Tax Quality Lead

Check

. Improve Check’s on-time filing rate, tax form accuracy, and notice rate .

Posted 11/11/2026full-timeRemote • United StatesSenior💰 $141,100 - $155,200 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in payroll tax filings, process improvement, and automation, with a strong ability to collaborate with Engineering and Product teams. Proficient in using AI and data analysis to enhance tax configurations and filing accuracy.

Highest-signal resume keywords

Payroll Tax FilingsProcess ImprovementCollaboration With EngineeringData AnalysisAI Implementation

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Tax ConfigurationFiling AccuracyAutomationResearch Agency RequirementsValidation ToolingDiscrepancy InvestigationForm-Building ToolsNative Tax Calculation Systems

Soft Skills

Clear CommunicationProblem-SolvingTeam CollaborationIndependent Learning

Tools & Technologies

AI ToolsTax Filing Systems

Industry Keywords

B2B FintechPaymentsRegulated DomainTechnical Complexity

About the role

Key responsibilities & impact

Improve Check’s on-time filing rate, tax form accuracy, and notice rate
Strengthen the organization, documentation, and sharing of research across teams
Research agency requirements and translate them into internal and external guidance
Identify opportunities to automate recurring work, eliminate manual processes, and improve team tools
Build new tax configurations and test them for accuracy before going live
Validate filing results on an ongoing basis to identify issues early
Investigate discrepancies to root cause and implement lasting solutions
Communicate requirements clearly and actionably to Engineering and Product
Partner with Engineering and Product to improve processes with AI and tooling
Take on larger initiatives to expand tax engine capabilities and improve validation tooling

Requirements

What you’ll need

6+ years working on payroll tax filings, notices, amendments, agency interactions, or tax configuration
Track record of improving processes and measuring results
Experience partnering with Engineering and Product teams
Ability to learn new systems independently
Practical experience using AI in work, or clear interest and plan to begin
Comfort working with data to identify patterns and confirm improvements
Experience with native tax calculation and filing systems or form-building tools (nice to have)
Experience in B2B fintech, payments, or another regulated or technically complex domain (nice to have)
Must be eligible to work in the United States
Must not require work authorization sponsorship now or in the future

Benefits

Comp & perks

Offers equity
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
Medical, dental, vision, short-term/long-term disability, and basic life insurance coverage effective on the first day of work
Team offsites, events, hackathons, and annual 3-day company retreat
Meals on Tuesdays and Thursdays for in-office and hybrid employees
Regular happy hours, game nights, and other in-person events for in-office and hybrid employees