Tax & Payroll Operations Lead

🔥 2 hours ago

🏄 California, New York – Remote

🏄 California – Remote 🗽 New York – Remote

💵 $102k - $137.5k / year

⏰ Full Time

🟠 Senior

🧾 Payroll

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Check

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2019

💳 Fintech

☁️ SaaS

🔌 API

💰 $75M Series C - Check on 2022-02

Fintech • SaaS • API

Check is a payroll infrastructure company that provides embedded payroll APIs and SaaS tools for platforms and businesses. It supplies the technology, operations, and support to build and scale payroll products — including money movement, tax calculation and filing, real-time payments, benefits and 401(k) integrations, workers’ compensation, fraud protection, and developer tools like an MCP and CLI. Check targets platforms from startups to public companies and advertises that it processes billions annually and serves large numbers of businesses and employees.

📋 Description

• Own filing payment operations end-to-end within your scope (e.g., assigned jurisdictions) • Diagnose and resolve complex tax notices • Drive complex corrections and reconciliations • Partner with R&D / Product and cross-functional ops teams to inform system behavior • Identify patterns across payments + notices and propose improvements

🎯 Requirements

• 4-6+ years in payroll/tax operations • Demonstrated expertise in payroll tax operations/compliance • Comfort owning tax decisions/tradeoffs • Startup or high-growth company background • Strong judgment and escalation instincts • Track record of process improvement • Startup instincts in practice • AI-forward mindset • Strong communication skills • A genuine learner • Fintech or payroll platform experience is a plus.

🏖️ Benefits

• Flexible PTO and sick leave • Generous paid parental leave for all new parents • Flexible return-to-work • 401k retirement plan • $100 monthly stipend for home internet and mobile phone expenses • High-quality medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on your first day of work.