Anthony Casalena Net Worth, Wiki, Bio, Squarespace Founding

Anthony Casalena net worth, bio, wiki.
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Overview Of Anthony Casalena

Anthony Casalena is an American who founded one of today’s biggest website building and hosting companies, Squarespace, Inc. while enrolled in college.

It started off when Casalena, still a student at the University of Maryland, tried to come up with a comprehensive website-building tool for himself. Today, Squarespace is a platform that hosts millions of websites ranging from new entrepreneurial ventures to established businesses. 


Anthony Casalena Bio/ Background

Here’s an excerpt from an article by The Washington Post that talks about Casalena’s formative years:

“Anthony Casalena was 17 when he got his first job as a programmer for a start-up called HyperOffice, a software company that makes e-mail and contact management applications for the Web. Hired as an intern, he became a regular programmer after two weeks and rewrote the main product line.”

In 2003, Anthony Casalena, a Baltimore native, was a senior majoring in computer science and a part of the University of Maryland’s Hinman Campus Entrepreneurship Opportunities program. During that time, he decided to create a personal website and met with some hurdles that pushed him to think up an innovative solution. 


How Anthony Casalena Built Squarespace

While working on his personal website, Casalena realized it was not possible to create a website with the features and design he wanted. As a result, he proceeded to tackle the issue by creating his own website-builder.

Here is an excerpt of an article published by, in which Casalena explains how his frustration with the narrow choice he was presented with led him to create the website builder:

“None of the products out there took style or design into account–which doesn’t work when you’re trying to build your personal identity online,” he says. “Your website is where your ideas live. It reflects who you are. And all there was out there were these geeky, bargain-bin sort of services charging $2.99 a month for clunky experiences. So when I started Squarespace, I just wanted to make a site for myself. I never thought it would be a business.”

As per an article by The Washington Post,

“After seeing a demonstration of Casalena’s creation, a friend offered him $500 to use the program. “I didn’t think it was worth $500; I made it in a week,” Casalena said. But he decided to offer his program as a service for others seeking to publish personal Web sites.”

In January 2004, the creator made Squarespace available to the public as a simple but efficient do-it-yourself/drag and drop website builder.

In the following Google Talk, Casalena discussed how he scaled Squarespace to a global company with millions of clients worldwide:


Several articles reported that in the early stages Casalena had no funding at all and handled everything himself:

Here is an excerpt from an article published in The Washington Business Journal 

“So far Casalena has funded his company through fees from the beta testers. His costs are low because he does the programming on his own, works in his dorm room, and has no paid employees. His father advises him on business strategies.”

Here is another one from the,

“While still in college, Casalena borrowed $30,000 from his father to buy computer servers to host the Squarespace code. For the first three years, Casalena ran Squarespace alone. He wrote the code, educated and interacted with customers, and managed marketing, if buying $100 worth of Google Adwords can be called “marketing.”


What is Squarespace?

Screenshot of Squarespace homepage
Courtesy of


Squarespace is a platform that caters to the needs of aimed at bloggers, business owners, and content creators with a variety of features for general web content publishing and website building. 

As the official website puts it,

“Squarespace is an all-in-one content management system, or CMS. With a single subscription, you can create a website, host your content, register your own custom domain name, sell products, track your site’s analytics, and much more.”

The service is accessible on a monthly subscription basis, starting at $12 a month and going up to $40 a month for advanced features.


Additional Information About Squarespace 

Squarespace, Inc. is based in New York City, United States, and is still managed by CEO and Founder Anthony Casalena. In addition to the headquarters, Squarespace also has offices in Portland, Oregon, and Dublin, Ireland. 

As per the About page of the website,

“Squarespace has grown to a team of more than 1,143 talented individuals and since its launch, millions of websites have been created on the Squarespace platform.”

In 2021, Squarespace partnered with the famous singer and songwriter Dolly Parton for their seventh Super Bowl commercial. The singer re-recorded her Grammy-winning 1980s hit “9 to 5”, changing the lyrics to 5 to 9” to motivate young entrepreneurs to pursue their dreams.

Here is a quote from Dolly Parton from an interview on the subject,

“A lot of people through the years have wanted to change the lyrics to fit certain things they’re doing. I really thought that was a wonderful thing, especially for Squarespace. They’re so into people, new entrepreneurs working after hours to start their own businesses,” Parton said. “‘5 to 9’ seemed to be a perfect thing when they pitched it.”

Anthony Casalena also commented on how the COVID-19 global pandemic impacted the business in an article published by The Sydney Morning Herald:

“What ended up happening is a lot of businesses that were mostly offline, started needing and really relying on their online component, to either communicate with their customers or to adapt their business model, or to do anything else,” he told The Age and The Sydney Morning Herald. “So starting around mid-March we’ve seen just unprecedented growth in the business, it’s had two of the best quarters we’ve had in half a decade.”


Anthony Casalena Net Worth

At the time of this writing, there appears to be no existing precise or reliable information on Anthony Casalena’s net worth.

However, in 2019, The Wall Street Journal reported that Casalena acquired $42 million worth of property. Below is an extract from the article:

“A technology CEO has pieced together three parcels of waterfront land in Montauk, N.Y., for around $42 million, closing the second-biggest residential purchase in the Long Island vacation community.

The buyer of the three parcels is Anthony Casalena, founder and CEO of Squarespace, according to people familiar with the transactions.”

In addition, according to a report by Bloomberg:

Squarespace was valued at $1.7 billion in December 2017 when General Atlantic invested $200 million, adding to a $40 million stake taken in 2014.


In The News And Online Presence 

Over the years, Anthony Casalena has been featured on a large number of podcasts and interviews by other popular networks and publications. Below are a few noteworthy ones:

In an episode of the NPR podcast “How I Built This with Guy Raz”, Anthony Casalena shared the details of his journey from building Squarespace in his dorm room to scaling the company. The full episode is available on the NPR website, Spotify, and Google Podcasts.

In a recent interview with The New York Times, Casalena highlighted the growing success of his platform, saying:

Companies creating new websites on our platform, and email marketing campaigns, are at an all-time high. And e-commerce sales on our platform have doubled.


Below is a list of social media accounts where Anthony Casalena can be found online:





To stay updated on the latest news on Anthony Casalena,  you may follow him on Twitter. To learn more about Squarespace, you may read the official blog for insightful stories by modern entrepreneurs. You may also check out the in-depth guides and free webinars the platform offers to the Squarespace Community.




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