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Dropbox (DBX) director Andrew Moore sells 8,443 shares, exits direct holding

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-3e90912f6cd6.html
Dropbox director Andrew William Moore sold 8,443 shares of Class A Common Stock in open-market transactions on May 18, 2026, at weighted average prices of $27.27 and $27.80. These sales, executed under a Rule 10b5-1 trading plan adopted in May 2025, resulted in Moore holding no direct shares of Dropbox after the transactions. The total value of shares sold amounted to $232,783.

Entity tied to Dropbox (DBX) CEO Houston sells 30,332 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-119a28e5d420.html
Dropbox CEO Andrew Houston, through an affiliated trust, sold 30,332 shares of Class A Common Stock at $27.50 per share on May 18, 2026. This transaction was conducted under a pre-arranged Rule 10b5-1 trading plan adopted on March 12, 2025. Concurrently, 30,332 shares of Class B Common Stock were converted into an equal number of Class A shares.

Dropbox (NASDAQ: DBX) CFO reports RSU tax share withholding event

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-b7a2264dd0a3.html
Dropbox Inc.'s Chief Financial Officer, Ross Tennenbaum, had 20,325 shares of Class A common stock withheld by the company on May 15, 2026, to cover tax obligations arising from the vesting of restricted stock units (RSUs). This transaction, valued at $26.20 per share, was an automatic tax-withholding event and not an open-market sale. Following this, Tennenbaum directly holds 779,605 shares, including RSUs scheduled to vest through November 15, 2029.

Dropbox (DBX) legal chief sells 7,230 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-b65ba26c3540.html
Dropbox, Inc.'s Chief Legal Officer, William T. Yoon, recently sold 7,230 shares of Class A common stock through a Rule 10b5-1 trading plan. These sales occurred on May 18, 2026, at weighted average prices of $27.80 and $27.2826 per share. Additionally, 16,124 shares were withheld by Dropbox on May 15, 2026, to cover tax obligations related to the vesting of restricted stock units.

Dropbox (DBX) CAO logs 1,306-share sale and 3,680-share tax withholding

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-ccdb5b239fed.html
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, reported an open-market sale of 1,306 shares at $28.14 each and the withholding of 3,680 shares at $26.20 for tax obligations related to vesting restricted stock units. These transactions, including the sale under a Rule 10b5-1 trading plan, are considered routine equity compensation and liquidity management. After these movements, Schubach holds 131,120 shares directly.
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Dropbox chief accounting officer sells $36,750 in stock

https://m.investing.com/news/insider-trading-news/dropbox-chief-accounting-officer-sells-36750-in-stock-93CH-4699809?ampMode=1
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, sold 1,306 shares of Class A Common Stock for $36,750 on May 19, 2026, as part of a Rule 10b5-1 trading plan. Additionally, she disposed of 3,680 shares to cover tax obligations. Despite these sales, Dropbox reported strong Q1 2026 financial results, exceeding EPS and revenue expectations.

Dropbox (NASDAQ: DBX) exec shares withheld to cover RSU tax obligations

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-a57aadec41f7.html
Dropbox executive Ashraf Alkarmi had 21,446 shares of Class A Common Stock withheld by the company to cover tax obligations related to the vesting of restricted stock units (RSUs). The shares were valued at $26.20 each on May 15, 2026, and this is a routine tax-related disposition, not an open-market sale. Following this transaction, Alkarmi directly holds 624,895 shares, with remaining RSUs scheduled to vest through November 15, 2029.

Dropbox (NASDAQ: DBX) CTO sells 5,666 shares in planned trades

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-b2847c70cc1a.html
Dropbox CTO Ali Dasdan reported selling 5,666 shares of Class A Common Stock in open-market trades at weighted average prices in the high-$27 range, conducted under a Rule 10b5-1 trading plan. Additionally, 19,254 shares were withheld by Dropbox to cover tax obligations related to vesting restricted stock units. Following these transactions, Dasdan directly holds 514,611 shares of Dropbox Class A Common Stock.

Dropbox (DBX) director sells 4,000 shares under Rule 10b5-1 trading plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-3215a0068d60.html
Dropbox, Inc. director Karen Peacock sold 4,000 shares of Class A Common Stock on May 15, 2026, at a weighted average price of $26.5047 per share. This sale was conducted under a pre-arranged Rule 10b5-1 trading plan adopted on December 10, 2025. Following this transaction, Karen Peacock directly holds 17,295 Dropbox shares.

