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Check is rebuilding payroll infrastructure by powering businesses that run payroll at scale. As the inventors of embedded payroll, Check enables partners to launch, grow, and thrive by simplifying how people get paid and taxes are filed.
The Payroll Support team owns the investigation and resolution of complex historical payroll issues—work that often spans multiple payrolls, quarters, tax jurisdictions, payments, and filings. When payroll data is wrong, the impact cascades, and fixing it requires deep expertise and careful coordination.
As Payroll Support Manager, you will lead the team of payroll operations specialists responsible for this work. This is a people and operations leadership role focused on creating the environment and operating structure that allows your team to apply their expertise effectively.
You will own the team's day-to-day operating rhythm: priorities, queue health, resource allocation, standups, escalation paths, and SLA performance. You'll manage and develop experienced payroll operations specialists through coaching, feedback, performance management, and career development. You'll create visibility into team performance, surface risks and bottlenecks before they escalate, and partner with a senior subject-matter expert to turn technical expertise into repeatable processes and documentation.
You'll handle complex operational escalations, coordinate cross-functional partners when deeper expertise is needed, and work closely with leaders across Support, Filing, Tax Operations, Product, and R&D on boundary-spanning issues. You'll serve as a thought partner to the head of the department on team strategy, staffing, performance, and operational decisions.
You don't need to arrive as a payroll corrections expert, but you must be comfortable leading highly specialized people, learning a complicated domain quickly, and knowing when to dive into details versus when to bring in the right expert.
REQUIREMENTS:
- 4–6+ years in operations, technical support, support operations, client service, or similarly execution-heavy environments
- Meaningful people management experience: direct team management, performance coaching, and clear standards for outcomes and execution
- Strong operational judgment: ability to weigh competing priorities, limited capacity, SLAs, customer impact, and risk to make clear decisions
- Track record of formal people management: hiring, managing team growth, organizing people around team metrics
- Strong communication skills: translating between team-level detail and leadership-level framing for different audiences
- Genuine learner: comfortable getting fluent in a niche domain on the job and managing people who may initially know more about the technical subject matter
- Bias toward building durable systems: instinct to improve processes rather than solve the same problem repeatedly
- Startup or high-growth company background
NICE TO HAVE:
- Familiarity with payroll or payroll tax
- Experience in fintech, payments, financial operations, or other regulated or technically complex domains
