Anthony Casalena, Founder & CEO of Squarespace, sits down to discuss how Squarespace evolved from him trying to solve a website design problem for himself into a business that empowers countless entrepreneurs across the world.\nCasalena and host of #ThePlaybook, David Meltzer, chat about a variety of topics including why Squarespace\u2019s differentiator has changed over the years as the digital space has evolved, how their tools are being used during the pandemic to give entrepreneurs the ability to test business models, and the biggest lessons they\u2019ve learned about managing employees and overhead. The pair also discuss their different approaches for setting goals and deadlines in order to grow an organization.