Tax Support Specialist

About the role

As a Tax Support Specialist at Check, you will own a defined set of federal, state, and local tax agencies end-to-end, including notice resolution, correspondence, corrections, and ongoing compliance across your portfolio. You will be the direct point of contact with agencies, handling phone calls, navigating agency processes, and ensuring issues are fully resolved. You will communicate directly with partners about their notices or tax accounts, translating complex agency interactions into clear, honest updates. You will manage a queue of tax issues across your agencies, balancing urgency and complexity without losing track of what's open. You will recognize patterns in your portfolio that indicate larger systemic issues and bring those signals to the right people.

Responsibilities

• Own a defined set of federal, state, and local tax agencies end-to-end
• Pick up the phone and navigate agency processes to resolve issues
• Communicate directly with partners about their notices or tax accounts
• Manage a queue of tax issues across your agencies, balancing urgency and complexity
• Surf discrepancies in tax accounts and drive resolution
• Bring patterns in your portfolio to the attention of the right people

Requirements

• 3–5 years of experience in payroll tax, tax operations, compliance, or notice resolution
• Meaningful exposure to both agency communication and operational/filing work
• Genuine comfort on the phone with tax agencies and in writing to partners
• Ability to research and navigate unfamiliar federal, state, and local agencies
• Organized and methodical, able to carry a portfolio of open issues across multiple agencies
• Solve first, escalate thoughtfully, and own outcomes through to completion
• A curiosity for the edge cases; unfamiliar notice types feel like puzzles, not blockers

Qualifications

• Experience with federal (IRS/SSA), state, and local agencies
• Comfortable with phone calls and written communication with tax agencies and partners
• Ability to organize and manage a portfolio of open issues across multiple agencies
• Curiosity for edge cases and the ability to solve problems creatively

Skills

• Strong communication skills
• Attention to detail
• Problem-solving abilities
• Ability to handle multiple tasks simultaneously

Benefits

• Remote, hybrid, or in-office options
• Regular team offsites, events, and hackathons
• Annual 3-day company retreat
• Flexible work schedule
• Competitive compensation and benefits package

Pay

Compensation is commensurate with experience.

Schedule

Work is remote, hybrid, or in-office based in New York City or San Francisco.