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Big Web Show: Squarespace

Squarespace founder Anthony Casalena

SQUARESPACE CEO and founder Anthony Casalena is my guest in Episode 87 of The Big Web Show (“everything web that matters”).

We discuss the platform’s capabilities and the three markets it serves (consumer, designer, developer); the journey from one-person start-up to 120-person company; the launch of Squarespace’s ecommerce platform; how to design a start-up that makes money the day it launches; ways to build community around a non-open-source platform; the effectiveness of good old-fashioned traditional advertising in marketing an internet company like Squarespace; staffing up and laying people off; and much more.

Anthony is the founder and CEO of Squarespace, which he started from his dorm room in 2003. During the company’s early years, Anthony acted as the sole engineer, designer and support representative for the entire Squarespace platform, allowing for it to be a stable and profitable business from the outset.

In addition to his main responsibilities in running the company and setting overall product strategy, he remains actively involved in the engineering, design, and product teams within the organization. Anthony holds a Bachelor of Science in Computer Science from the University of Maryland.

This episode of The Big Web Show is sponsored by Shutterstock.com. Use offer code “BIGWEBSHOW3” to save 30% off any Shutterstock photo package.

By L. Jeffrey Zeldman

“King of Web Standards”—Bloomberg Businessweek. Author, Designer, Founder. Talent Content Director at Automattic. Publisher, alistapart.com & abookapart.com. Ava’s dad.

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