The roleOur 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.
- Deliver high-touch service to a concentrated portfolio of Check's largest partners.
- 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 jobMany backgrounds could fit this role, but ideal candidates will have some or all of the following:
- 5+ years in operations, service delivery, support or closely related role, including direct experience with payroll and/or tax operations.
- Experience in a B2B SaaS or Fintech organization.
- 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, Claude Cowork, Notion, and Zendesk.
Travel & Office PolicyThe 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.
