Anthony Casalena built the first version of Squarespace because he wanted a better personal website for himself. It’s a common enough story. Drew Houston famously wrote Dropbox’s first line of code on a bus when he realized he left his thumb drive at home. But very few founders have taken Casalena’s path.
While he's run the company for a decade, he didn’t start focusing on explosive growth until six years in. When he did, the company quickly became the first choice for hundreds of thousands of layman web developers, and it snagged a rare brass ring — this year’s buzzy Super Bowl ad that kicked off a new chapter in the company’s history and attracted hordes of new users. Recently, it announced a new fundraise of $40 million to scale even more, bringing its total amount raised to $78.5 million.
So how did Casalena do it? How did he take a company once dwarfed by competitors like Wordpress and Drupal and make it the growing, aspirational brand to...
Click through to the First Round Capital Review to read more...
Click through to the First Round Capital Review to read more...