Tax & Compliance Operations Specialist

Summary

Join Check's Tax Operations team and contribute to operational excellence by executing and optimizing critical tax functions. As a Tax Operations Specialist, you will balance tax accounts, manage corrections and amendments, support tax compliance, and streamline internal workflows. You will ensure tax compliance, manage corrections and amendments, balance tax accounts, assist in resolving complex tax escalations, and identify opportunities to simplify and optimize tax operations. This role requires strong problem-solving, organizational, and communication skills, along with experience in tax operations, compliance, or payroll. Check offers a comprehensive benefits package including medical, dental, vision, disability, life insurance, stock options, flexible PTO, parental leave, 401k, and a monthly stipend.

Requirements

• 3–5 years of experience in tax operations, compliance, payroll, or related functions, with strong knowledge of tax filing and remittance processes
• Experience handling corrections, amendments, and account reconciliations in a payroll or tax context
• Familiarity with compliance requirements and best practices in a regulated operational environment
• Demonstrated ability to identify process improvements and implement operational solutions at scale
• Strong problem-solving, organizational, and communication skills
• Comfort working cross-functionally to support product and partner outcomes
• A partner-first mindset with a strong focus on quality, efficiency, and service

Responsibilities

• Ensure tax compliance by executing accurate filings and remittances and proactively updating filing specifications and systems in response to regulatory changes
• Manage corrections and amend tax returns as needed, working within established workflows and partnering across teams to resolve discrepancies
• Balance tax accounts and reconcile discrepancies to support accurate and timely tax reporting
• Assist in resolving complex tax escalations through root cause analysis and cross-functional collaboration
• Identify opportunities to simplify and optimize tax operations, proposing process improvements and leveraging data for continuous refinement
• Partner closely with Payroll Operations, R&D, and Revenue teams to streamline tax workflows and contribute to initiatives that enhance compliance and partner satisfaction

Benefits

• For full-time employees, Check offers company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on their first day of work
• We also provide stock options, flexible PTO and sick leave, 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