Jobs at Checkbox

Lead data strategy and architecture for AI-native SaaS, building secure, tenant-isolated context and retrieval layers, data platform, integrations and eventing. Define data contracts, models, and observability; make buy-vs-build decisions; mentor and grow a small Data team; partner with Product, Engineering, AI and Platform to enable reliable agentic AI features and compliant data access.

The Product Manager will oversee AI-driven product experiences for legal workflows, collaborating with cross-functional teams to enhance user interactions with AI technologies, ensuring intuitive and trustworthy solutions.

The Senior Software Engineer will build AI-powered user experiences, develop frontend and backend services, and integrate AI capabilities into legal workflows, while mentoring engineers and ensuring strong engineering standards.

Design, architect and implement high-performance, scalable backend services in Golang. Build and maintain event-driven systems supporting AI-first, agentic workflows. Contribute via design and code reviews, champion best practices, and ensure a production-ready, performant codebase.

Lead discovery, user research, and end-to-end UX/UI design for an AI-powered legal service management platform. Design scalable product capabilities and systems, create prototypes and flows, maintain a design system, collaborate with Product and Engineering, and advocate for AI-driven features and design principles.