Advice Line with Anthony Casalena of Squarespace
In this Advice Line episode of How I Built This Lab, host Guy Raz and Squarespace founder and CEO Anthony Casalena answer questions from three early-stage founders. They first discuss how Squarespace has evolved, including its role in a changing AI-driven web and its AI-enabled features. Then they advise a custom mattress entrepreneur, a clean first-aid brand founder, and the creator of an eating-disorder recovery app on branding, distribution, go-to-market strategies, and leveraging early users, before Anthony shares a key retrospective lesson on following his gut faster.
Gymshark: Ben Francis. From pizza delivery to billion-dollar fitness brand.
Ben Francis tells the story of how he went from a student delivering pizzas and building websites to founding Gymshark, a global gymwear brand. He explains how Gymshark began as a dropship supplement site before pivoting into apparel, leveraged early YouTube fitness influencers, and grew rapidly while remaining bootstrapped. Ben also describes bringing in experienced operators, learning each function of the business, navigating a co-founder split, and eventually returning as CEO to lead Gymshark as a multi-hundred-million pound company with global reach.