Dropbox (DBX) director Lisa Campbell sells 4,222 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-545d24794bb2.html
Dropbox director Lisa M. Campbell sold 4,222 shares of Class A Common Stock at a weighted average price of $26.5098 per share under a pre-arranged Rule 10b5-1 trading plan. After this transaction, she directly holds 14,998 shares. The sale, valued at approximately $112,000, was an open-market transaction.
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Dropbox (NASDAQ: DBX) CEO executes 37,498-share sale under Rule 10b5-1 trading plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-5bbc00e0991f.html
Dropbox CEO Andrew Houston has sold 37,498 Class A shares at a weighted average price of $25.9627 after converting them from Class B shares at $0.00. This transaction was conducted under a Rule 10b5-1 trading plan established on March 12, 2025. Following the sale, Houston retains substantial holdings, including 8,266,666 direct Class A shares and significant indirect Class B holdings through various family trusts.

Dropbox CEO Andrew Houston sells $973,549 in stock

https://m.investing.com/news/insider-trading-news/dropbox-ceo-andrew-houston-sells-973549-in-stock-93CH-4697220?ampMode=1
Dropbox CEO Andrew Houston sold 37,498 shares of Class A Common Stock for $973,549 on May 14, 2026, through a pre-arranged trading plan. Despite the sale, the stock has since risen, and Dropbox recently reported strong first-quarter 2026 financial results, exceeding earnings and revenue expectations. Houston's remaining holdings include significant direct and indirect shares across various trusts.

Arrowstreet reports 5.4% stake in Dropbox (NASDAQ: DBX) via advisory clients

https://www.stocktitan.net/sec-filings/DBX/schedule-13g-dropbox-inc-passive-investment-disclosure-5-9be18456ddf0.html
Arrowstreet Capital, Limited Partnership and Arrowstreet Capital Holding LLC have reported a beneficial ownership of 8,533,736 common shares in Dropbox Inc. (NASDAQ: DBX), accounting for 5.4% of the class as of March 31, 2026. The shares are held on behalf of ASC investment advisory clients, with ACH serving as the ultimate parent company. This Schedule 13G filing indicates a passive investment, clarifying Arrowstreet's sole voting power over 8,378,951 shares and sole dispositive power over all 8,533,736 shares.

Analysts Have Conflicting Sentiments on These Technology Companies: Dropbox (DBX) and Microchip (MCHP)

https://www.theglobeandmail.com/investing/markets/stocks/MCHP/pressreleases/1820992/analysts-have-conflicting-sentiments-on-these-technology-companies-dropbox-dbx-and-microchip-mchp/
Analysts have issued conflicting sentiments on technology companies Dropbox (DBX) and Microchip (MCHP). William Blair maintained a Sell rating on Dropbox with a current analyst consensus of Hold, while Mizuho Securities and Bank of America reiterated Buy ratings on Microchip, which currently holds a Moderate Buy consensus despite a projected downside.

Sarah Schubach, Dropbox chief accounting officer, sells $42,367 in stock

https://in.investing.com/news/insider-trading-news/sarah-schubach-dropbox-chief-accounting-officer-sells-42367-in-stock-93CH-5387888
Sarah Schubach, Chief Accounting Officer at Dropbox (NASDAQ:DBX), sold 1,769 shares of company stock for a total of $42,367 on April 30, 2026. This transaction was conducted under a Rule 10b5-1 trading plan adopted in May 2025. Following the sale, Ms. Schubach directly holds 136,106 shares, including restricted stock units subject to vesting.
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Dropbox Earnings: Small Improvements, but Dash Still Looks Like an Uphill Battle

https://www.morningstar.com/company-reports/1481110-dropbox-earnings-small-improvements-but-dash-still-looks-like-an-uphill-battle
Dropbox slightly exceeded its first-quarter revenue guidance, leading to a raised full-year outlook and stabilized paying users. Despite this, Morningstar analysts maintain that Dropbox remains a mature, low-growth software firm facing significant competition. The report highlights decent execution in the quarter but suggests that the long-term outlook for Dropbox, particularly concerning its Dash product, continues to be challenging.

