People Operations Associate

About Check

Payroll is broken. It's still running on decades-old infrastructure. We're rebuilding it.

We don't run payroll ourselves — we power the businesses that do. As the inventors of embedded payroll, we're redefining how people get paid and making it easier for those businesses to launch, grow, and thrive.

On our team, you'll use creative problem-solving, critical thinking, and grit to simplify the complexity of payroll for thousands of employers of every size, across all industries. We ignore conventional role boundaries in favor of the unique strengths and values each builder brings to our mission: make paying people simple. Check out our origin story!

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses. See how it works for our partners.

The team and role

At Check, our people are our most valuable asset. The People Team’s mission is to ensure we have the talent and capacity to deliver on our top priorities, and that every new hire thrives. We foster connection and fulfillment across our distributed team, and build the frameworks and systems that enable them to do great work.

We're evolving to support the next phase of Check. As People Operations Associate you’ll be a key part of our reinvention of the candidate and employee experience. You’ll work across talent acquisition and people operations as a crucial executional resource, and a force multiplier for both. You'll contribute to core workflows in recruiting coordination, onboarding, SF office management, culture and experience, and people ops administration. This role demands a real doer with an eye for detail and a bias toward action. You'll report to the Head of People and partner closely with the Lead Recruiter and Sr. People Ops Partner in your day-to-day.

In this role, you will:

• Anchor the SF office as we build up our Bay Area presence. Organize team lunches, IRL events, and the physical space itself: snacks, supplies, vendors, enhancements, and equipment. If/when we outgrow our current space, you’ll own the office move.

• Drive candidate scheduling and communication across all interview loops and stages in Ashby. You may run initial candidate calls on select searches, alongside the Lead Recruiter.

• Lead the candidate-to-new-hire transition. You’ll manage offer letter signatures, background checks, equipment provisioning, systems access, first-day plans, new hire surprise and delight moments.

• Support key HR processes. You’ll help our core People programs run smoothly - you’ll maintain HRIS data hygiene, support audit prep, process review cycle comp changes, and back up the Sr. People Ops Partner on payroll and benefits administration.

• Organize events and cultural touchpoints across Check. In the SF office you’ll be the lead on in-person social gatherings, and serve as a resource for leaders bringing their teams together in the city. Across the company, you’ll support the Sr. People Ops Partner on planning for our annual company retreat (Chexico) and design virtual experiences for our remote team.

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

• 3+ years of experience with recruiting coordination (scheduling, ATS management, candidate communication) and/or people operations (payroll/benefits, HRIS administration, office management).

• Demonstrated success executing critical workflows at scale, with precision and meticulousness, especially time-sensitive processes like onboarding and offboarding.

• Real event planning muscle - you design thoughtful virtual and in-person experiences that have flavor and flare.

• AI adopter mindset, with AI tools already integrated into your daily workflows.

• Excited to be the face of Check’s SF office, working at least 2 days/week in-office plus additional days as needed. Our core office days are Tuesday and Thursday.

• Familiarity with our People Team tech stack: Ashby, Eddy, Slack, Notion, Google Workspace, and Claude Cowork.

Bonus points if you have:

• Startup experience, ideally in fintech

• Direct experience with payroll processing, comp administration, or benefits workflows

• Experience standing up a new office space or coordinating an office move

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.

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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.