AI Conversation Designer

About Checkr 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, Amazon, and Anthropic. We’re a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company . About the team/role We are seeking a skilled and detail-oriented AI Conversation Designer to join our Service Design team. This role is central to managing and optimizing our conversational AI agents across multiple modalities, directly impacting customer experience and operational efficiency. The ideal candidate will have hands-on experience with conversational AI platforms, a strong understanding of conversation design principles, and the ability to analyze performance data to drive continuous improvement. This role requires someone who is curious, adaptable, and passionate about leveraging AI to deliver seamless, human-centered support experiences. What you’ll do Lead the development, optimization, and ongoing management of conversational AI agents across modalities, ensuring consistent performance and user experience. Own the end-to-end lifecycle of assigned AI agents, including prompt engineering, conversation design, testing, and deployment. Drive measurable improvements in agent performance through analysis of key performance indicators and conversation analytics. Partner with cross-functional teams to identify automation opportunities and implement solutions that reduce contact volume while maintaining service quality. Develop and maintain comprehensive documentation for AI agent workflows and processes. Monitor and troubleshoot AI agent behavior, diagnosing issues across conversation flows and escalating technic