Checkr is looking for a Staff Operations AI Engineer to architect, build, and refine the intelligent systems that power Checkr’s AI-driven operations. The role will involve designing integrations, workflows, and data structures that enable AI Agents and automation to operate reliably at scale.
Requirements
- 7+ years in systems engineering, automation platforms, integration architecture, or AI-enabled operations
- Deep expertise in API design, OAuth/token-based authentication, webhooks, and event-driven systems
- Proven experience building reliable automation workflows with observability, retries, and failure handling
- Strong JavaScript and/or Python expertise for backend logic, scripting, and internal tooling
- Solid SQL experience for data transformation, validation, and operational analytics (Snowflake a plus)
- Advanced comfort with JSON, schemas, and data normalization for LLM and automation use cases
- Hands-on experience running LLM-powered agents or automations in production, including guardrails and output validation
- Formal experience in prompt engineering frameworks
- Familiarity with integrating with CRM and support systems (e.g., Salesforce, Zendesk)
- Track record designing end-to-end integration architectures across multiple platforms
- Ability to translate complex operational needs into scalable, maintainable technical systems
- Experience in anticipating API changes, schema drift, and downstream impacts in production environments
- Systems thinker who understands how data, automation, and AI interact across the stack
- Strong sense of ownership and commitment to building reliable, testable, observable systems
- High bar for engineering rigor, with sound judgment around AI safety, governance, and compliance
- Clear communicator who collaborates effectively across technical and non-technical partners
- Role model of Checkr’s values; mentors others and contributes to a healthy, inclusive team culture
Benefits
- A fast-paced and collaborative environment
- Learning and development allowance
- Competitive cash and equity compensation, and opportunity for advancement
- 100% medical, dental, and vision coverage
- Up to $25K reimbursement for fertility, adoption, and parental planning services
- Flexible PTO policy
- Monthly wellness stipend
