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.

The Support team keeps payroll running smoothly for thousands of businesses and millions of workers, by supporting the platforms that build payroll products on top of Check’s infrastructure. When questions arise or something doesn’t behave as expected, our team investigates what happened, explains it clearly, and drives toward a solution.

This role sits at the intersection of payroll expertise and technical product knowledge, and the work is fast-moving and highly investigative. A typical day involves deconstructing complex payroll scenarios, digging into root cause analysis, partnering with internal teams to identify solutions, and communicating with partners whose experience with payroll may range from “seasoned professional” to “just getting started”. You’ll develop deep expertise in Check’s platform and the broader payroll ecosystem while building trusted, long-term relationships with the partner teams you support.

Support also sits at the center of the company. The team works closely with Engineering, Product, Tax, and Risk to troubleshoot issues, surface product insights, and improve the platform. If you enjoy solving layered, high-impact problems, translating technical concepts into clear and actionable explanations, and seeing the direct impact of your work on partners, this role may be for you. Being part of the Support team offers a rare window into how payroll infrastructure operates at scale. It rewards people who enjoy focused problem-solving, have strong attention to detail, and find satisfaction in untangling complex operational puzzles, while becoming a trusted partner to the teams they work with every day.

In this role, you will:

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.
Investigate complex payroll problems. You’ll dive deep into payroll and tax questions, breaking the issues down and tracing root causes through our systems to ensure ongoing accuracy, compliance, and clarity every step of the way.
Collaborate across the company to resolve issues. You’ll be a critical connector within Check, partnering across Engineering, Product, Tax, and Risk to troubleshoot problems, escalate bugs, and drive solutions that unblock partners quickly.
Surface patterns and improve the system. Your work will be critical in identifying recurring partner questions and operational friction points, and surfacing insights that help us improve our documentation, workflows, and product behaviors.
Be a source of calm and confidence. Whether you’re working with experienced payroll professionals or teams who are brand new to the industry, you’ll build trust by bringing empathy, ownership, and transparency to every interaction and explaining technical or operational issues in ways they understand.
Jump on a call when it moves things forward. 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 thoughtfully. You’ll exercise careful judgment about how and when to pull others in on a problem or escalate upward, and you’ll ensure everyone has clear context so they can quickly understand the problem and help identify a path to resolution.
Deliver service that feels personal. You’ll build lasting relationships with our partners by developing a deep understanding of their platforms and the businesses they serve. You’ll establish yourself as a reliable and trusted resource by making people feel heard, helped, and valued.

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

4+ years in client or partner-facing role, supporting technical products
2+ years working at a payroll provider or platform, with a strong understanding of payroll workflows, tax concepts, and compliance fundamentals
Experience working in high-volume support or operations environments where the right balance of speed and precision really matters
Strong investigative instincts and a deep sense of ownership over ambiguous problems
An eagle eye for detail, maintaining accuracy even when moving quickly
Comfort collaborating across technical, operational, and administrative teams to solve partner problems and enable new business capabilities
Clear and kind communication style across email, chat, and phone
Fluency with ticketing and case management systems, preferably ZenDesk
Willingness and availability to attend our annual 3 day company offsite each spring
Preference given to candidates in Mountain or Pacific time zones

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 throughout the year! We expect all team members to attend our annual 3-day company offsite each spring.

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, up to 16 weeks of fully paid parental leave for 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 actual annual salary for this role depends on each candidate’s experience, qualifications and work location. Most new hires are placed near the midpoint of this range to ensure fairness with our existing team’s compensation:

The expected range in San Francisco, NYC, LA, and Seattle is between $77,000 and $87,000.
The expected range for all other locations is between $65,500 and $75,500.

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

Travel and Office Policy

This role can be remote, hybrid, or based in one of our offices in New York City or San Francisco. The Check team is distributed across the US! While we welcome remote work, personal time is valuable and important. We offer ample opportunities and encourage employees to attend team offsites, events, and hackathons a couple of times a year! All employees must be willing to attend our annual 3-day company offsite in the spring.

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.

Remote work at Check requires the ability to perform all 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.

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