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Squarespace Cuts 19% of Workforce in Major Restructuring

Executives say the move is meant to simplify operations and speed product work as the company shifts toward AI-driven site building under Permira's ownership.

Overview

  • Squarespace told employees on Monday that it is eliminating roughly 19% of its global staff, about 300 roles, in a restructuring that company leaders say will reshape how teams work.
  • CEO Anthony Casalena's memo said the layoffs will fall mostly on product and engineering teams and called for smaller teams and more hands-on managers to speed decision-making.
  • The company is offering impacted staff at least 16 weeks of base pay, continuation of health benefits through May 2027, tenure-based additional pay, visa support, career coaching, and will allow affected employees to keep their company laptops.
  • The cuts follow Squarespace's multi-year push into generative AI tools such as 2024's Blueprint and the recently announced Forma platform, which the company frames as changing how websites are built and maintained.
  • Squarespace was taken private by Permira in 2024 and company spokespeople say the restructuring aims to sharpen priorities and move faster, a shift that could speed product rollout but will reduce headcount and change day-to-day work for remaining teams.