What ClickUp’s mass layoff tells us about the future of work

Published: (May 25, 2026 at 12:00 PM EDT)
3 min read
Source: TechCrunch

Source: TechCrunch

Overview

AI’s biggest champions have argued for some time that the technology will usher in an era of unprecedented productivity gains, richly rewarding workers who harness it while displacing those who don’t.

ClickUp Layoffs and AI Strategy

Zeb Evans, CEO of the collaboration‑software startup ClickUp, announced on X that the company—last valued in 2021 at $4 billion—had laid off 22 % of its workforce. Evans emphasized that the reduction was not a cost‑cutting measure but a radical embrace of AI that will propel the company to the next level.

“Most savings from this change will flow directly back into the people who stay. We’ll be introducing million‑dollar salary bands. If you create outsized impact using AI, you’ll be paid outside of traditional bands.” — Zeb Evans

AI Agents at ClickUp

ClickUp recently introduced roughly 3,000 internal AI agents to handle a wide range of complex tasks on behalf of its employees, according to a Fortune article. Instead of performing the work themselves, staff members are now expected to direct these agents and review the output to ensure it meets the company’s standards.

Evans’s goal, as stated in his X post, is for AI to turbocharge ClickUp into a “100x org.”

A recent Gartner survey found that about 80 % of companies using autonomous technology have cut jobs. However, the study noted that workforce reductions aren’t necessarily translating into meaningful financial returns (source). While some firms may use unproven AI as an excuse to downsize, ClickUp maintains it is not one of them.

Productivity Gains and Product Plans

Evans told TechCrunch via email that the startup is indeed seeing productivity gains from AI agents. Not only is ClickUp measuring those efficiencies internally, but it is also gearing up to include them in a forthcoming product for its customers.

“Instead of gamifying token cost, we gamify value created and time saved.” — Zeb Evans

Token Consumption Metrics and Criticism

In recent months, a growing number of companies have started monitoring employee token consumption as a metric for AI adoption. Critics argue that “tokenmaxxing”—the practice of maximizing token usage—is the wrong metric because it simply racks up AI expenses (TechCrunch critique).

“The people that automate their jobs with AI will always have a job.” — Zeb Evans

Future Outlook

If AI continues to take over more tasks, ClickUp may eventually need fewer people, eliminating those who fail to automate their functions well. This scenario is already playing out elsewhere. Polsia, a one‑year‑old startup that claims to handle all software operations for solopreneurs, is run by a single founder and CEO, Ben Broca. That efficiency is apparently paying off: Polsia just raised $30 million at a $250 million valuation.

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