Staff Operations AI Engineer

<div class="content-intro"><p><span style="font-weight: 400;"><strong>About Checkr<br></strong></span>Checkr is building the data platform to power safe and fair decisions. Over 140,000 companies and millions of people rely on Checkr for AI verification in the moments that matter most: getting a new job, a new place to live, a car ride, childcare, even a date. Customers include Uber, Pennymac, Airbnb, Doordash, and Anthropic.<br><br>We’re a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on <a href="https://www.forbes.com/lists/cloud100/" target="_blank">Forbes Cloud 100 2025 List</a> and is a Y Combinator 2024 <a href="https://www.ycombinator.com/blog/yc-top-companies-2024">Breakthrough Company</a>.</p></div><h3><strong>About the Role</strong></h3> <p>We're looking for a Staff Operations AI Engineer who will architect, build, and refine the intelligent systems that power Checkr’s AI-driven operations. In this role, you'll be the technical expert responsible for designing the integrations, workflows, and data structures that enable AI Agents and automation to operate reliably at scale.</p> <p>You’ll work across system integration, workflow orchestration, application logic, data transformation, AI guardrails, and multi-platform automation—translating leadership’s strategic direction into high-quality technical execution. You’ll own complex, high-impact projects end-to-end, serve as a technical authority across teams, and develop robust systems that materially improve operational efficiency and AI performance.</p> <h3><strong>What You’ll Do</strong></h3> <p><strong>AI Agent Integration &amp; Automation Architecture</strong></p> <ul> <li>Design and own the integration architecture that enables AI Agents to operate safely and reliably across Checkr systems and third-party platforms.</li> <li>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, Salesforce, and internal services.</li> <li>Ensure AI-driven operations are resilient through strong error handling, retries, observability, and fallback mechanisms.</li> <li>Proactively identify integration gaps, system bottlenecks, and failure modes, and lead the technical solutions that improve reliability and scale.</li> </ul> <p><strong>Systems Engineering &amp; Data Foundations</strong></p> <ul> <li>Build and maintain the technical foundations that power AI-driven workflows, including structured data pipelines, normalized schemas, and predictable JSON inputs