Insider Trading April 8, 2026 08:16 PM

Box COO Sells $157,128 Worth of Shares; Insider Still Holds Nearly Half a Million

Olivia Nottebohm executed a planned sale under a 10b5-1 plan as Box navigates a six-month 30% share decline and continued analyst interest around AI initiatives

By Hana Yamamoto BOX
Box COO Sells $157,128 Worth of Shares; Insider Still Holds Nearly Half a Million
BOX

Box Inc.'s Chief Operating Officer Olivia Nottebohm sold 6,528 shares of Class A common stock on April 7, 2026, in a transaction valued at $157,128. The sale was carried out under a Rule 10b5-1 trading plan adopted July 9, 2025. After the transaction Nottebohm directly owns 487,488 shares, including holdings tied to time-based and performance-based restricted stock units. The trade comes amid a roughly 30% decline in the stock over six months, a current trading price of $23.18, and ongoing analyst focus on Box's AI positioning and strong gross margins.

Key Points

  • COO Olivia Nottebohm sold 6,528 Class A shares on April 7, 2026, for $24.07 per share, totaling $157,128.
  • After the sale, Nottebohm directly owns 487,488 shares, including time-based and performance-based restricted stock units; the sale followed a Rule 10b5-1 plan adopted July 9, 2025.
  • Box's shares trade at $23.18 and have fallen roughly 30% over the past six months; analysts continue to highlight Box's AI positioning and the company reports a 79% gross profit margin.

Transaction details

Olivia Nottebohm, Chief Operating Officer of Box Inc. (NYSE: BOX), sold 6,528 shares of Class A Common Stock on April 7, 2026, according to a Form 4 filing with the Securities and Exchange Commission. The shares were disposed of at $24.07 per share, producing a total transaction value of $157,128.

The sale was executed pursuant to a Rule 10b5-1 trading plan that Nottebohm established on July 9, 2025. Following the disposition, she directly holds 487,488 shares of Box Inc. Some portion of that holding is represented by time-based and performance-based restricted stock units.


Market context

Box's stock currently trades at $23.18. The share price has fallen by roughly 30% over the past six months, a period that frames this insider sale. The Form 4 filing specifies the trade price and volume but does not attach commentary about the motives behind the transaction.


Company fundamentals and research notes

InvestingPro analysis cited alongside the filing suggests the stock is presently undervalued, noting that Box maintains gross profit margins of 79%. The filing text indicates that additional ProTips and Pro Research Reports are available for Box and other U.S. equities for investors seeking deeper analysis.

Analysts have continued to weigh in on the company. DA Davidson reiterated a Buy rating with a $45.00 price target, emphasizing Box’s AI potential in regulated industries that demand strong security controls. Raymond James maintained an Outperform rating with a $32.00 price target and highlighted Box’s role in enhancing enterprise workflows through Agentic AI. Both firms attended Box’s recent Investor Day, where management emphasized AI-driven automation as a strategic focus.


Related corporate development

Separately, Boxlight Corporation amended its inventory finance agreement with J.J. Astor & Co., converting $556,200 of debt into 600,000 shares of common stock. That arrangement contains a "Proceeds Protection" clause requiring that J.J. Astor receives at least $556,200 from the sale of those shares, with Boxlight obligated to cover any shortfall.


What is clear and what is not

The SEC filing provides precise figures for the insider sale, the post-transaction direct ownership and the 10b5-1 plan adoption date. It does not provide statements from company management or the insider explaining the reasons for the trade, nor does it attach forward-looking guidance tied to the transaction. Analyst ratings and price targets are reported as has been communicated by the respective firms.

Risks

  • Share-price volatility and the roughly 30% decline over six months may affect investor sentiment and valuation assessments - affecting the technology and enterprise software sectors.
  • The Boxlight debt-to-equity conversion includes a "Proceeds Protection" clause that could create downside obligations for Boxlight if sale proceeds fall short, presenting balance-sheet and shareholder dilution considerations - relevant to small-cap issuers and financing agreements in the broader market.
  • The SEC filing does not disclose motives for the insider sale or management commentary, leaving uncertainty about the reasons behind the transaction and limiting interpretation for investors - impacting corporate governance and insider-activity monitoring in equities markets.

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