Director, Software Engineering

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🔥 0 minutes ago

🇺🇸 United States – Remote

💵 $300k - $350k / year

⏰ Full Time

🔴 Lead

🧑‍💻 Full-stack Engineer

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ClickUp

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2017

☁️ SaaS

⚡ Productivity

🏢 Enterprise

💰 $400M Series C - ClickUp on 2021-10

SaaS • Productivity • Enterprise

ClickUp is a cloud-based SaaS work management and productivity platform that consolidates projects, docs, chat, time tracking, automations and AI-driven "Super Agents" into a single workspace. It helps teams and enterprises streamline workflows, replace fragmented software stacks, and boost productivity with integrations, customizable agents/workflows, and enterprise-grade security and compliance.

📋 Description

• Cost Efficiency: Drive significant annual infrastructure savings by migrating data workloads to EKS and self-hosting key services such as OpenSearch. • 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 roadmap covering Agent enablement, centralized IaC, and deployment rollout acceleration, tied to AI and Enterprise revenue goals. • People Leadership: Grow, develop, and retain 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.

🎯 Requirements

• 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. • Strategic roadmap ownership: Track record setting 6–12 month cloud roadmaps tied to business outcomes across enterprise, AI, and cost. • Cross-team influence: Builds genuine partnerships across Product, Security, SRE, and DB orgs, driving shared ownership across traditional infra/product boundaries. • Application-level curiosity: Genuinely understands what the product does, not just the infrastructure underneath, and extends ownership past traditional platform boundaries. • People leadership at scale: Proven experience growing and retaining senior-heavy, geographically distributed teams across FTE/contractor blends; builds bench depth and succession plans. • Operational rigor: Strong on-call instincts, incident ownership, and 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: 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. • 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.

🏖️ Benefits

• Equity • 401k • Health, Dental, and Vision insurance • Spending accounts • Life & Disability • Paid parental leave • Flexible paid time off • Enhanced employee assistance program • Employee wellness stipend • Professional development stipend