Insider Trading March 26, 2026

Box COO Sells $143,202 in Stock as Company Draws Positive Analyst Attention

Olivia Nottebohm executed a planned sale; Box posts stronger-than-expected quarter and draws bullish analyst notes on Agentic AI positioning

By Hana Yamamoto BOX
Box COO Sells $143,202 in Stock as Company Draws Positive Analyst Attention
BOX

Olivia Nottebohm, chief operating officer at Box, Inc., sold 5,942 shares of Class A common stock on March 25, 2026, under a Rule 10b5-1 plan. The trade, executed at $24.10 per share, totaled $143,202. The transaction follows a six-month, 26% decline in Box shares, which were trading at $23.82 at the time of reporting. Separately, Box reported quarterly results that beat expectations across all metrics and received reiterated positive ratings from D.A. Davidson and Raymond James, both of which emphasized the company’s positioning around Agentic AI and enterprise workflows in regulated industries.

Key Points

  • Olivia Nottebohm, Box COO, sold 5,942 Class A shares on March 25, 2026, for $24.10 each, totaling $143,202.
  • The sale was made under a Rule 10b5-1 trading plan adopted July 9, 2025; Nottebohm retains 518,842 direct shares, including restricted stock units.
  • Box reported quarterly results that beat expectations and received reiterated Buy and Outperform ratings from D.A. Davidson ($45.00 target) and Raymond James ($32.00 target), both highlighting the company’s Agentic AI positioning in enterprise and regulated markets.

Transaction details

On March 25, 2026, Olivia Nottebohm, Box Inc.'s chief operating officer, sold 5,942 shares of the company's Class A common stock at $24.10 per share, yielding a total proceeds figure of $143,202. The sale was carried out under a pre-established Rule 10b5-1 trading plan that Nottebohm adopted on July 9, 2025. After completing the sale, Nottebohm's direct holdings stood at 518,842 shares, a position that includes shares represented by restricted stock units.

Market context

The insider transaction occurred amid recent share weakness; Box's stock has fallen roughly 26% over the past six months and was trading at $23.82 at the time indicated in the filing. The sale therefore coincides with a period of notable share price pressure.

Earnings and analyst reaction

Separately from the filing, Box released quarterly results that exceeded expectations across all reported metrics. In the wake of that report, D.A. Davidson reiterated a Buy rating on the company with a $45.00 price target, citing a stronger-than-anticipated initial growth outlook for fiscal year 2027 and describing Box as an under-appreciated AI winner on an attractive valuation. At the firm’s Investor Day event in New York, D.A. Davidson highlighted Box’s focus on delivering agentic automation at scale underpinned by its secure unstructured data store.

Raymond James also reaffirmed an Outperform rating with a $32.00 price target, underscoring Box’s role in enabling enterprise workflows through Agentic AI. Brian Peterson of Raymond James pointed to CEO Aaron Levie’s emphasis on the company’s mission to enhance global collaboration, noting the recent strategic focus on Agentic AI. Both firms emphasized Box’s strategic positioning within the AI landscape, particularly with regard to deployments in highly regulated industries.

What the filing shows

The disclosed sale was executed under an established trading plan and does not, on its face, indicate an ad-hoc or opportunistic transaction outside that plan. Nottebohm continues to hold a significant direct stake in the company, some of which is subject to restricted stock unit arrangements.

Takeaway

The insider sale is a factual disclosure of a planned transaction during a period of depressed share performance, while recent corporate results and consistent analyst support point to renewed interest in Box’s growth trajectory and strategic positioning around Agentic AI for enterprise customers, including those in regulated sectors.


Note: This article reports the details of the insider transaction, recent financial results, and subsequent analyst commentary as disclosed in filings and public company communications.

Risks

  • Share-price volatility: Box shares have declined approximately 26% over the past six months, indicating heightened near-term market risk for investors in the technology and enterprise software sectors.
  • Execution and market reception: While analysts cited Agentic AI and enterprise workflow strengths, sustained adoption in highly regulated industries remains a determinant of future performance, creating potential uncertainty for technology and cloud services demand.
  • Valuation divergence: Differing analyst price targets and market reactions to quarterly results underline potential valuation uncertainty for stakeholders in enterprise AI and collaboration software.

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