Payroll Solutions Specialist — Remote & High-Impact

Check; United States; Remote; USD 70,000 - 110,000; Full time

Job summary

Check is transforming payroll with embedded payroll, offering remote, hybrid, or office-based opportunities across the US. As a Service Delivery Specialist on the Operations team, you’ll triage escalations, resolve complex partner issues, and collaborate with product and engineering to scale service delivery while protecting partner trust.

You’ll analyze trends in escalations, propose process improvements, and maintain up-to-date partner documentation to ensure consistent, high-quality service

Qualifications

• 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.

Responsibilities

• 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.

Skills

5+ years experience

B2B SaaS

Urgency & ownership

Strategic problem-solver

Strong communicator

Systems improvement

Structured data analysis

Slack / Notion / Zendesk

Tools

Slack

Claude Cowork

Notion

Zendesk

Job description

Check is transforming payroll with embedded payroll, offering remote, hybrid, or office-based opportunities across the US. As a Service Delivery Specialist on the Operations team, you’ll triage escalations, resolve complex partner issues, and collaborate with product and engineering to scale service delivery while protecting partner trust.

You’ll analyze trends in escalations, propose process improvements, and maintain up-to-date partner documentation to ensure consistent, high-quality service