Service Delivery Specialist

Service Delivery Specialist

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 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 Work

Our Operations team is scaling fast to meet the growing needs of our partners and product. As a Service Delivery Specialist, you'll be essential to how we run at the problem, protect partner trust, and deliver exceptional service at scale. You'll work across Operations, Engineering, Product, and Support to stabilize high-impact workflows, resolve complex issues across payroll, tax, compliance, and money movement, and shape how we deliver service as we grow.

If you're energized by solving messy problems, thinking big while working small, and turning complexity into clarity, this is your role.

In this role, you will:

• Jump in quickly to triage and resolve complex partner escalations across payroll, tax, compliance, and money movement, bringing clarity to ambiguity and acting as a trusted subject matter expert.
• Monitor partner Slack channels and respond with urgency, ownership, and a bias for clarity and resolution.
• Step in to directly support early-stage (quickstart) partners, enabling the broader team to stay focused on our highest-impact relationships.
• Dig into trends across escalations to uncover root causes, connect the dots, and recommend high-leverage improvements across product, process, and service delivery.
• Drive visibility and accountability by surfacing key themes, metrics, and risks to leadership, turning signals from the field into actionable priorities that reduce partner friction and improve how we operate.
• Partner cross-functionally with Ops, Product, and Engineering to close loops on edge cases, streamline workflows, and simplify for scale.
• Take ownership of internal and partner-facing documentation, ensuring materials stay up to date, easy to follow, and aligned with evolving processes and regulations.

Tools for the job

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

• 5+ years in operations, service delivery, customer success, or support, ideally in fintech, compliance, or payroll.
• Direct experience with tax, compliance, or payroll operations, especially in partner-facing or high-volume environments.
• Proven ability to operate with urgency and ownership in high-complexity, fast-moving environments.
• Strategic problem-solver who's equally comfortable rolling up their sleeves and stepping back to improve the system.
• Strong communicator across technical and non-technical audiences, especially in ambiguous or high-pressure moments.
• Passion for improving systems at the root and delivering high-quality, reliable service.
• Experience using structured data to identify trends and drive improvements.
• Familiarity with tools like Slack, Notion, and Zendesk.

We build best when we come together on level ground.

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 embrace remote work, we believe time together in person is where we do our best work. 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 attend our annual 3-day company retreat in the fall.

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 actual annual salary for this role depends on each candidate's experience, qualifications, and location of work. 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 $180,000 and $198,000.
• The expected range for all other locations is between $153,000 and $168,300.

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.