Anthony Casalena, the founder and CEO of Squarespace talks about acquiring Google Domains, why its new AI tools won’t ruin the internet and the zen of power washing content.

Anthony Casalena, the founder and CEO of Squarespace talks about acquiring Google Domains, why its new AI tools won’t ruin the internet and the zen of power washing content.

Today, I’m talking to Anthony Casalena, the founder and CEO of Squarespace, the ubiquitous web hosting and design company. If you’re a podcast listener, you’ve heard a Squarespace ad. 

I was excited to talk to Anthony because it really feels like we’re going through a reset moment on the internet, and I wanted to hear how he’s thinking about the web and what websites are even for in 2023.

If you’re a Vergecast listener, you know I’ve been saying it feels a lot like 2011 out there. The big platforms like Facebook and TikTok are very focused on entertainment content. Twitter is going through… let’s call them changes. People are trying out new platforms like Instagram Threads and rethinking their relationships with old standbys like Reddit. And the introduction of AI…


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