Senior Software Engineer

Senior Software Engineer, AI Team Full-time | Hybrid, Sydney The Company Checkbox is a Series A, Sequoia-backed technology company on a mission to enable meaningful work for all. We help in-house legal teams capture, triage, manage and resolve work through no-code automation, matter management and AI-powered legal intake. We’re now building toward an AI-native Legal Service Hub: a new way for legal teams to manage work with systems that can understand context, reason through next steps, orchestrate workflows and keep humans in control. The Role We’re looking for a Senior Software Engineer for our AI Experiences team to help build the next generation of AI-powered product experiences across Checkbox. You’ll work primarily with TypeScript, React and Node.js, building user-facing AI experiences, backend services and workflow capabilities that help legal teams raise, route, manage and resolve work more effectively. This is not an AI research role. We’re looking for a strong product-minded engineer who can ship production-grade software and help turn AI concepts into reliable, useful customer experiences. What You’ll Do Build AI-powered product experiences using TypeScript, React and Node.jsDevelop frontend interfaces that make AI interactions intuitive, transparent and trustworthyBuild backend services and APIs that support AI workflows, orchestration, retrieval, review and escalationPartner with Product and Design to turn ambiguous AI ideas into clear, shippable product experiencesIntegrate AI capabilities into real customer workflows across legal intake, triage, matter management and automationContribute to architecture decisions across scalability, reliability, security and maintainabilityWrite high-quality, tested and observable production codeMentor other engineers and contribute to strong engineering standards What We’re Looking For Strong software engineering experience in SaaS, enterprise software, workflow automation or complex web applicationsStrong TypeScript experience across frontend and backend developmentStrong React experience and a good eye for clean, usable product experiencesStrong Node.js experience, including APIs, services and backend application designExperience shipping production software in fast-moving product environmentsStrong understanding of architecture, testing, observability, security and maintainabilityProduct-minded engineering judgement and clear communicationA pragmatic, curious and ownership-oriented mindset Nice to Have Experience building AI-powered products, copilots, assistants or agentic workflowsExperience with RAG products, including retrieval, embeddings, context management, grounding or source attributionUnderstanding of prompting strategies such as zero-shot, one-shot, few-shot and structured promptingExperience integrating with LLM APIs or AI orchestration frameworksExperience with legal tech, enterprise SaaS, workflow platforms or document-heavy products Why Join Us You’ll join early enough to shape the technical foundations, but with real customers, real usage and real enterprise problems to solve. You’ll help build AI experiences that need to work in high-trust environments where reliability, context and user control genuinely matter. Benefits Competitive salaryHybrid working from our Sydney officeHigh ownership and direct impact on a strategic AI product areaA collaborative, ambitious team building category-defining software for legal teamsYearly global events, including Bali, New York and Korea