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Check is rebuilding payroll infrastructure by powering embedded payroll for thousands of businesses. The Tax Filing & Payments Team is automating the manual work of tax filing and payments across thousands of tax agency integrations nationwide.
As a Tax Filing & Payments Associate, you will own a defined set of tax jurisdictions and employers, working closely with senior teammates as you build toward independent scope. Your responsibilities include account preparation ahead of filing, original tax filings, monitoring failed and late payments, and growing exposure to late originals and amendments as you develop expertise.
Key responsibilities:
- Take ownership of a defined set of jurisdictions with senior support; handle account prep, original filings, and payment monitoring
- Execute filings and payments under established workflows to learn the system and understand how filing specs change with regulations
- Balance tax accounts, reconcile discrepancies, and investigate root causes on escalations with cross-functional partners
- Document friction points and translate operational observations into actionable insights for the product and engineering teams
- Use AI tools to improve your own work speed and accuracy
- Manage your work proactively, communicate about deadlines and blockers, and progressively reduce need for oversight
Ideal candidates have 1–2+ years in operations, compliance, payroll, or regulated customer-facing functions. You should pick up new systems and subject matter quickly, take ownership of defined work, notice and flag issues early, have genuine curiosity about AI, write clearly, and be comfortable with ambiguity in a product still being built.
Check offers medical, dental, vision, disability, and life insurance from day one; stock options; flexible PTO and sick leave; 16 weeks paid parental leave; 9 annual holidays; 401(k); and $100/month stipend for home internet and mobile. The team is distributed across the US with offices in NYC and San Francisco; remote roles are fully supported.
