Payroll Support Specialist

Building at Check

At Check, we make paying people simple. In doing that, we’re not just building our own business— we’re building payroll businesses together with every one of our partners. As the inventors of embedded payroll, we’re redefining how people get paid and making it easier for payroll businesses to launch, grow, and thrive. Check out the full story | Tune in.

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses.

Our Team

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 view problems to solve and jobs to be done as opportunities to contribute to the solution; we ignore conventional role boundaries in favor of the unique strengths and value each builder brings to our team and to our mission.

Join us if you’re ready to roll up your sleeves and redefine payroll. Let’s simplify the complex, make a real impact, and create a better future for businesses of every size.

At Check, the Support function's goal is to deliver exceptional service, and we do this by developing professional relationships with partners and their customers in a way that earns their respect and trust. The Support team is responsible for providing top-tier proactive and reactive communication and account management, which includes responding to inbound ticket requests for support from both partners and their end-user employers. In this role you will leverage your deep payroll and tax knowledge to navigate complex support scenarios, deliver accurate solutions, and build lasting relationships through exceptional service. It is the responsibility of the Payroll Support Specialist to work across the teams at Check to ensure a high level of service for all of our partners.

What you’ll do:

• Keep the queue flowing. You’ll tackle a high number of support requests (mostly via email-like tickets) with speed and precision, always meeting or exceeding SLAs.
• Solve hard problems. You’ll dive deep into payroll and tax questions, ensuring accuracy, compliance, and clarity every step of the way.
• Be a source of calm and confidence. Whether it’s your 10th ticket of the day or your 110th, you’ll build trust by bringing empathy, ownership, and transparency to every interaction.
• Know when to pick up the phone. Most of our work is done through written communication, but some problems need a human voice—you’ll build rapport and resolve complex issues in real time when it matters most.
• Escalate wisely. You’ll know when to loop in a teammate, when to escalate, and when to pick up the phone to solve something live.
• Collaborate across teams. Whether you're triaging a bug to Engineering or assisting the Tax team at quarter-end, you’ll be a critical connector inside the company, facilitating communication and cooperation in all directions.
• Deliver service that feels personal. Not just professional, but memorable—you're here to make people feel heard, helped, and valued.

Many backgrounds could fit this role, but ideal candidates will have some or all of the following:

• Have 4+ years in client or partner-facing role
• Have 2+ years of experience in payroll
• Are located in or willing to work Pacific Time Zone hours (8:30 AM – 5:30 PM PT)
• Have a deep passion for solving customer problems
• Thrive in high-volume, fast-paced environments—you’re organized, nimble, and decisive
• Have an eagle eye for details, especially when moving quickly
• Communicate clearly and kindly—over email, phone, or chat
• Comfort with ticketing systems and tracking work (ie Salesforce, ZenDesk, etc)
• Willingness and interest in attending our annual 3 day company offsite in the spring

Travel and Office Policy

The Check team is distributed across the US and we have offices in New York City and San Francisco. While we welcome remote work, we believe time together in person is valuable and important. We offer ample opportunities and encourage employees to attend team offsites, events, and hackathons a couple of times a year! We expect all employees to be willing to attend our annual 3-day company offsite in May.  

For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays and the team hosts regular happy hours, game nights, etc. 

What we offer:

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.

• The expected range in San Francisco, NYC, LA, and Seattle is between $75,000 and $82,500. 
• The expected range for all other locations is between $63,750 and $70,125.

We accept applications on an ongoing basis with no specified deadline.

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, consistent with applicable federal, state and local law. 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.