Senior AI Engineer for Operations - Remote

About the Role

We're looking for a Senior AI Engineer for Operations to join our team remotely. In this role, you'll be responsible for architecting, building, and refining intelligent systems that power Checkr’s AI-driven operations. You'll be the technical expert, designing integrations, workflows, and data structures that enable AI Agents and automation to operate reliably at scale.

What You’ll Own

• AI Agent Integration & Automation Architecture: Design and own the integration architecture that enables AI Agents to operate safely and reliably across Checkr systems and third-party platforms.
• Build production-grade API integrations with secure authentication flows, webhook and event-driven patterns, and robust automation workflows that coordinate actions across tools like Zendesk and Salesforce.
• Ensure AI-driven operations are resilient through strong error handling, retries, observability, and fallback mechanisms.
• Proactively identify integration gaps, system bottlenecks, and failure modes, leading the technical solutions that improve reliability and scale.

Systems Engineering & Data Foundations

• Build and maintain the technical foundations that power AI-driven workflows, including structured data pipelines and normalized schemas.
• Write high-quality JavaScript and SQL to support automation logic, internal tooling, and operational insights.
• Establish engineering standards for workflow design, code quality, and system observability.
• Communicate architecture clearly through documentation and diagrams, serving as a technical authority across teams.

AI Quality, Safety & Guardrails

• Implement guardrails, validation rules, and safety checks to ensure AI Agents act responsibly and accurately in production.
• Evaluate model output quality and continuously refine prompts, transformations, and logic to improve consistency and reliability.

What You Bring

• 5-7+ years in systems engineering, automation platforms, integration architecture, or AI-enabled operations.
• Experience in API design, OAuth/token-based authentication, webhooks, and event-driven systems.
• Proven experience building reliable automation workflows with observability, retries, and failure handling.
• JavaScript and/or Python experience for backend logic, scripting, and internal tooling.
• Solid SQL experience for data transformation, validation, and operational analytics.
• 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.
• Familiarity with integrating with CRM and support systems (e.g., Salesforce, Zendesk).

Nice-to-Have Experience

• Direct experience with Tray.io / Make / Zapier / UiPath.
• Programming experience in Python.

What You’ll Get

• 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.
• Flexible PTO policy.