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. 🚀

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. As Director, you'll set a forward-looking cloud vision, proactively align with stakeholders across the business, and ensure the platform scales for multi-shard, multi-region growth while meeting security and compliance commitments (SOC 2, business continuity/disaster recovery, and enterprise security frameworks).

The Role:

• 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.

Qualifications:

• 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: BS/MS in CS, Engineering, or equivalent.

• Experience: 10+ years in infrastructure/platform engineering, with significant time in a director-level role managing distributed teams.

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.

Privacy Notice

ClickUp collects and processes personal data in accordance with applicable data protection laws. You can find further details by viewing our Global Candidate Privacy Notice.

If you are a Philippine Job Applicant, please also see our Philippine Data Privacy Notice for further details.

Visa Sponsorship

Please note we are unable to sponsor or take over sponsorship of an employment visa for roles outside of engineering and product at this time. Sponsorship for engineering and product roles is not guaranteed, but is instead based on the business needs for that specific role at that time. Please reach out to the recruiter with any questions.

Fraud Alert

ClickUp Talent Acquisition will only initiate contact via an @clickup.com email or through our official careers portal on clickup.com. We will never request fees, payments, or sensitive personal information. Please disregard any offers received outside these channels and report them to support@clickup.com.

AI Processing Notice

ClickUp may use artificial intelligence and machine learning technologies to help review and screen candidates' employment applications against role-related criteria. These tools support, but do not replace, human decision‑making. If you have questions or need an accommodation in the recruitment process, please contact us at AskPeople@ClickUp.com.

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. 🚀

Summary: You own the path from a new signup to a deeply engaged, paid workspace that runs on ClickUp and Brain². You build the self-serve onboarding and lifecycle systems (in-app and email) that meet users where they are, generate the right content at the right time based on their actual activity, and guide them into deeper product usage. You own conversion to paid: how paywalls appear and perform, when and how promos run, and what ultimately gets a workspace to upgrade. Your north star is driving users to realize the value of an AI-enabled ClickUp workspace. You think in systems, not campaigns. You use AI as your force multiplier to operate at a scale that would normally require a team.

This is not an enterprise customer nurturing role.

Responsibilities:

Self-Serve Onboarding & Lifecycle:

• Own the end-to-end self-serve onboarding experience: in-app flows, lifecycle emails, and product surface messaging that take a new signup from first session to deeply engaged workspace.

• Build trigger-based systems that respond to user activity in real time. A user who just created their first list gets different guidance than one who just invited their team. Every touchpoint is personalized based on what the user has actually done and what would be most useful to them next.

• Use AI to generate contextual content for users at the right moment: workspace templates, suggested workflows, feature education, and use-case-specific guidance, all driven by what they're actually doing in ClickUp.

• Master the timing, placement, and frequency of in-app and email interventions. Run rapid experiments to learn what drives deeper usage and what causes friction or fatigue.

Conversion to Paid:

• Own how free workspaces convert to paid plans. That means paywall design and copy, pricing page optimization, promo strategy, and understanding exactly which moments and behaviors make a workspace ready to buy.

• Design and run conversion experiments at 3-5x the velocity of a traditional marketer because you've built AI systems that handle the volume, not because you grind harder.

• Know which activation behaviors predict conversion and architect the onboarding experience to produce more of them.

Driving Brain² Adoption:

• You are the person who gets users to go deep with Brain² and get real value from it as quickly as possible after signup.

• Build the systems that surface Brain² at the right moment in a user's journey: when they're doing something manually that AI could do, when they're stuck, when they'd benefit from AI-generated content or automation.

• Own the metrics that prove users are getting value from AI-enabled workspaces and use those metrics to feed back into the onboarding and lifecycle systems.

Requirements:

• 7-10+ years in product/growth marketing with deep ownership of post-signup user journeys: onboarding, activation, conversion, and retention in self-serve SaaS

• Built lifecycle and in-app messaging systems from scratch inside a complex, multi-surface product (not a single-flow app) — can walk through how they navigated product depth without overwhelming new users

• Deep experience with conversion optimization: paywalls, pricing, promo strategy, and the experimentation that makes them work

• Data fluent: cohort analysis, activation metrics, conversion funnels, and behavioral segmentation

• Already operates at 3-5x output through AI-powered systems

How We'll Evaluate You:

• Show us a lifecycle or onboarding system you built end-to-end, with before/after numbers on activation or conversion. We want to know a bit about how you'd build this.

• Be a power user of a work management or productivity platform. We'll give you a real activation problem and you'll show us how you'd fix it.

• Walk us through how you'd take a user from "just signed up" to "deep in ClickUp, paying, and actively using Brain²."

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.

Privacy Notice

ClickUp collects and processes personal data in accordance with applicable data protection laws. You can find further details by viewing our Global Candidate Privacy Notice.

If you are a Philippine Job Applicant, please also see our Philippine Data Privacy Notice for further details.

Visa Sponsorship

Please note we are unable to sponsor or take over sponsorship of an employment visa for roles outside of engineering and product at this time. Sponsorship for engineering and product roles is not guaranteed, but is instead based on the business needs for that specific role at that time. Please reach out to the recruiter with any questions.

Fraud Alert

ClickUp Talent Acquisition will only initiate contact via an @clickup.com email or through our official careers portal on clickup.com. We will never request fees, payments, or sensitive personal information. Please disregard any offers received outside these channels and report them to support@clickup.com.

AI Processing Notice

ClickUp may use artificial intelligence and machine learning technologies to help review and screen candidates' employment applications against role-related criteria. These tools support, but do not replace, human decision‑making. If you have questions or need an accommodation in the recruitment process, please contact us at AskPeople@ClickUp.com.