Sarah Schubach, Dropbox chief accounting officer, sells $42,367 in stock

https://m.investing.com/news/insider-trading-news/sarah-schubach-dropbox-chief-accounting-officer-sells-42367-in-stock-93CH-4668853?ampMode=1
Sarah Schubach, Chief Accounting Officer at Dropbox (NASDAQ:DBX), sold 1,769 shares of company stock for $42,367 on April 30, 2026, pursuant to a pre-arranged trading plan. Following the sale, she directly holds 136,106 shares, including restricted stock units. InvestingPro analysis suggests Dropbox is currently undervalued, with a "GREAT" financial health score.

Dropbox (DBX) CAO executes 1,769-share Rule 10b5-1 stock sale

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-86a68afcdbb9.html
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, sold 1,769 shares of Class A Common Stock at $23.95 per share in a pre-arranged Rule 10b5-1 trading plan. After this transaction, she directly holds 136,106 shares. The sale, valued at approximately $42,368, was executed on April 30, 2026, and also noted her holdings include restricted stock units vesting through February 15, 2030.

Andrew Houston holds 35.3% of Dropbox (NASDAQ: DBX) as of Mar 31, 2026

https://www.stocktitan.net/sec-filings/DBX/schedule-13g-a-dropbox-inc-amended-passive-investment-disclosure-57f1c0454f92.html
Andrew W. Houston beneficially owns 35.3% of Dropbox (NASDAQ: DBX) as of March 31, 2026, according to a recent Form SCHEDULE 13G/A SEC filing. This ownership comprises 84,044,727 shares, including both Class A and Class B shares, with Class B shares convertible to Class A and carrying ten votes each. The filing provides details on the breakdown of these holdings, including shares held directly and through various trusts.

Vanguard reports 8.32M shares of Dropbox (NYSE: DBX) in Schedule 13G

https://www.stocktitan.net/sec-filings/DBX/schedule-13g-dropbox-inc-passive-investment-disclosure-5-c0a4ce0480c4.html
Vanguard Capital Management has reported beneficial ownership of 8,316,234 shares of Dropbox Inc (NYSE: DBX), representing 5.01% of the class, as disclosed in a Schedule 13G filing. These shares are held across various Vanguard funds and managed accounts, with Vanguard exercising sole dispositive power over them. The filing indicates a passive investment stance, primarily for investment purposes rather than seeking control or influence over the company.
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Vanguard (NYSE: DBX) reports 12.36M Dropbox shares, 7.46% stake

https://www.stocktitan.net/sec-filings/DBX/schedule-13g-dropbox-inc-passive-investment-disclosure-5-fa6eb0f7860b.html
Vanguard Portfolio Management has filed a Schedule 13G, disclosing beneficial ownership of 12,363,722 shares of Dropbox Inc. common stock, representing a 7.46% stake. This position is held across Vanguard funds and managed accounts, with Vanguard having sole dispositive power over all shares and sole voting power over 134,260 shares. The filing, as of March 31, 2026, indicates a passive investment rather than an intent to influence control.

Dropbox (NASDAQ: DBX) CAO sells 1,415 shares under Rule 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-56650e6e56b2.html
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, sold 1,415 shares of Class A Common Stock at $22.99 per share through a pre-arranged Rule 10b5-1 trading plan. Following this transaction, she directly holds 137,875 shares. The sale is noted as a routine insider trade, with some holdings including restricted stock units vesting until February 2030.

Dropbox (DBX) legal chief awarded 200,762 RSUs vesting through 2030

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-07e4bb92b9d7.html
Dropbox's Chief Legal Officer, William T. Yoon, has been granted 200,762 restricted stock units (RSUs) as compensation, not an open-market purchase. These RSUs will vest quarterly through February 15, 2030, and will increase his direct holdings to 390,317 shares. The vesting schedule is structured with varying percentages over the years, and unvested units will be cancelled if he ceases to be a Service Provider.

Dropbox (DBX) awards 231,680 RSUs to General Manager, Core

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-23ac631f1351.html
Dropbox's General Manager, Core, Ashraf Alkarmi, was granted 231,680 restricted stock units (RSUs) as compensation, as detailed in a recent Form 4 filing. These RSUs will vest quarterly over four years through November 15, 2029, and will be canceled if Alkarmi ceases to be a service provider. Following this grant, Alkarmi directly holds 646,341 shares of Class A Common Stock.

