Director of Software Engineering (Infrastructure)

Join ClickUp, a leading productivity platform, as the Director of Software Engineering. In this role, you will bridge infrastructure and product engineering, set a forward-looking cloud vision, drive cost efficiency, and ensure platform scalability. You will also lead a senior-heavy team, manage vendor relationships, and own the roadmap for AI and enterprise revenue goals. Benefits include a MacBook Pro, moving expenses, commuter benefits, team lunches, 401(k) match, unlimited snacks, health and dental insurance, ClickUp swag, teammate recognition rewards, and flexible PTO.

• Establish and maintain partnerships across product, AI, and enterprise teams to ensure shared ownership and unblocked velocity.
• Set a forward-looking cloud vision, align with stakeholders, and ensure the platform scales for multi-shard, multi-region growth while meeting security and compliance commitments.
• Drive significant annual infrastructure savings by migrating data workloads to EKS and self-hosting key services, while also managing vendor relationships and multi-million-dollar AWS spend.
• Deep AWS infrastructure mastery: EKS, networking (VPC/TGW/DNS), and Terraform at scale, with strong architectural judgment and a track record of setting technical direction
• Education & experience: BS/MS in CS, Engineering, or equivalent. 10+ years in infrastructure/platform engineering, with significant time in a director-level role managing distributed teams
• AI & automation mindset: Demonstrated appetite for DevSecOps agents, AI-assisted IaC migrations, and skills-based automation — a core part of the near-term roadmap
• AI/ML infrastructure experience (strong plus): Scaling workloads like GPU orchestration, model-serving infrastructure, or cost-optimized compute for inference
• Security-first instincts: This team touches blast radius (auth enforcement, network isolation, shard boundaries). A verify-first, never-assume mindset is non-negotiable
• People leadership at scale: Proven experience growing and retaining senior-heavy, geographically distributed teams across FTE/contractor blends; builds bench depth and succession plans
• Cross-team influence: Builds genuine partnerships across Product, Security, SRE, and DB orgs, driving shared ownership across traditional infra/product boundaries
• Strategic roadmap ownership: Track record setting 6–12 month cloud roadmaps tied to business outcomes across enterprise, AI, and cost
• Operational rigor: Strong on-call instincts, incident ownership, and RCA follow-through
• Application-level curiosity: Genuinely understands what the product does, not just the infrastructure underneath, and extends ownership past traditional platform boundaries
• 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!