Director, Software Engineering

At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀

Lead ClickUp's Cloud Platform team to deliver reliable, cost-efficient, and scalable AWS infrastructure that stays 3–6 months ahead of product and enterprise demand. This role bridges infrastructure and product engineering: you'll build genuine partnerships across product, AI, and enterprise teams so that ownership is shared and velocity is never blocked by platform constraints. The Director sets a forward-looking cloud vision, proactively aligns with stakeholders across the business, and ensures the platform scales for multi-shard, multi-region growth while meeting security and compliance commitments (M365, BCDR, SOC 2).

The Role:

• Cost Efficiency: Drive millions in annual savings by migrating data workloads to EKS and self-hosting OpenSearch on EKS.

• Ingress Convergence: Deprecate legacy frontend ALBs and consolidate to a single EKS-managed ALB per shard, unblocking faster deployments across the org.

• Coverage & Bench Depth: Eliminate single points of ownership across Networking, OpenSearch, and Terraform through cross-training and targeted hiring into coverage gaps.

• Stakeholder Alignment: Stand up a recurring alignment cadence with Product, AI, Enterprise, and Security so infra planning is driven by demand, not ad-hoc interrupts.

• Automation: Ship automated shard buildout via Backstage to remove manual toil from enterprise scaling.

• Reliability: Cut P0/P1 incidents attributed to Cloud Platform (DNS, ALB misconfiguration) through hardened ingress patterns and Terraform-policy guardrails, including blocking unauthenticated public endpoints.

• Roadmap Ownership: Deliver a Q3/Q4 roadmap covering Agent enablement, centralized IaC, and deployment rollout acceleration, tied to AI and Enterprise revenue goals.

• People Leadership: Manage a senior-heavy team distributed across the US, Canada, and Europe, spanning FTEs and contractors, with a focus on succession planning and bench depth.

• Vendor Management: Own multi-million dollar AWS spend accountability and contractor oversight, with a savings-pipeline mindset baked into planning.

Qualifications:

• Deep AWS infrastructure mastery: EKS, networking (VPC/TGW/DNS), Terraform at scale. Strong architectural opinions, not just operational chops.

• Strategic roadmap ownership: Track record setting 6-12 month cloud roadmaps tied to business outcomes (enterprise, AI, cost), not only tech debt cleanup.

• Cross-team influence: Navigates Product, Security, SRE, and DB orgs fluidly. Must break the "hesitant to cross the boundary" culture.

• Application-level curiosity: Genuinely understands what the product does, not just the infra underneath. Ownership extends past traditional platform boundaries.

• People leadership at scale: Managed and grown senior-heavy, geographically distributed teams across FTE/contractor blends. Must build bench depth and succession plans.

• Operational rigor: Strong on-call instincts, incident ownership, RCA follow-through.

• Security-first instincts: This team touches blast radius (auth enforcement, network isolation, shard boundaries). A verify-first, never-assume mindset is non-negotiable.

• AI & automation mindset: Real appetite for DevSecOps agents, AI-assisted IaC migrations, and skills-based automation. This is on the Q3 roadmap, not a nice-to-have.

• AI/ML infrastructure experience: Scaling workloads like GPU orchestration, model-serving infra, or cost-optimized compute for inference is a strong differentiator.

• 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.
  
  

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.

Equal Opportunity Employer

ClickUp is an Equal Opportunity Employer, and qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin.

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