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ClickUp cuts 22 per cent of staff and introduces $1 million salary bands for those who remain

May 23, 2026  Twila Rosenbaum  43 views
ClickUp cuts 22 per cent of staff and introduces $1 million salary bands for those who remain

ClickUp, the productivity platform valued at $4 billion, has announced a 22% reduction in its workforce alongside the introduction of salary bands reaching $1 million per year for those who remain. CEO Zeb Evans outlined the changes in a post on X, framing them not as a cost-cutting measure but as a structural transformation driven by artificial intelligence.

Background and Context

ClickUp provides a unified productivity suite that competes with tools like Asana, Monday.com, and Notion. The company was founded in 2017 by Zeb Evans and has grown rapidly, raising over $500 million in funding. Its last valuation of $4 billion came in 2021 after a Series C round. The company has been preparing for an initial public offering (IPO), reporting approximately $300 million in annual recurring revenue as of 2025. However, the tech industry has faced a brutal period of layoffs in 2025 and 2026, with over 100,000 job cuts across more than 250 events. Meta cut 8,000 roles, Oracle eliminated up to 30,000 positions, and GitLab restructured for what it calls the "agentic era." These moves have consistently redirected savings into AI infrastructure.

The 100x Org Model

Evans described the new structure as a "100x org," wherein AI agents outnumber human employees by a ratio of 3:1. The company already operates roughly 3,000 internal AI agents across departments. This model is based on the premise that AI agents have fundamentally changed what it takes to build software. Evans argued that incremental improvements to existing systems are insufficient; instead, companies must rebuild from the ground up. He highlighted that the best engineers are no longer writing code directly but directing AI agents that write code. The skill that matters most, he said, is judgment, the ability to orchestrate and review agent output. He called this the "great reckoning of AI coding" and predicted that every company will face this challenge soon. He criticized organizations that celebrate a 500% increase in pull requests, arguing that volume does not equate to outcomes. More code, in his view, creates additional bottlenecks rather than value.

Three Categories of Essential Employees

Under the new structure, Evans identified three categories of employees he deems essential for the 100x org. The first category is "builders," which includes 10x engineers and 10x product managers. These individuals are expected to harness AI to multiply their impact dramatically. The second category is "system managers" or agent managers, who automate their own jobs using AI and then become owners of the systems they have built. Evans argued that anyone who automates their role will always have a job, as the underlying systems matter more than individual tasks. The third category is "front-liners," employees who spend their time directly with customers. In a world saturated with AI communication, human contact becomes a critical bottleneck that companies should not try to replace. Front-liners should dedicate nearly 100% of their time to customer meetings, while all supporting systems around those meetings are fully automated.

Merging Product Management and Design

Evans also noted that product management and design roles are converging. Designers with strong customer focus become more like product managers, and product managers with UX intuition become more like designers. He claimed that the bottleneck of user research is gone, as a single mention to an AI agent can initiate and analyze a full research cycle. This restructuring aligns with ClickUp's aggressive AI adoption, which includes an AI agent trained to stand in for Evans before employees can contact him directly. The company also acquired AI coding platform Codegen late last year.

Compensation Model: $1 Million Salary Bands

The most striking aspect of the announcement is the compensation model. ClickUp is introducing salary bands that reach $1 million per year in cash for employees who produce what Evans calls "100x impact" by creating or managing AI systems. He argued that in a world where the best people create 100 times more output than the average, companies cannot afford to lose them and should aim to retain them for decades. This compensation is a significant increase from typical tech industry salaries and is designed to attract and retain top talent in the AI era. The path to these high salary bands is available to nearly anyone in the company who demonstrates the ability to drive outsized impact through AI orchestration.

Industry Trends and Criticisms

The announcement comes amid a broader trend in the tech industry where companies report record financial performance while simultaneously cutting headcount. In China, courts have ruled that replacing workers with AI is not legal grounds for dismissal, but in the United States, no such protections exist. For the 22% of ClickUp employees who lost their jobs, the distinction between strategic restructuring and cost cutting may seem academic. Critics argue that such moves prioritize shareholder value over employee welfare and that the framing of layoffs as a bet on AI can be a convenient justification for reducing labor costs. However, Evans maintains that the 100x org will deliver better outcomes for the company and its customers by leveraging the synergy between human judgment and AI efficiency.

Future Outlook

ClickUp is betting that a smaller, better-paid workforce directing thousands of AI agents will outperform the previous organization. The company is eyeing an IPO, and the success of this model could influence how other tech companies structure their workforces in the coming years. The layoffs and compensation changes are likely to have ripple effects across the productivity software industry, as competitors observe ClickUp's experiment with the 100x org. Whether this approach proves to be a visionary leap or a risky gamble remains to be seen. What is clear is that ClickUp is making a definitive statement about the role of humans in an AI-driven world, and the tech industry is watching closely.

Evans's framing is more explicit than most tech CEOs, who often use euphemisms about efficiency and realignment. He is making a direct argument that the roles being eliminated are structurally obsolete in an AI-driven world. This candor may be seen as refreshing or as hubris, depending on the outcomes. For now, ClickUp's remaining employees face the challenge of proving that the 100x org can deliver on its promise, while those who were laid off must navigate an increasingly difficult job market in tech.


Source: TNW | Apps News


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