Advice Line with Anthony Casalena of Squarespace

How I Built This · 20 Nov 2025 · 48m

What this episode covers

Squarespace founder Anthony Casalena joins Guy Raz to answer questions from three early-stage entrepreneurs: Bob Zikowski of Custom Sleep Technology, Stacy Bernstein of All Better Co., and Mehek Mohan of Kahani. The conversation covers strategies for launching custom mattresses, differentiating first aid products from legacy brands, and executing a go-to-market plan for a mental health app. Casalena also discusses Squarespace's evolution into a full-stack business platform and its integration of AI tools like Blueprint AI.

Mentioned

Companies
Squarespace, Custom Sleep Technology, All Better Co., Kahani, Thrive Market, Target, Hilton, Hyatt, Four Seasons, Auto Camp, Method
Products
Blueprint AI, Acuity, Google Domains, 8 Sleep, Whoop, Tempur-Pedic, Casper, Neosporin, Band-Aid, RX Bar

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