Jobs at Checkbox

Own a portfolio of enterprise customers from onboarding through adoption, retention, renewal, and expansion. Build strategic relationships with legal, operations, and business stakeholders; guide workflow adoption; monitor account health; lead business reviews and complex issue resolution; identify growth opportunities; collect customer insights for product teams; and drive advocacy through success stories, reviews, and testimonials.

Lead application and infrastructure security, SIEM, vulnerability management and compliance (SOC 2, ISO 27001/17/18). Implement security tooling (SAST/DAST, IaC controls), own customer security responses, and build AI security guardrails. Work cross-functionally with product, engineering and customer teams to embed pragmatic, engineering-fluent security practices across a scaling AI-first SaaS platform.

Senior technical leader responsible for setting and governing product architecture across engineering streams. Own high-impact architecture decisions, embed fitness functions and quality signals, partner with data engineering for AI reference architecture, ensure tenancy/security/compliance, deliver force-multiplier initiatives, and contribute hands-on to production.

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 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.