Jack Dorsey Hats It Out: Loves 40% Layoffs and $5K Goodbye Gifts
KEY POINTS
- ā¢On February 26, 2026, Jack Dorsey announced Block would lay off roughly 40% of its workforce due to new AI-powered āintelligent tools.ā
- ā¢Dorsey promised affected employees 20 weeksā severance plus one extra week per year served, six months of healthcare, stocked equity vesting, and a $5,000 bonus.
- ā¢During the all-hands meeting, employees reacted with dozens of 'thumbs down' emojis while Dorsey, wearing a 'LOVE' hat, tried to offer sympathy and transparency.
On February 26, 2026, Block CEO and ex-Twitter wizard Jack Dorsey pulled the ultimate boss move: announcing a 40% workforce purge powered by so-called 'intelligent tools' ā AIās admission fees. Instead of the usual tech āwe're sorry youāre firedā script, employees got 20 weeks severance, plus one week per year served, six months healthcare, equity vesting through May, all corporate gadgets, and a $5,000 parting gift. Post-cut perks included a Slack goodbye party and reassuring 'you won't just disappear' email treats. In a career-defining moment, Dorsey led a virtual all-hands, rocking a 'LOVE' hat while fielding 'thumbs down' emojis ā because nothing says sympathy like headwear at a mass layoff. Compared to Amazonās basic 90-day pay and tight healthcare, Jackās going full Oprah: you get a severance, you get a severance!
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Jack Dorsey slashes 40% of Block staff but goes full Santa Claus with 20-week severance, gadgets, and hugs on Slack. Because nothing says 'AI takeover' like a $5k goodbye party and a 'LOVE' hat during a firing.
Only Jack Dorsey could mix mass layoffs with generosity so overflowing it feels like firing or Christmas depends on your pension plan.
40% cut, 20 weeks payout, corporate devices as souvenirs, and a virtual group therapy Slack sessionāmodern layoffs or deluxe retreats?
Source: Businessinsider | Published: 2/27/2026 | Author: Katherine Li,Tim Paradis
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