Jack Dorsey Just Fired 40% of His Company. Stock Soared 24%. He Says You're Next

Jack Dorsey Just Fired 40% of His Company. Stock Soared 24%. He Says You're Next

February 27, 2026: Jack Dorsey cuts 40% of Block's workforce — 4,000 jobs — credits AI, and predicts most companies will follow within a year. We do a deep dive on whether this is genuine AI transformation or a compelling narrative layered on top of a management mistake, and why the answer might be both.

Plus: Anthropic draws a hard line against the Pentagon, refusing to allow Claude to be used in autonomous weapons or mass domestic surveillance — and faces threats of being labeled a national security risk. OpenAI closes the largest private funding round in tech history at $110 billion and an $840 billion post-money valuation. And despite all the doom headlines, computer science graduates are on track to earn $81,500 starting salaries in 2026 — up 7% from last year.

Watch on YouTube.

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Episoder(1235)

The Biggest AI Week Yet: New ChatGPT & Grok Models, Uber's AI Pods, and Brown University's AI Cheating Scandal

The Biggest AI Week Yet: New ChatGPT & Grok Models, Uber's AI Pods, and Brown University's AI Cheating Scandal

July 9, 2026: OpenAI released its new GPT 5.6 lineup, Elon Musk's xAI launched Grok 4.5, and GPT Live showed where voice-based AI may be heading next. Then I get into Uber's Agentic Pods, where the co...

9 Jul 28min

PwC's Chief People Officer on Training 80,000 People for the AI Era With Human Skills at the Center

PwC's Chief People Officer on Training 80,000 People for the AI Era With Human Skills at the Center

I talk with Yolanda Seals-Coffield, PwC US Chief People and Inclusion Officer, about how PwC is preparing 80,000 people for an AI-enabled future. We get into PwC's approach to democratizing AI access,...

6 Jul 53min

Tesla Caps AI Spending at $200 a Week, and What Happens When AI Takes Over Human Relationships

Tesla Caps AI Spending at $200 a Week, and What Happens When AI Takes Over Human Relationships

July 3, 2026: Tesla is capping employee AI spending at $200 a week after some engineers reportedly burned through thousands of dollars in tokens, showing that "free" AI was never really free. Then I g...

3 Jul 28min

Microsoft's $2.5B AI Support Bet, Fired AI Agents, and Why Admin Assistants May Make a Comeback

Microsoft's $2.5B AI Support Bet, Fired AI Agents, and Why Admin Assistants May Make a Comeback

July 2, 2026: Microsoft is putting $2.5 billion and 6,000 employees behind a new group designed to help customers actually use AI inside their businesses, following a similar move from Amazon. Then I ...

2 Jul 21min

Companies Put Limits on AI Spending, Ford Rehires Humans, and Palantir's Alex Karp Calls Out the AI Vendors

Companies Put Limits on AI Spending, Ford Rehires Humans, and Palantir's Alex Karp Calls Out the AI Vendors

July 1, 2026: Companies are discovering that AI agents can drive token usage far beyond what they budgeted for, forcing leaders to bring cloud-style cost controls into AI spending. Then I get into For...

1 Jul 27min

The Companies Using AI the Most Are Hiring the Most & Amazon's $1B Bet on People

The Companies Using AI the Most Are Hiring the Most & Amazon's $1B Bet on People

June 30, 2026: New research from Ramp Economics Lab and Revelio Labs shows that companies spending the most on AI are not shrinking the fastest. They are actually growing headcount faster, including i...

30 Jun 25min

Unisys CEO & President Mike Thomson on AI Hype, Layoffs, Data Centers, and the Workforce Reality Check

Unisys CEO & President Mike Thomson on AI Hype, Layoffs, Data Centers, and the Workforce Reality Check

I talk with Mike Thomson, President and CEO of Unisys, about the real state of AI inside companies. We get into why some organizations are using AI as cover for layoffs, why the backlash against data ...

29 Jun 53min

ChatGPT 5.6 Is Here, California's AI Job-Loss Tracker, and Why Executives Don't Want the CEO Job

ChatGPT 5.6 Is Here, California's AI Job-Loss Tracker, and Why Executives Don't Want the CEO Job

June 26, 2026: OpenAI launched ChatGPT 5.6 with limited access to only 20 organizations, showing how frontier AI capability and government review are starting to split. Then I get into California's ne...

26 Jun 24min

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