Dropbox (DBX) CTO receives 40,152 restricted stock units in new equity grant

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-45a1a95d50b4.html
Dropbox's Chief Technology Officer, Ali Dasdan, has received a grant of 40,152 Class A common shares in the form of restricted stock units (RSUs). This award, costing him nothing, increases his direct holdings to 539,531 shares. The RSUs will vest over five years, with specific percentages vesting on various three-month anniversaries starting February 15, 2029, and full cancellation if he ceases to be a service provider.
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Dropbox (DBX) CEO Andrew Houston converts and sells 111,166 shares under plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-98ab08b43c6e.html
Dropbox CEO Andrew Houston reported a conversion of 111,166 Class B shares to Class A shares and subsequently sold all 111,166 Class A shares at a weighted average price of $22.8901. This transaction was executed under a Rule 10b5-1 trading plan adopted in March 2025. Despite the sale, Houston maintains a substantial stake in the company through direct Class A holdings and convertible Class B shares held in various trusts.

Dropbox (NASDAQ: DBX) CAO awarded 57,217 shares, sells 1,416

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-2af36abd1982.html
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, was granted 57,217 shares of Class A Common Stock, primarily in the form of restricted stock units with vesting schedules extending to 2030. Concurrently, she sold 1,416 Class A shares at $22.60 each on March 31, 2026, as part of a pre-arranged Rule 10b5-1 trading plan. After these transactions, her direct holdings amount to 139,290 Class A shares.

Sarah Schubach 10b5-1 sales reported by Morgan Stanley (DBX)

https://www.stocktitan.net/sec-filings/DBX/144-dropbox-inc-sec-filing-994e4f313707.html
Morgan Stanley Smith Barney LLC reported multiple 10b5-1 sales of Common stock on behalf of Sarah Schubach from Dropbox (DBX). The SEC Form 144 filing indicates sales occurring on various dates between January 15, 2026, and March 16, 2026, totaling several thousand shares per transaction. A 10b5-1 plan allows company insiders to sell shares according to a pre-set schedule to avoid accusations of insider trading.

Rule 144: Morgan Stanley handles 1,500-share sales for DBX (DBX)

https://www.stocktitan.net/sec-filings/DBX/144-dropbox-inc-sec-filing-b9e4e5a13861.html
A recent Rule 144 notice indicates that Morgan Stanley Smith Barney LLC is managing proposed sales of 1,500 common shares for Timothy Regan from Dropbox (DBX), under a 10b5-1 Sales Plan. The filing details multiple sales of 1,500 shares each on various dates in early 2026, alongside a grant of 1,500 Restricted Stock Units vesting in May 2025. This notice provides administrative transparency for insider transactions, with an analyst maintaining a neutral impact assessment.

Vanguard entities to report separately after realignment — Dropbox (NYSE: DBX)

https://www.stocktitan.net/sec-filings/DBX/schedule-13g-a-dropbox-inc-amended-passive-investment-disclosure-f8e9aa2bffe7.html
The Vanguard Group filed an amended Schedule 13G/A for Dropbox Inc. (DBX), reporting 0 shares beneficially owned and 0% ownership. This change is due to an internal realignment on January 12, 2026, which disaggregated certain Vanguard subsidiaries, requiring them to report their holdings separately going forward. This filing does not indicate a sale of shares but rather a change in reporting structure as per SEC regulations.
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Dropbox (DBX) proxy: seven directors nominated, auditor ratification, jury-trial amendment

https://www.stocktitan.net/sec-filings/DBX/pre-14a-dropbox-inc-preliminary-proxy-statement-b6be6e710da0.html
Dropbox, Inc. is soliciting proxies for its 2026 annual meeting, addressing the election of seven directors, ratification of Ernst & Young LLP as auditor, an advisory vote on executive compensation, and an amendment to waive jury trials for internal actions. The board recommends approval for all proposals, emphasizing continuity in leadership with an incumbent-heavy board slate and incorporating a jury-trial waiver to streamline governance in internal actions. This PRE 14A filing details corporate governance, executive compensation, and shareholder voting information, noting key financial figures from 2025 and executive leadership changes.

Dropbox Plus Subscribers Hit with Lost Loyalty Benefits and Region Switch Backlash in 2026

https://www.ad-hoc-news.de/boerse/ueberblick/dropbox-plus-subscribers-hit-with-lost-loyalty-benefits-and-region-switch/68903378
Dropbox Plus subscribers are experiencing significant frustration and "backlash" due to mandatory subscription resets when changing regions. This policy strips away "grandfathered perks" and leads to "price hikes" without "retention support," which is eroding user trust in Dropbox's premium individual plan. The issue is causing concern among analysts regarding potential churn and its impact on the company's subscription revenue stability, especially amid fierce competition in the cloud storage market.

