Tax Support Associate

The Work

At Check, we make paying and filing taxes seamless, enabling our partners to build best-in-class payroll businesses. As a Tax Support Associate, you own a portfolio of tax agencies from end to end — meaning you're the person who knows them, handles what comes in from them, communicates on their behalf to partners, and gets resolution across the finish line.

This role will own end-to-end tax workflows. When a tax notice is received, a filing needs completed, or a partner has a tax question they can't untangle, it ends with you. You build fluency with your agencies, their quirks, their timelines, their preferred escalation paths and use that knowledge to drive fast, accurate outcomes for the partners who depend on us.

In this role, you will:

• Own tax notice issues end-to-end across any federal, state, or local agency
• Communicate directly with partners about what's happening with their notices or tax accounts — translating complex agency interactions into clear, honest updates
• Be the direct point of contact with agencies: be it contact through the agency portal, email, or picking up the phone to call an agency
• Recognize when patterns across notices that may point to a larger systemic issue and bring that signal to the right people

Tools for the Job

The ideal candidate will have:

• 2-4 years of experience in payroll tax, tax operations, compliance, or notice resolution — with meaningful exposure to both agency communication and operational/filing work
• Genuine comfort on the phone with tax agencies and in writing to partners — you're clear, professional, and don't over-promise
• Experience with federal (IRS/SSA), state, and local agencies; ability to research and navigate unfamiliar ones when they come up
• Organized and methodical — you can carry a portfolio of open issues across multiple agencies without things slipping
• You solve first, escalate thoughtfully, and own outcomes through to completion
• A curiosity for the edge cases; unfamiliar notice types feel like puzzles, not blockers

Travel & Office Policy

The Check team is distributed across the US. Roles can be remote, hybrid, or based in one of our offices in New York City or San Francisco. We offer ample opportunities and encourage employees to attend team offsites, events, and hackathons throughout year. All Checketeers gather in the spring for our annual 3-day company retreat.

For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays and there are regular happy hours, game nights, and other in-person events.

Remote work at Check requires the ability to perform all responsibilities without distraction or disruption, while maintaining quality, effective communication, and productivity.