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(827)

Advice Line with Eric Ryan of Method returns

Advice Line with Eric Ryan of Method returns

Today’s callers: Christina from California wonders how to build trust with her fragrance brand formulated without allergens. Then, James, also from California, assesses how he can create more brand aw...

23 Apr 40min

KIND bars: Daniel Lubetzky. From peace in the Middle East to a $5 billion snack bar

KIND bars: Daniel Lubetzky. From peace in the Middle East to a $5 billion snack bar

What if the thing you care about most ... might be what’s holding your business back?Daniel Lubetzky didn’t leave his law job to build a straightforward business. He left it to build a company he beli...

20 Apr 1h 5min

Advice Line with Chieh Huang of Boxed

Advice Line with Chieh Huang of Boxed

Today’s callers: Alec from California wonders if it’s time to bring production for his beef tallow skincare brand out of his kitchen to a co-manufacturer. Then, Jessica from California has a hit horse...

16 Apr 51min

iRobot: Colin Angle. How The Roomba Became a Household Icon

iRobot: Colin Angle. How The Roomba Became a Household Icon

Colin Angle didn’t start out trying to clean people’s floors.He started out trying to shape the future–with robots. In the early days of iRobot, there was no business model. No steady funding. No clea...

13 Apr 1h 3min

Advice Line with Steve Ells of Chipotle

Advice Line with Steve Ells of Chipotle

Today’s callers: Rebecca from Australia wants to make her small-batch spirits stand out in a crowded market. Then, Sri from England wonders how to balance commercial and humanitarian interests for her...

9 Apr 42min

Wingstop: Antonio Swad. A Brilliant Idea — And a Nail-Biting Exit

Wingstop: Antonio Swad. A Brilliant Idea — And a Nail-Biting Exit

A lot of founders spend their lives chasing one big idea.Antonio Swad had two.The first? Migrating chicken wings from the Happy Hour buffet to the center of the plate.The second? Building a pizza busi...

6 Apr 1h 18min

Advice Line with Angie & Dan Bastian of Angie's BOOMCHICKAPOP

Advice Line with Angie & Dan Bastian of Angie's BOOMCHICKAPOP

Today’s callers: Michelle from California assesses the trade offs of accepting outside investment to scale her organic granola brand. Then, Gloria from Connecticut wonders how to overcome stigma and g...

2 Apr 49min

diapers.com: Marc Lore. The ecommerce visionary who lost to Amazon but still made billions (2021)

diapers.com: Marc Lore. The ecommerce visionary who lost to Amazon but still made billions (2021)

Back in the early days of ecommerce, Marc Lore took a classic retail loss leader–diapers– and turned it into a DTC giant– Diapers.com. It did so well that it attracted the attention of Amazon, which s...

30 Mar 1h 13min

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