Setup Operations Manager

Summary

Join Check and lead the Embedded Setup team, transitioning from service delivery to partner-owned employer onboarding. You will manage a team responsible for onboarding new employers through Check’s partners, focusing on high-quality service and a training-first, partner-enablement model. Define and execute partner enablement strategy, oversee daily setup operations, and collaborate with Product, Engineering, and Partner Success to improve processes and reduce manual work. This critical leadership role ensures partners scale efficiently, driving company growth. You will lead the team, develop transition strategies, design training programs, improve setup tooling, maintain SOPs, build partner relationships, analyze team performance, support team development, and contribute strategically to Check’s growth.

Requirements

• 5+ years of experience in implementation, operations, or related fields, with at least 2+ years in a people-management or team-lead role
• Deep knowledge of payroll complexity, including multi-EIN configurations, benefit taxability, retroactive pay, and data imports
• Experience building and delivering effective training and enablement programs to external partners or customers
• Strategic mindset, with the ability to define and execute a vision while managing day-to-day operations
• Technically fluency across a wide range of operational tools, and comfort learning and teaching new technologies like APIs, Flatfile, and native tooling
• Partner-first mindset, knowing when to support directly and when to empower others to succeed
• Excel at creating clear, high-quality documentation (SOPs, playbooks, training guides) that can scale
• Thrive in highly cross-functional environments and can partner effectively with Product, Engineering, and Customer Success
• Communicate clearly and persuasively, adapting your style to both internal teams and external partners

Responsibilities

• Lead the Embedded Setup team responsible for delivering employer setups via Check’s partners, ensuring accuracy, timeliness, and exceptional service
• Partner with cross-functional teams to develop and execute the transition strategy from Check-run setups to partner-owned implementations, with a strong focus on training and enablement
• Design and deliver scalable partner training programs, including live sessions, asynchronous resources, shadowing frameworks, and QA support
• Partner with cross-functional teams to improve setup tooling and automation (e.g., Flatfile integrations, External Payroll API, Console workflows)
• Define and maintain high-quality SOPs, playbooks, training guides, and repeatable migration templates
• Build strong relationships with partners, understanding their needs and tailoring enablement plans accordingly
• Analyze team performance and partner outcomes to identify opportunities for operational efficiency and continuous improvement
• Support hiring, onboarding, and development of Setup team members, fostering a culture of excellence, adaptability, and partner-centricity
• Act as a strategic voice in planning discussions to ensure Embedded Setup aligns with Check’s overall growth and product roadmap

Preferred Qualifications

Experience in payroll implementation or operations strongly preferred

Benefits

• 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