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 and scale Revenue Operations for a B2B SaaS startup: own GTM tech stack and CRM, build processes and playbooks, run data-driven experiments, partner with Finance and GTM Engineering, build AI automations, manage cross-functional projects, and drive measurable revenue outcomes.

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.

The Senior Customer Success Manager will partner with enterprise legal teams, guiding them from adoption to growth, ensuring successful integration of Checkbox into their legal workflows, managing retention and expansion of accounts, and leveraging data for proactive engagement.