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The Big Web Show

The award winning Big Web Show features special guests and topics like web publishing, art direction, content strategy, typography, web technology, and more. It's everything web that matters. The Big Web Show is no longer on 5by5 but you can hear new episodes elsewhere. See zeldman.com for details.

Hosted by Jeffrey Zeldman.


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Episode #87 Previous  •  Next

Anthony Casalena

April 5, 2013 at 12:30pm • 49 minutes • Wiki Entry

Squarespace founder and CEO Anthony Casalena (@acasalena) is my guest in Episode No. 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 new e-commerce 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.

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



Show Notes & Links Presented by CacheFly

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.