AI & Jobs

#may-2026 · How AI Is Reshaping Work

Tracking how AI is reshaping roles, departments, and industries — updated daily.

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Archive:
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Groupon Cuts 400 to Fund Project Foundry, Stock Pops 5% AI & Jobs

Groupon Cuts 400 to Fund Project Foundry, Stock Pops 5%

Groupon filed an 8-K on May 21 announcing up to 400 cuts — about a quarter of its ~1,734-employee base — to fund Project Foundry, its AI-native rebuild. The stock popped 5% premarket on May 27. The COO resigned the same day.

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#groupon#ai-layoffs#project-foundry
Box's Levie Diagnoses CEO 'AI Psychosis' as Layoffs Hit 134,000 AI & Jobs

Box's Levie Diagnoses CEO 'AI Psychosis' as Layoffs Hit 134,000

Box CEO Aaron Levie posted on May 27 that CEOs are 'uniquely prone to AI psychosis' because they meet AI at the demo layer, not the delivery layer. The TechCrunch piece quoting him landed the same day the 2026 tech layoff count hit 134,603 across 212 events — the bulk of them citing AI.

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#box#levie#ai-psychosis
Altman and Amodei Walk Back AI Jobs Apocalypse, $1T IPOs Pending AI & Jobs

Altman and Amodei Walk Back AI Jobs Apocalypse, $1T IPOs Pending

OpenAI's Sam Altman told a Sydney conference on May 26 he was 'pretty wrong' about AI eliminating entry-level white-collar work. Anthropic's Dario Amodei walked back his '50% of white-collar jobs' line earlier this month. Both companies are reportedly chasing $1T IPOs.

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#openai#anthropic#altman
BigID Cuts 150 Jobs, 23% of Staff, in AI-First Pivot AI & Jobs

BigID Cuts 150 Jobs, 23% of Staff, in AI-First Pivot

Israeli data-security unicorn BigID laid off 150 of 650 employees on May 26, citing an 'AI-first' approach to development and operations. 20–30 of the cuts are in Tel Aviv. It came one day after Wix announced 1,000 cuts.

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#bigid#israel#ai-jobs
Dimon On Bloomberg, May 21: 「Hiring More AI People And Probably Less Bankers In Certain Categories」 — Two Days After Standard Chartered's CEO Said 「Lower-Value Human Capital」 And Walked It Back, JPMorgan's $20B Tech Budget Names The Same Trade With Better Manners AI & Jobs

Dimon On Bloomberg, May 21: 「Hiring More AI People And Probably Less Bankers In Certain Categories」 — Two Days After Standard Chartered's CEO Said 「Lower-Value Human Capital」 And Walked It Back, JPMorgan's $20B Tech Budget Names The Same Trade With Better Manners

On Bloomberg TV May 21, Jamie Dimon told Haslinda Amin JPMorgan will hire 「more AI people and probably less bankers」 — and called Bill Winters' 「lower-value human capital」 line 「inartful.」 Same trade, different press release.

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#jpmorgan#jamie-dimon#standard-chartered
Bloomberg, May 21: PwC Already Cut 600 Executive Assistants In February, McKinsey Cut 200 Late Last Year, KPMG + EY Are Offshoring The Same Roles. The Big-Four EA Job — 「Six-Figure Pay, No Elite Degree Required, Year-End Bonus, Total Job Security」 — Is The First Casualty Of The 18-Month AI-Assistant Rollout AI & Jobs

Bloomberg, May 21: PwC Already Cut 600 Executive Assistants In February, McKinsey Cut 200 Late Last Year, KPMG + EY Are Offshoring The Same Roles. The Big-Four EA Job — 「Six-Figure Pay, No Elite Degree Required, Year-End Bonus, Total Job Security」 — Is The First Casualty Of The 18-Month AI-Assistant Rollout

Bloomberg dropped a May 21 piece naming names: PwC US laid off ~600 executive assistants in February with 4–6 weeks severance, McKinsey cut ~200 in late 2025, KPMG and EY are offshoring the rest. The job nobody warned was at risk turns out to be exactly the job their own internal AI assistants are good at.

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#pwc#mckinsey#ey
Acrisure Lays Off 2,250 People — 11% Of Its 20,450-Person Global Workforce — Five Days After Lionel Richie Christened The $184M Acrisure Amphitheater In Grand Rapids; CEO Greg Williams Cites 「Technology, AI And Digital Platforms」 In May 20 Memo, Phased Through 2027 AI & Jobs

Acrisure Lays Off 2,250 People — 11% Of Its 20,450-Person Global Workforce — Five Days After Lionel Richie Christened The $184M Acrisure Amphitheater In Grand Rapids; CEO Greg Williams Cites 「Technology, AI And Digital Platforms」 In May 20 Memo, Phased Through 2027

The world's 8th-largest insurance broker is cutting 2,250 jobs over 11% of its workforce, blaming AI. The Acrisure Amphitheater opened five days earlier with a Lionel Richie concert.

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#acrisure#ai-layoffs#insurance