Staff Software Engineer, Automation Infrastructure

About ClickUp:

At ClickUp, we’re not just building software; we’re architecting the future of work! In a world overwhelmed by work sprawl, we saw a better way. That’s why we created the first truly converged AI workspace, unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI, empowering millions of teams to break free from silos, reclaim their time, and unlock new levels of productivity. At ClickUp, you’ll have the opportunity to learn, use, and pioneer AI in ways that shape not only our product, but the future of work itself. Join us and be part of a bold, innovative team that’s redefining what’s possible! 🚀

ClickUp is on a mission to make the world more productive — and that starts with enabling our engineering team with the right tools, frameworks, and best practices to protect functionality and performance of the everything app for work. We’re looking for experienced Software Engineers to help us scale our Automation infrastructure supporting a modern, AI-powered web and mobile platform that reaches millions of users globally.

On this team, you might architect and evolve robust frontend, backend, services or mobile infrastructure. Focus on AI-assisted solutions, impact analysis & isolation, prioritization and quarantining strategies, data generation, CI quality metrics, and flake detection and elimination. We strive to maximize reliability while maintaining velocity. Contribute to automation infrastructure for our hybrid monolith and micro-services architecture.

What You’ll Do:

Functional Web & Mobile Automation Infrastructure

• Design, build, and maintain internal tools and comprehensive frameworks supporting unit, integration, API, and UI automation using modern approaches with Jest, Flutter (iOS & Android) and Playwright
• Implement containerized, reproducible environments using Docker and CI/CD pipelines to support local and large-scale execution
• Contribute to inter-service validation strategies and shared dependencies
• Develop services for creation and maintenance of primitives (users, workspaces) needed globally for all automation infrastructure

Performance, Scale, Load & Data Generation Infrastructure

• Architect and evolve the load, scale, and performance evaluation systems used to understand the limits of our system, verify system resilience and protect our critical user journeys
• Build data-generation pipelines to create realistic workloads and performance critical scenarios
• Use APM tools (Datadog RUM, APM, DBM preferred) for build-over-build monitoring and troubleshooting

AI-Enhanced Engineering

• Evaluate and implement AI-driven tools for development and automation infrastructure
• Integrate AI-based self-healing, intelligent failure analysis, and coverage recommendations into CI pipelines

Culture of Engineering Owned Quality

• Partner with teams to adopt the tools and frameworks built by Automation Infrastructure, with a shift-left strategy in mind; enable Developers on squads to own the quality of the features they ship
• Champion best practices around metrics-based automation infrastructure observability and monitoring
• Mentor teammates on software architecture and design patterns

What You Bring:

• Solid experience (7+ years preferred) as a software engineer in fast-paced product environments
• Working cross-functionally and across the entire engineering organization to drive prioritization and execution on the most impactful infrastructure projects
• Strong full-stack understanding with deep knowledge of RESTful APIs, message queues, and service oriented architecture
• Experience with Docker, local environment orchestration, and CI pipelines (e.g., GitHub Actions, Harness)
• Expertise in TypeScript and experience with frameworks like React, Node, Playwright, and Jest
• Expertise across network layers with HAR and performance metric analysis
• Demonstrated interest or experience in AI-assisted code generation & prompt engineering using LLMs
• Passion for system design, scalability, and thoughtful failure investigation

Unsure if you meet all the qualifications of this job description but are deeply excited about the role? We hire based on ambition, grit, and a passion for improving the way people work. If you think ClickUp is the company for you, we encourage you to apply!

At ClickUp, we assess every candidate based on the potential impact they can have. We hire the best people for the job and support each person’s journey to build their boldest career.

Key skills/competency:

• Staff Software Engineer
• Automation Infrastructure
• AI-Assisted Development
• System Design
• Scalability
• Performance Testing
• CI/CD Pipelines
• Docker
• TypeScript
• Playwright