# Tax & Compliance Operations Lead

**Company:** [Check](https://hotfix.jobs/companies/check)
**Location:** Remote
**Role:** Finance & Accounting
**Salary:** $94k – $122k/yr
**Experience:** 4+ years
**Skills:** Payroll Tax Operations, Tax Compliance, Filing And Remittance Management, Notice Resolution, Payment Reconciliation, Process Improvement, Cross-Functional Collaboration, Regulatory Compliance
**Posted:** 2026-06-08

> Lead tax filing payment operations and resolve complex compliance notices for a payroll platform. Requires 4-6+ years of payroll tax operations experience in a startup environment.

## Job Description

## Responsibilities
- Own filing payment operations end-to-end within assigned jurisdictions: payment setup, verification, troubleshooting, and remediation
- Diagnose and resolve complex tax notices, determining root cause across filings, payments, agency systems, and internal workflows
- Drive complex corrections and reconciliations (e.g., payment misapplies, reversals/reissues, under/overpayments)
- Partner with R&D / Product and cross-functional ops teams to inform system behavior and prevent repeat issues
- Identify patterns across payments + notices and propose improvements that reduce risk, shorten resolution times, and improve partner experience

## Requirements
- 4-6+ years in payroll/tax operations
- Demonstrated expertise in payroll tax operations/compliance (filings/remittances, notice resolution, corrections/amendments, reconciliations)
- Startup or high-growth company background
- Strong judgment and escalation instincts
- Track record of process improvement
- Startup instincts: writes the runbook before one exists, creates lightweight controls/visibility, turns recurring issues into scalable fixes
- AI-forward mindset: uses AI tools to move faster while validating for correctness in regulated work
- Strong communication skills

## Nice to Haves
- Fintech or payroll platform experience (embedded payroll, payments, or compliance tooling)

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