Alyssa Henry served as the CEO of Block, Inc. from January 2021 to October 2023. During her time, she led the Square division of the company, which focuses on financial services and mobile payments. Henry joined Block nine years ago...

Alyssa Henry served as the CEO of Block, Inc. from January 2021 to October 2023. During her time, she led the Square division of the company, which focuses on financial services and mobile payments. Henry joined Block nine years ago and made a significant impact on the company's growth and strategy. She helped Block's vision of economic empowerment, aiming to provide small businesses with accessible tools to thrive. Although her educational background isn't public, her career in the business sector shows her expertise and commitment. Henry has seen fluctuations in her leadership, receiving a significant increase in compensation in recent years. Her total pay spiked to nearly $9.8 million in 2023, influenced heavily by stock options and vested equity, reflecting her alignment with long-term company performance. An interesting note is her involvement in insider trading, reaching personal wealth up to $108.75 million in September 2021, showcasing her strong belief in the company’s potential. With the company's dynamic focus on providing tools for economic participation, her legacy at Block remains impactful.

Quick Links

1. Rivals

2. Holdings

3. Insider Trading

4. Compensation History

5. Other Block CEOs

B

Alyssa Henry

Ex-CEO of Block

Education

Not specified

Field of Expertise

Business & Management

Sector of Economy

Technology

Born

January 1, 1982 - 43 years ago

CEO of Block for

2 years 9 months (Jan 2021 - Oct 2023)

Previous Experience

Worked at Block for over nine years

Rivals

Competitors/colleagues of Alyssa Henry

R

Anthony Wood

Founder and CEO of Roku, Inc.

2023 Compensation

Stock

$0.00

Salary

$1.20M

Bonus

$0.00

Other

$18.83K

Total Holdings

$1.22B

R

Vladimir Tenev

Founder and CEO of Robinhood Markets, Inc.

2023 Compensation

Stock

$2.39M

Salary

$34.25K

Bonus

$0.00

Other

$2.40M

Total Holdings

$1.97B

A

Libor Michalek

CEO of Affirm Holdings, Inc.

2022 Compensation

Stock

$0.00

Salary

$35.34K

Bonus

$0.00

Other

$374.47K

Total Holdings

$45.99M

P

Alex Chriss

CEO of PayPal Holdings, Inc.

2023 Compensation

Stock

$0.00

Salary

$302.89K

Bonus

$0.00

Other

$311.84K

Total Holdings

$11.94M

Z

Eric Yuan

Founder and CEO of Zoom Video Communications, Inc.

2023 Compensation

Stock

$995.19K

Salary

$10.00K

Bonus

$721.00

Other

$1.83M

Total Holdings

$1.64B

Holdings

See how much did Alyssa Henry make over time.

Alyssa Henry's holdings in Block, Inc. were quite substantial and fluctuated significantly during her tenure. Notably, her wealth peaked in August 2021, estimated at $108.75 million, and continued to rise until December 2021, where it stood at $70.11 million. By...

Alyssa Henry's holdings in Block, Inc. were quite substantial and fluctuated significantly during her tenure. Notably, her wealth peaked in August 2021, estimated at $108.75 million, and continued to rise until December 2021, where it stood at $70.11 million. By December 2022, her holdings were valued at around $27.82 million, showing some volatility over her time as CEO. In 2023, her trading peaked at approximately $39.96 million in July, indicating her strategic selling decisions aligned with market conditions. Over the years, she transitioned from having most of her wealth tied to stock options and RSUs, benefiting from both equity growth and the company's performance, showcasing her commitment to the firm and confidence in its future.

Mar 11, 2025

I

shares

INTC @ $19.77

Total Stock Sold

$178.65M

SQ

$178.65M

2,245,590 SQ shares

What if they kept their stock?

If Alyssa Henry didn't sell their stock, today they would have:
Extra SQ2,245,590 shares worth $132.96M.
This is -25.58% and $45.69M less than what they got when they sold the stock.

Insider Trading

See recent insider trades of Alyssa Henry.

SQ

$185.30K

SQ at $44.16/share

Oct 2, 2023

Sale

SQ

$133.15K

SQ at $56.49/share

Aug 21, 2023

Sale

SQ

$280.44K

SQ at $66.82/share

Jul 3, 2023

Sale

SQ

$140.50K

SQ at $59.61/share

May 22, 2023

Sale

SQ

$16.48K

SQ at $48.34/share

May 22, 2023

Received

SQ

$1.79M

SQ at $58.30/share

May 3, 2023

Sale

SQ

$1.89M

SQ at $61.30/share

Apr 26, 2023

Sale

SQ

75,118 shares

SQ

Apr 26, 2023

Received

SQ

$1.93M

SQ at $62.64/share

Apr 19, 2023

Sale

SQ

$2.05M

SQ at $66.66/share

Apr 12, 2023

Sale

Compensation History

See how much did Alyssa Henry make over time.

In 2023, Alyssa Henry's total compensation reached approximately $9.8 million. This included a salary of $565,000, but her main incentives were stock awards value of $4.9 million along with stock options also valued around $4.9 million. Notably, no cash bonuses were provided in 2023; the focus was entirely on equity-based compensation to align with long-term shareholder interests. This shift underscores a performance-driven approach, rewarding Henry based on the company's success over time rather than on short-term metrics. In comparison, her compensation in 2022 was around $533,000, while in 2021 it was about $517,000, reflecting the company's growing value and her increasing role in its leadership. The lack of cash bonuses indicates a strategic direction toward sustaining long-term growth rather than immediate returns, aligning with the overall mission of Block.

Year

2023

Total Compensation

$5.76M

Salary

$565.00K

Board Justification

The compensation philosophy emphasizes market competitiveness, performance-driven rewards, equity-based compensation, and simplicity in the compensation structure.

Bonus

$0.00

Board Justification

No cash-based incentive compensation opportunities were provided in 2023; focus was on equity awards as the primary means of incentive compensation.

Other

$278.06K

Board Justification

Other compensation includes a cash payment of $249,219 in connection with the Separation Agreement, $3.6 million in stock-based compensation charges recognized in connection with the Separation Agreement, and COBRA payment of $23,835.

Restricted Stock

$4.91M(75.12K RSU)

Board Justification

75,118 RSUs granted in 2023 vested in equal quarterly installments over four years beginning May 20, 2023, subject to continued service with the Company.

Performance Metrics

No specific performance metrics were used to determine compensation; focus was on aligning compensation with long-term shareholder value through equity awards.

Other Block CEOs

Here are other CEOs of Block

Jack Dorsey

Founder and CEO of Block

October 2023 - Present