The short answer
Squarespace is cutting about 19% of its global workforce, around 300 people, according to a statement the company gave TechCrunch on November 2, 2026. The cuts are job losses, not role changes, and most of them fall on the product and engineering teams, per a memo from CEO Anthony Casalena that Business Insider saw, as reported by The Next Web, and per what Squarespace told Investing.com. The Next Web and Investing.com both put Squarespace's headcount at about 1,800 people.
What happened
The Verge first reported the layoffs on Monday, November 2, 2026, according to TechCrunch and Investing.com. Jeff Seedman, a public relations representative for Squarespace, then confirmed to TechCrunch that the company is restructuring and reducing its global workforce by approximately 19%, representing around 300 employees. Casalena announced the cuts to staff in a company-wide memo, per The Next Web, citing Business Insider. After the memo, Casalena held a livestream for remaining staff that lasted about one minute and did not allow comments, and a separate all-hands meeting was planned, per The Next Web, citing Business Insider.
Who is affected
Most of the cuts hit product and engineering, per the Casalena memo as reported by The Next Web and per Squarespace's own answer to Investing.com. Neither outlet gives a count for those teams. Squarespace has about 1,800 employees, per The Next Web and Investing.com. Those two figures do not match exactly, because 300 is about 17% of 1,800, but both the 19% and the 300 come from the company's statement to TechCrunch. The sources used here do not give a split by office, and none reports a state WARN notice. A WARN notice is a filing an employer makes with a state when it plans a large layoff at one site.
When it takes effect
The company's statement to TechCrunch did not give last working days. The severance terms reported by The Next Web and Investing.com run benefits through May 2027, which is the only date these sources give for this round.
What the company said
The company's statement to TechCrunch said the changes are meant to simplify how it operates, sharpen its priorities and help it move faster in its next phase of growth. Casalena's memo said the company's operating model must adapt for the modern era and that the changes mean "smaller teams, more player coaches, and a simplified organizational structure," per The Next Web, citing Business Insider. Dataconomy reported that Casalena said the cuts were not designed to meet a financial target and that the technology behind the company's core work has changed substantially in the past 12 months. Squarespace told Investing.com it would not describe the restructuring as linked to plans to increase investment in AI infrastructure, after posts on the anonymous workplace app Blind had suggested that link. TechCrunch noted that Squarespace launched an AI site-building tool called Blueprint in 2024 and has announced an upcoming AI-native platform called Forma.
Severance and support
Per the Casalena memo, as reported by The Next Web citing Business Insider, departing staff receive at least 16 weeks of base pay plus extra weeks based on tenure, benefits that continue until May 2027, the option to keep their company laptops, and continued support for employees on work visas. Investing.com reported the same minimum of 16 weeks of base pay and healthcare through May 2027.
Questions people ask
How many people did Squarespace lay off?
Around 300 people, about 19% of its global workforce, according to the statement Squarespace gave TechCrunch on November 2, 2026. The Next Web and Investing.com both report that Squarespace has about 1,800 employees.
Which teams were affected?
Most of the cuts fall on product and engineering, per CEO Anthony Casalena's memo as reported by The Next Web citing Business Insider, and per what Squarespace told Investing.com. No count by team has been published.
What severance is Squarespace paying?
At least 16 weeks of base pay plus additional weeks based on tenure, benefits through May 2027, the option to keep company laptops, and continued support for staff on work visas, per the Casalena memo as reported by The Next Web citing Business Insider. Investing.com reported the same 16-week minimum and healthcare through May 2027.
Why did Squarespace cut jobs?
The company told TechCrunch the changes simplify how it operates and sharpen its priorities. Casalena's memo called for smaller teams and a simpler structure, per The Next Web, and Dataconomy reported he said the cuts were not meant to hit a financial target. Squarespace told Investing.com the restructuring is not linked to plans to increase AI infrastructure investment.