Payroll Support Specialist

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.