Payroll Corrections & Investigations Specialist (Remote)

Check; New York (NY); Hybrid; USD 83,000 - 108,000; Full time

Job summary

Check is rebuilding payroll infrastructure and seeks a Payroll Specialist on the Support team to own corrections end to end. You will investigate discrepancies, fix historical records, and determine downstream tax impacts across multiple jurisdictions, ensuring accurate amended filings and timely updates to partners.

The role demands deep payroll tax knowledge, analytical rigor, and precise written communication, with collaboration across Tax Operations, Payroll Operations, Engineering, Product,

Qualifications

• 3–4 years of experience in payroll operations or tax compliance.
• Hands-on experience with payroll corrections and amendments.
• Knowledge of federal/state payroll taxes and local taxes.
• Strong data analysis and advanced spreadsheet skills; SQL is a plus.
• Ability to identify process improvements and scale solutions.
• Experience with ticketing/case systems like Zendesk.
• Willingness to support elevated workload during quarter-end and attend annual offsite.

Responsibilities

• Investigate payroll and payroll tax discrepancies to identify root cause and impact across employees, pay periods, quarters, and jurisdictions.
• Correct historical payroll records, including wages, taxes, benefits, deductions, and work locations.
• Determine affected filings and provide complete documentation to the filing team.
• Identify when corrected tax forms are required and verify accuracy before issuance.
• Reconcile tax accounts and determine the financial outcome (due, refund, or credit).
• Assess financial impact and coordinate with internal teams to complete corrections.
• Assess materiality and filing obligations for each correction and document rationale.
• Communicate outcomes, filings changes, tax impact, and timelines to partners in writing.
• Partner with Tax Operations, Payroll Operations, Engineering, Product, and Risk to resolve complex cases.
• Manage high volume of cases against deadlines and service commitments.
• Identify recurring root causes and propose process, documentation, automation, and product improvements.

Skills

Payroll operations

Payroll tax

Tax compliance

Data analysis

AI tooling

Tools

Zendesk

SQL

Job description

Check is rebuilding payroll infrastructure and seeks a Payroll Specialist on the Support team to own corrections end to end. You will investigate discrepancies, fix historical records, and determine downstream tax impacts across multiple jurisdictions, ensuring accurate amended filings and timely updates to partners.

The role demands deep payroll tax knowledge, analytical rigor, and precise written communication, with collaboration across Tax Operations, Payroll Operations, Engineering, Product,