100x Operator - Chief Operating Officer

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. 🚀 From Zeb Evans, CEO We're executing on the 100x org. I'm looking for a 100x AI operator and COO to own the operational backbone that makes ClickUp scale. One person who builds, and improves the systems that make an entire company run at 100x speed, and reviews everything with the rigor to know when something is actually working versus when people are just going through the motions. We call this person an Artisan . What is an Artisan? An Artisan is not just "a good operator." An Artisan is someone whose taste and judgment are so refined that they can orchestrate AI systems at hyperspeed while maintaining quality that lesser teams can't achieve at any speed. Taste: They know what a well-running system looks like before it exists. They can look at 10 operational processes and immediately identify which 2 are actually driving results and which 8 are theater. Judgment: They know what to build, not just how. They understand the business deeply enough to make high-stakes calls about what to automate, what to kill, and where humans still need to be in the loop. Speed of orchestration: They don't just "implement tools." They operate AI systems like instruments: building accountability loops, automating reporting, creating self-healing processes. Ownership breadth: An Artisan owns a surface end to end. Not "the ops part" or "the analytics part." The WHOLE operational machine: systems, accountability, execution, quality. Fewer people means fewer handoffs. Fewer handoffs means the company moves faster. The only two things that matter 01: Systems - Can you build operational systems that scale a business? Not "implement a new tool." BUILD and ITERATE on the SYSTEM. AI agents that run operational cadences. Workflows that handle pricing, reporting, planning, vendor management at scale. Accountability systems that surface when something is off BEFORE it becomes a crisis. Systems that get better every week because they learn from the data and the feedback loop YOU create. 02: Review - Can you hold an absurdly high bar for operational excellence? Can you look at a dashboard and know instantly whether the numbers are real or whether someone is gaming the metric? Can you review an agent's output and know whether it actually moved the business or just produced activity? Your judgment IS the quality bar. You hold PEOPLE accountable. And you ensure people are holding AGENTS accountable. The entire accountability chain runs through you. What you may own Pricing & packaging strategy and governance Data, analytics, and BI (you own the scorecard) Customer support & technical support operations Business systems & internal AI infrastructure Cross-functional PMO and strategic initiative execution Operational planning cadence (AOP, QBRs, H1/H2 planning) Talent systems, org design, and performance management at scale Vendor strategy and procurement Pre-IPO operational readiness Growth marketing 100x org concept: ownership and implementation of the 100x organizational model Merit-based rewards and compensation systems Company-wide communications: all hands, town halls, org-wide visibility You build systems that run all of this. You are the judgment. The agents and the teams are the execution. This is what an AI-native COO looks like. You'll be heavily in front of the company. All hands, leadership forums, accountability reviews. This isn't a back-office role. You're the operational face of how we run. Why this is the best operations job on earth ClickUp is a $4B company with 3,000+ internal AI agents already running. Our product IS the convergence of context. You have TOTAL CONTEXT on everything h