Squarespace: Anthony Casalena

Squarespace: Anthony Casalena

Like many classic technology stories, Squarespace started in a college dorm room. In 2003, 21-year-old Anthony Casalena created a website-building tool for himself. But after hearing some positive feedback from friends, he decided to put the tool online and start a business. For years, Anthony ran Squarespace almost entirely on his own but the stress took a toll and he reached the limits of what he could accomplish by himself. The journey to hiring a staff and scaling the company had its own set of growing pains for Anthony, including difficulty letting go of control, and learning how to manage other people. Today, Squarespace has grown to more than 800 employees, and valued at $1.7 billion. PLUS in our postscript "How You Built That," how Kate Westervelt took an overwhelming experience and turned it into a gift box for new moms – filled with essential items women need to recover from childbirth. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Meridith Baer Home: Meridith Baer. She Started Over at 50 and Put Home Staging on the Map.

Meridith Baer Home: Meridith Baer. She Started Over at 50 and Put Home Staging on the Map.

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Advice Line with Bill Creelman of Spindrift

Advice Line with Bill Creelman of Spindrift

Bill Creelman, CEO and founder of Spindrift, joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Bill and Guy talk about the importance of solving one problem...

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Hydro Flask: Travis Rosbach. How a thirsty surfer changed the water bottle industry

What if the idea that changes your life… starts with something as ordinary as being thirsty?In 2007, Travis Rosbach walked into a sporting goods store looking for a water bottle—and stumbled onto a pr...

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Advice Line with Anthony Casalena of Squarespace

Squarespace founder Anthony Casalena joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, Anthony shares how Squarespace is leveraging AI to help peopl...

20 Nov 202548min

Gymshark: Ben Francis.  From pizza delivery to billion-dollar fitness brand.

Gymshark: Ben Francis. From pizza delivery to billion-dollar fitness brand.

At 19, Ben Francis was lifting weights during the day and delivering pizza at night. He didn’t have money. He didn’t have fashion experience. He didn’t even know how to sew. What he did have was a fro...

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Advice Line with Chet Pipkin of Belkin International

Chet Pipkin, former CEO and founder of the electronic goods company Belkin International, joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Chet and Guy dril...

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Backroads: Tom Hale. How a desk worker became a trailblazer in active travel

Backroads: Tom Hale. How a desk worker became a trailblazer in active travel

In his 20’s, working an office job he hated, Tom woke up in the middle of the night with a wild idea: why not take people on bike trips? No playbook. No investors. Just a sense that he could make a li...

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Advice Line with Tariq Farid of Edible Arrangements

Tariq Farid the founder of Edible Arrangements joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Tariq updates Guy on how he’s pivoting into a new industry w...

6 Nov 202550min

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