Read the Memo From Squarespace's CEO About Laying Off 19% of Staff - Business Insider

Read the Memo From Squarespace's CEO About Laying Off 19% of Staff - Business Insider

Read the Memo From Squarespace's CEO About Laying Off 19% of Staff

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Tech

Read the memo from Squarespace's CEO about laying off 19% of staff

By Alice Tecotzky

November 2, 2026, 7:54 PM GMT+1

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Squarespace is laying off 19% of its staff, or approximately 300 employees, as announced in a company-wide memo from CEO Anthony Casalena on Monday. The cuts primarily affect product and engineering teams, with the CEO attributing them to the need to "adapt for the modern era."

"The way we need to work is changing faster than at any point in our history, and our operating model must adapt for the modern era," Casalena wrote. "This means smaller teams, more player coaches, and a simplified organizational structure."

Affected employees will receive a minimum of 16 weeks of base salary plus additional weeks based on tenure and benefits through May 2027. They will also retain their company-issued laptops, and visa-holding employees will receive continued support.

The memo follows a trend of layoffs across the tech industry, with some companies attributing them to the rise of AI. Last week, Microsoft offered buyouts to 60,000 employees, though it expects only a small fraction to accept.

Casalena addressed the remaining staff later on Monday with a livestream presentation, reiterating the points from his memo. A company spokesperson confirmed the layoffs and memo to Business Insider, adding, "The changes are intended to simplify how we operate, sharpen our priorities, and enable the company to move faster as we position Squarespace for its next phase of growth."

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