Tax Support Specialist

About Check Payroll is broken. Come fix it alongside a team that’s as passionate as you are! At Check, you'll use creative problem-solving, critical thinking, and grit to impact every business we build.

We ignore conventional role boundaries in favor of the unique strengths and values each builder brings to our team, and our mission. We simplify the complex, make a real impact, and create a better future for businesses of every size. 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 Specialist, 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.

###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.

###responsibilities### without distraction or disruption, while maintaining quality, effective communication, and productivity. -- Check is proud to be an

###Equal Opportunity### employer. We do not discriminate based on race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, transgender status, sexual stereotypes, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

We also consider qualified applicants with criminal histories, provided they are consistent with applicable federal, state, and local laws. Check is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process. Check participates in E-Verify and will provide the federal government with Form I-9 information from all new employees to confirm that they are authorized to work in the U.

S. Check does not use E-Verify to pre-screen applicants.