Insider Trading July 1, 2026 05:16 PM

Workday Co-Founder Duffield Liquidates $13.1M Stake Under Pre-Arranged Plan

Insider divestment occurs amid broader market pullback for WDAY, even as analyst upgrades highlight valuation opportunities.

By Ajmal Hussain
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WDAY

David A. Duffield, a significant ten percent owner of Workday, Inc. (NASDAQ:WDAY), executed a substantial divestment of 107,500 Class A Common Stock shares on June 30, 2026, totaling approximately $13,119,166. The transactions were carried out through a Rule 10b5-1 trading plan established by the David A. Duffield Trust in late 2025. The sale price per share ranged between $119.47 and $123.4899. This insider activity unfolds against a backdrop of a 43% decline in WDAY shares over the preceding six months, though recent InvestingPro analysis indicates the stock may be undervalued relative to its Fair Value. The shares sold were previously acquired at $0.00 through the conversion of Class B Common Stock, which converts to Class A under specific conditions or automatically by October 11, 2032. Following the sale, Duffield retains direct ownership of 105,049 Class A shares and 36,668,834 Class B shares, all held within his trust. Concurrently, Workday has seen corporate governance updates and legal scrutiny over its AI hiring tools, while analysts maintain bullish outlooks with price targets ranging from $150 to $165.

Workday Co-Founder Duffield Liquidates $13.1M Stake Under Pre-Arranged Plan
WDAY
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Key Points

  • David A. Duffield, a ten percent owner of Workday, Inc. (NASDAQ:WDAY), sold 107,500 Class A Common Stock shares on June 30, 2026, totaling approximately $13,119,166, executed under a Rule 10b5-1 trading plan established by the David A. Duffield Trust on December 2, 2025. The shares were sold at prices ranging from $119.47 to $123.4899, and prior to this sale, Duffield had acquired 107,500 shares of Class A Common Stock at a price of $0.0 through the conversion of an equal number of Class B Common Stock shares.
  • Following the transactions, David A. Duffield directly holds 105,049 shares of Workday Class A Common Stock and 36,668,834 shares of Class B Common Stock, all held by the David A. Duffield Trust dated July 14, 1988, for which Mr. Duffield serves as trustee and sole beneficiary. The sale of Class B shares to Class A shares occurs at the option of the holder or automatically under specific conditions, including transfer events or by October 11, 2032, with neither share class having an expiration date.
  • Workday has seen corporate governance updates with stockholders approving all company proposals at the annual meeting, including the election of four Class II directors serving until the 2029 annual meeting. Meanwhile, Workday is facing legal challenges as a federal judge ruled that the company must address claims regarding its AI-powered human resources software, which allegedly screened out job applicants in violation of California law and federal disability discrimination rules. Analysts remain bullish, with Monness, Crespi, Hardt upgrading Workday shares to a Buy rating with a $150 price target, Cantor Fitzgerald reiterating an Overweight rating with a $160 price target, and Oppenheimer maintaining an Outperform rating with a $165 price target following a product meeting.

David A. Duffield, a ten percent owner of Workday, Inc. (NASDAQ:WDAY), executed a significant divestment of 107,500 Class A Common Stock shares on June 30, 2026. The total value of these transactions reached approximately $13,119,166. The shares were offloaded at prices spanning from $119.47 to $123.4899 per share. This sale was facilitated through a Rule 10b5-1 trading plan, which the David A. Duffield Trust had established on December 2, 2025. The insider transaction occurs while WDAY shares have experienced a 43% decline over the last six months. Despite this drop, InvestingPro analysis suggests the stock remains undervalued relative to its Fair Value, positioning it among opportunities on the most undervalued stocks list.

The execution of the sale involved multiple transactions at different price levels. Specifically, 6,100 shares were sold at prices between $119.47 and $120.4699. Additionally, 16,870 shares were sold at prices between $120.49 and $121.4899. Furthermore, 53,176 shares were sold at prices between $121.49 and $122.4899. Finally, 31,354 shares were sold at prices between $122.49 and $123.4899. Prior to these sales, Duffield had acquired 107,500 shares of Class A Common Stock at a price of $0.0. This acquisition resulted from the conversion of an equal number of Class B Common Stock shares. Each share of Class B Common Stock is convertible into one share of Class A Common Stock at the option of the holder. Class B shares also convert automatically into Class A shares under certain conditions, including specific transfer events or by October 11, 2032. Neither Class A nor Class B shares have an expiration date.

All reported shares are held by the David A. Duffield Trust dated July 14, 1988, for which Mr. Duffield serves as trustee and sole beneficiary. Following these transactions, David A. Duffield directly holds 105,049 shares of Workday Class A Common Stock and 36,668,834 shares of Class B Common Stock. For deeper analysis of Workday’s financial health and additional insights, investors can access the comprehensive Pro Research Report, one of 1,400+ available on InvestingPro.

In other recent news, Workday has been in the spotlight with several key developments. Stockholders have approved all company proposals at the annual meeting, including the election of four Class II directors, who will serve until the 2029 annual meeting. Meanwhile, Workday is facing legal challenges as a federal judge ruled that the company must address claims regarding its AI-powered human resources software, which allegedly screened out job applicants in violation of California law and federal disability discrimination rules.

On the analyst front, Monness, Crespi, Hardt upgraded Workday shares to a Buy rating, citing valuation, and set a price target of $150. Cantor Fitzgerald reiterated an Overweight rating with a price target of $160, while Oppenheimer maintained an Outperform rating with a $165 price target following a product meeting. These developments have captured the attention of investors and analysts alike, with a focus on the company’s performance and future prospects.

Risks

  • Workday is currently navigating legal challenges as a federal judge has ruled that the company must address claims regarding its AI-powered human resources software. These claims allege that the software screened out job applicants in violation of California law and federal disability discrimination rules, potentially exposing the company to regulatory scrutiny and operational adjustments within the HR tech sector.
  • Despite recent analyst upgrades and valuation optimism, WDAY shares have declined 43% over the past six months. This sustained downward pressure on the stock price highlights ongoing market volatility and investor sentiment challenges for the enterprise software sector, even as some analysts argue the stock is undervalued relative to its Fair Value.
  • The insider sale by David A. Duffield, while executed under a pre-arranged Rule 10b5-1 trading plan, involves a significant divestment of 107,500 shares. This activity occurs as the company faces legal scrutiny over its AI hiring tools, which could impact investor confidence and valuation perceptions within the broader technology and SaaS markets.

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