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.

Episoder(820)

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

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Advice Line with Tariq Farid of Edible Arrangements

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

Babylist: Natalie Gordon. How a new mom used nap time to build a $500M business.

Babylist: Natalie Gordon. How a new mom used nap time to build a $500M business.

In 2010, software engineer Natalie Gordon was pregnant– and fed up with the overwhelming baby aisles in big box stores. So she quit her computer job to code the registry she wished existed. No pink-a...

3 Nov 20251h 7min

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Advice Line with Niraj Shah of Wayfair

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Nuts.com: Jeff Braverman. From Corner Store to Snacktime Powerhouse

Nuts.com: Jeff Braverman. From Corner Store to Snacktime Powerhouse

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27 Okt 20251h 12min

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Advice Line with John Zimmer of Lyft

Lyft co-founder John Zimmer joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, John talks about his recent decision to step away from the company he founded in 201...

23 Okt 202550min

Magnolia: Chip & Joanna Gaines. From House Flipping to Household Name

Magnolia: Chip & Joanna Gaines. From House Flipping to Household Name

What happens when a charismatic home renovator marries a budding design whiz? You get the billion-dollar powerhouse that is Chip and Joanna Gaines.The Gaines’ TV show Fixer Upper became a cultural obs...

20 Okt 20251h 33min

Advice Line with Stacy Madison of Stacy’s Pita Chips

Advice Line with Stacy Madison of Stacy’s Pita Chips

Stacy’s Pita Chips co-founder Stacy Madison joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Stacy talks about her hard-won experience of knowing when to st...

16 Okt 202554min

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