounts, and translate friction points into requirements for the R&D team.

What you will do

• Own jurisdictions end to end including account prep, original filings, monitoring failed/late payments, and filing amendments
• File, pay, amend, and refile to exercise the system and update filing specs as regulations change
• Balance tax accounts and reconcile discrepancies
• Partner with Payroll Operations, R&D, and Revenue to resolve complex escalations
• Log friction points and translate them into requirements for the team to build
• Leverage AI to make work faster and experiment with replacing manual steps
• Manage own work, communicate about deadlines, and meet SLAs

Required qualifications

• 3–5 years of experience in operations or a regulated environment
• Track record of ramping into a new function or domain fast
• Comfort managing own pipeline of work and prioritizing across jurisdictions and deadlines
• Track record of noticing when something is broken and fixing it or writing it up
• Genuine curiosity about AI and internal tooling
• Strong written communication
• Comfort operating in a product that is still being built

Nice to have

• Used AI to speed up work before

Benefits

• Meals on Tuesdays and Thursdays for in-office and hybrid employees
• Regular happy hours, game nights, and other in-person events
• Annual 3-day company retreat

About the company

Check is the payroll engine behind platforms businesses rely on, acting as the inventors of embedded payroll. They are rebuilding payroll infrastructure to make paying people simple.