Senior Software Development Engineer, ClickUp

• Solid experience (5+ years preferred) as an SDET, Test Automation Engineer, or similar role in fast-paced product environments
• Expertise in TypeScript and deep experience with test frameworks like Playwright, Jest, Mocha, or custom-built tools
• Strong backend understanding with practical experience testing RESTful APIs, message queues, and service-level contracts
• Experience with Docker, local environment orchestration, and integrating tests into CI pipelines (e.g., GitHub Actions, CircleCI)
• A strong understanding of modern test pyramid principles, including balancing unit, integration, and E2E automation
• Demonstrated interest or experience in AI-assisted test generation, prompt engineering, or test maintenance using LLMs
• Passion for system design, test scalability, and thoughtful failure investigation

Desirable

• ClickUp is on a mission to make the world more productive — and that starts with delivering a product of the highest quality
• We’re looking for an experienced SDET to help us scale automated testing for a modern, AI-powered, full-stack platform that reaches millions of users globally
• In this role, you’ll architect and evolve robust frameworks for backend API testing, frontend test automation, and integration-level validation across a hybrid monolith and microservices architecture
• You’ll also partner with engineering and platform teams to implement AI-assisted testing solutions, improve quality signals in CI/CD, and enable developer velocity without compromising stability
• Drive Test Architecture
• Design, build, and maintain scalable automation frameworks across API, integration, and UI layers using TypeScript, Playwright, and modern tooling
• Implement containerized test environments using Docker to support local and CI-based automation at scale
• API & Backend Test Automation
• Build comprehensive API test suites to validate service contracts, workflows, and edge cases across our distributed backend architecture
• Contribute to integration testing strategies for inter-service validation and shared dependencies
• Frontend & E2E Automation
• Partner with product engineers to define and automate critical user journeys and regression tests using Playwright
• Help bridge frontend and backend test coverage through unified test frameworks and shared data models
• AI-Driven Test Engineering
• Evaluate and implement AI-powered tools to generate, optimize, and maintain automated tests (e.g., using LLMs like GPT or fine-tuned internal models)
• Build tooling that translates test cases, acceptance criteria, or product specs into executable code through AI-based prompt engineering
• Integrate self-healing, intelligent failure analysis, and test recommendation systems into CI pipelines
• Culture of Quality
• Collaborate with developers, QEs, and platform engineers to shift testing left, define quality gates, and improve build-check effectiveness
• Contribute to internal best practices around test strategy, observability, data-driven debugging, and release readiness
• Mentor others in test architecture, automation best practices, and sustainable quality ownership