Tax & Compliance Operations Lead
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.
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)
Strategic Finance Associate, Strategic Planning
Senior Associate supporting G&A functions, long-range planning, and strategic initiatives at a fast-growing fintech. Requires 4+ years finance experience and strong modeling skills.
Finance & Strategy Manager
Strategic Finance Manager partnering with Product, FinOps, Data Science, and Legal to drive planning, forecasting, and investment decisions across Square Payments and Block Strategic Partnerships. Requires 5+ years in IB, PE, consulting, or corporate finance plus strong modeling and stakeholder influence skills.
Senior Payroll Analyst
Owns multi-state US and Canadian payroll execution, tax compliance, and process improvements using ADP Workforce Now and Workday. Partners with HR and Finance on payroll changes and supports audits in a high-growth tech environment.