Solving Work Sprawl: ClickUp's Field CTO on AI at Work
Briefly

Solving Work Sprawl: ClickUp's Field CTO on AI at Work
"I've spent my career helping organizations untangle the mess of Work Sprawl. It's not a theoretical problem-it's the daily reality for teams drowning in manual processes, legacy systems, and a patchwork of disconnected tools. I see the pain in their eyes when they describe another day lost to status updates, another project derailed by miscommunication, another opportunity missed because information was trapped in a silo."
"One story I keep coming back to is a demo I ran with VaynerMedia. They were evaluating ClickUp, and I was there to talk through resource management-a tricky area, honestly, because we're still building out some features. But as I walked them through how their team could actually do the work inside ClickUp-not just log hours or update statuses, but collaborate, create, and execute-something clicked. Their champion, Mika, stopped me: "Wait, people actually do the work here?" That pause, that realization, is what drives me."
Work Sprawl traps teams in manual processes, legacy systems, and fragmented tools, causing miscommunication, stalled projects, and lost opportunities. The resulting inefficiency costs an estimated $2.5 trillion in annual productivity losses. Organizations fall into two patterns: those overwhelmed by legacy workflows and those overbuilding bespoke AI stacks that create tool fragmentation and AI Sprawl. Successful convergence lets teams collaborate, execute, and manage resources within unified platforms, reducing status-update overhead and information silos. Real-world demos show that enabling actual work execution (not just tracking) inside a single platform can shift teams from chaos to focused, meaningful work.
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