Sundar PichaiSundar Pichai earned $164M in 2023

Anthony Casalena is the Founder and CEO of Squarespace, a company he started back in 2004, which has since become a major player in the website-building space. He holds a B.A. in Business from the University of Maryland, and his...

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Anthony Casalena

Founder and Ex-CEO of Squarespace

Education

B.A. in Business from the University of Maryland

Field of Expertise

Business & Management - Entrepreneurship

Sector of Economy

Technology

Born

April 27, 1985 - 40 years ago

CEO of Squarespace for

17 years 4 months (Jan 2004 - May 2021)

Previous Experience

Founder of Squarespace, Inc.

Rivals

Competitors/colleagues of Anthony Casalena

Holdings

See how much did Anthony Casalena make over time.

Anthony Casalena's holdings have seen numerous fluctuations since 2021. At peak, in May 2021, his positions were worth approximately $36.37 million. Since then, the value has fluctuated, dropping to $14.31 million by December 2021, and showing a gradual decrease over...

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Total Stock Sold

$192.61M

SQSP

$192.61M

4,832,960 SQSP shares

What if they kept their stock?

If Anthony Casalena didn't sell their stock, today they would have:
Extra SQSP4,832,960 shares worth $210.96M.
This is 9.53% and $18.35M more than what they got when they sold the stock.

Insider Trading

See recent insider trades of Anthony Casalena.

SQSP

$6.96M

SQSP at $46.38/share

Oct 11, 2024

Sale

SQSP

$6.75M

SQSP at $46.41/share

Sep 30, 2024

Sale

SQSP

$10.46M

SQSP at $46.35/share

Sep 17, 2024

Sale

SQSP

$3.25M

SQSP at $45.21/share

Sep 4, 2024

Sale

SQSP

$3.41M

SQSP at $44.77/share

Aug 21, 2024

Sale

SQSP

$5.14M

SQSP at $44.16/share

Aug 8, 2024

Sale

SQSP

$5.53M

SQSP at $43.99/share

Jul 26, 2024

Sale

SQSP

$6.25M

SQSP at $43.80/share

Jul 15, 2024

Sale

SQSP

$5.11M

SQSP at $43.53/share

Jul 1, 2024

Sale

SQSP

$3.45M

SQSP at $43.63/share

Jun 17, 2024

Sale

Compensation History

See how much did Anthony Casalena make over time.

In 2021, Anthony Casalena's total compensation was about $84.1 million, mainly driven by a large stock award worth roughly $83.5 million. He received around $230,000 as a base salary, but that was significantly reduced to just $1 in subsequent years. His 2021 pay reflects a strategic move to tie his financial benefits directly to the company's long-term success, aligning him closely with shareholders' interests. The approach underscores a growing trend among leading executives to receive less fixed compensation and more equity-driven incentives.

Year

2021

Total Compensation

$81.72M

Salary

$1.00

Board Justification

The compensation philosophy focuses on driving long-term, sustainable business value and leveraging compensation elements that are heavily weighted towards long-term employee retention.

Bonus

$0.00

Board Justification

No annual cash bonus payments were provided to NEOs for 2021.

Other

$340.91K

Board Justification

Includes the approximate aggregate incremental cost to the company of providing security services and 401(k) matching contributions.

Restricted Stock

$81.38M(2.75M RSU)

Board Justification

The long-term performance-based restricted stock unit award granted to Anthony Casalena is subject to vesting based on the achievement of specified stock price targets over a five-year period.

Performance Metrics

Performance metrics for the stock awards are based on achieving specified stock price targets.

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