AI Takeover Tracker
Wednesday, May 27, 2026
99% of CEOs Expect AI to Reduce Headcounts
Good morning, yesterday we talked about the vibe shifting more positive. Now a new survey finds 99% of CEOs say they will replace at least some workers with AI in the next 2 years. A new chapter to the AI story gets written every day. We reviewed 631 articles for this edition. These are the stories you should know.

Headlines & Launches
99 Percent of CEOs Are Preparing to Replace Some Workers with AI Within Two Years(2 min read)
r/recruitinghell
New survey from Mercer found 99% of CEOs plan to have a smaller headcount and replace some workers with AI in the next 2 years. 825 executives surveyed.
Webflow Cuts 140 Jobs to Restructure for Agentic Web Marketing(3 min read)
r/Layoffs
CEO says, "Our job is to build the agentic web marketing platform to power all of it... And getting there requires honest decisions about the size and shape of the company."
OpenAI Foundation Commits $250 Million to Help Workers Navigate AI Disruption(2 min read)
Reuters
Stated goal is to explore ways to distribute economic gains from AI more broadly.
Groupon Cuts Hundreds of Jobs to Pivot to 'AI-Native' Company(3 min read)
Fast Company
They are pivoting to be AI-native. The stock was up on the announcement.
'AI Is Creating Jobs, Not Killing Them': White House Adviser Claims(2 min read)
NDTV Profit
White House adviser Kevin Hassett claims AI-adopting companies are expanding and hiring, contrasting sharply with ongoing massive tech sector job cuts driven by AI investments.
Quick Links
Why AI Hasn't Replaced Every 'Automatable' Job — Yet(2 min read) — Messy, unpredictable human tasks are protecting workers from AI replacement.
Similarities Between AI and Internet Eras(3 min read) — AI productivity gains face a historical lag before impacting the economy.
A day after Sam Altman says the AI job apocalypse is over, OpenAI sets up a $250 million fund to help with job displacement.
Get this in your inbox
Free daily briefing on how AI is reshaping careers.