check-technologies - Payroll Tax Operations Manager
Upload My Resume
Drop here or click to browse · Tap to choose · PDF, DOCX, DOC, RTF, TXT
Requirements
• 7+ years leading operations or compliance teams in technology, fintech, or a rapidly scaling startup—payroll or tax experience is a strong plus. You've built systems and teams, not just managed steady-state operations • Familiarity with multi-jurisdiction payroll tax filing—federal, state, and local, including refiles, amendments, and notice resolution—is a strong plus; deep expertise is welcome but not required • Demonstrated ability to lead both FTEs and contractors in a fast-moving, high-volume operational environment • A track record of driving process improvement and building scalable operations—you're energized by ambiguity, comfortable operating without a playbook, and at your best when building in a fast-moving, rapidly changing environment rather than maintaining the status quo • Strong judgment in escalation handling: you know when to roll up your sleeves and when to delegate • Experience with payroll platforms or tax software; comfort with technical tooling and data is a plus • Curiosity about and comfort using AI tools to improve workflows, identify patterns, and drive operational efficiency • WE BUILD BEST WHEN WE COME TOGETHER ON LEVEL GROUND. • Travel and Office Policy • The Check team is distributed across the US, and we have offices in New York City and San Francisco. While we embrace remote work, we believe time together in person is where we do our best work. We offer ample opportunities and encourage employees to attend team off-sites, events, and hackathons a couple of times a year! We expect all employees to attend our annual 3-day company retreat in the fall. • For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays, and the team hosts regular happy hours, game nights, etc.
Responsibilities
• Build and lead a high-performing team of tax professionals (FTEs and contractors)—owning team outcomes, setting clear accountability standards, and developing talent through coaching, performance management, and strategic capacity planning • Set and enforce a high quality bar across all tax operations—accuracy, timeliness, and thoroughness are non-negotiable, and you hold the team to that standard • Own the partner experience for tax operations: filings, notices, and escalations handled with urgency and transparency, with every interaction reflecting the standard Check's partners expect • Drive process improvements to increase accuracy, efficiency, and scalability across tax operations—actively leveraging AI tools across all aspects of the work, from research and analysis to drafting, decision-making, and beyond • Partner cross-functionally with Engineering, Product, and Revenue teams to surface and resolve systemic issues • Own accountability for end-to-end tax operations across jurisdictions—including batch filings, refiles, amendments, tax preparation, and notice management and resolution • Act as the primary escalation point for complex or high-risk tax issues, applying deep expertise to resolve edge cases and minimize risk exposure • Balance strategic leadership with hands-on execution—stepping in directly where needed while ensuring the team operates effectively at scale
Benefits
• For full-time employees, Check offers stock options, flexible PTO and sick leave, up to 16 weeks of fully paid parental leave for all new parents, flexible return-to-work, 9 annual holidays, a 401k retirement plan, and a $100 monthly stipend for home internet and mobile phone expenses. We also provide high-quality medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on your first day of work. • At Check, transparency and fairness in compensation are our top priorities: our compensation bands are visible to all employees across all roles. The actual annual salary for this role is dependent on each candidate's experience, qualifications, and work location: • The expected range in San Francisco, NYC, LA, and Seattle is between $165,000 and $181,500. • The expected range for all other locations is between $140,500 and $154,550. • We accept applications on an ongoing basis with no specified deadline. • Travel and Office Policy • This role can be remote, hybrid, or based in one of our offices in New York City or San Francisco. The Check team is distributed across the US and we have offices in New York City and San Francisco. While we welcome remote work, personal time is valuable and important. We offer ample opportunities and encourage employees to attend team offsites, events, and hackathons a couple of times a year! All employees must be willing to attend our annual 3-day company offsite in the spring. • For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays and the team hosts regular happy hours, game nights, etc.
Similar Jobs
No credit card. Takes 10 seconds.