Dropbox Plus Subscribers Hit with Lost Loyalty Benefits and Region Switch Backlash in 2026

https://www.ad-hoc-news.de/boerse/news/ueberblick/dropbox-plus-subscribers-hit-with-lost-loyalty-benefits-and-region-switch/68903378
Dropbox Plus subscribers are experiencing significant frustration and backlash in 2026 due to mandatory subscription resets when changing regions. This policy erases long-standing loyalty benefits, including grandfathered features and pricing, leading to unexpected price hikes and a loss of critical services like extended file versioning. The issue highlights concerns about Dropbox's customer retention strategies and could impact its subscription revenue stability amidst a competitive cloud storage market.

Dropbox Plus Faces Backlash Over Region Change Policies and Lost Loyalty Discounts in 2026

https://www.ad-hoc-news.de/boerse/news/ueberblick/dropbox-plus-faces-backlash-over-region-change-policies-and-lost-loyalty/68850740
Dropbox Plus users are experiencing significant frustration due to policies that eliminate grandfathered loyalty benefits and deny retention discounts when they change regions. This issue, particularly highlighted by long-term users, is causing dissatisfaction and raising concerns about customer retention and the stability of Dropbox's recurring revenue. The article questions Dropbox's customer retention strategies in a competitive cloud storage market, especially as these incidents become public and could influence potential subscribers and investors.

Dropbox (NASDAQ: DBX) CAO sells 1,415 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-e5d9675dfece.html
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, sold 1,415 shares of Class A common stock at $25.76 per share on March 16, 2026. This transaction was conducted under a pre-arranged Rule 10b5-1 trading plan adopted in May 2025. Following the sale, Schubach directly holds 83,489 shares and also possesses restricted stock units that will vest through February 15, 2029.
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Cash per share of Dropbox, Inc. Class A – MIL:1DBX

https://www.tradingview.com/symbols/MIL-1DBX/financials-statistics-and-ratios/cash-per-share/
This article provides financial data specifically focusing on the "Cash per share" metric for Dropbox, Inc. Class A (MIL:1DBX) on Euronext Milan. It confirms that the market was closed at the time of the data display. The page is primarily a financial data display from TradingView, including source attributions for financial and reference data.

Dropbox (DBX) Chief Business Officer reports 459,757 RSUs vesting through 2029

https://www.stocktitan.net/sec-filings/DBX/form-3-dropbox-inc-initial-statement-of-beneficial-ownership-1d7d731c5aa8.html
Dropbox, Inc.'s Chief Business Officer, Eric T. Webster, has filed an initial insider ownership report (Form 3) disclosing holdings of 459,757 restricted stock units (RSUs) tied to Class A Common Stock. These RSUs represent the right to receive one share each and are subject to a vesting schedule extending through November 15, 2029. The filing clarifies that this report is for existing equity-based compensation and does not indicate any new stock purchases or sales.

Dropbox (DBX) director sells 2,000 shares in Rule 10b5-1 trade

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-1241ff45ccd8.html
Dropbox director Karen Peacock sold 2,000 shares of Class A Common Stock on March 11, 2026, at $26.50 per share, under a Rule 10b5-1 trading plan established on December 10, 2025. Following this transaction, Peacock directly holds 21,295 Class A shares, which include restricted stock units subject to vesting through May 15, 2026. This activity was reported in a SEC Form 4 filing, indicating a neutral filing impact and negative sentiment.

Dropbox (NASDAQ: DBX) legal chief sells 9,175 shares under 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-daff4436e636.html
Dropbox's Chief Legal Officer, William T. Yoon, sold a total of 9,175 shares of Class A Common Stock on March 11, 2026, under a Rule 10b5-1 trading plan. The sales occurred at weighted average prices of $25.8998 and $26.5650. Following these transactions, Yoon directly holds 189,555 shares of Dropbox Class A Common Stock.

First Trust Advisors LP Sells 281,052 Shares of Dropbox, Inc. $DBX

https://www.marketbeat.com/instant-alerts/filing-first-trust-advisors-lp-sells-281052-shares-of-dropbox-inc-dbx-2026-03-12/
First Trust Advisors LP reduced its stake in Dropbox, Inc. by 13.3% in the third quarter, selling 281,052 shares, though institutional investors still collectively own a significant portion of the company. Despite beating EPS estimates, Dropbox's revenue was down year-over-year, and analysts maintain a "Hold" rating with an average price target of $27.50, influenced by recent downgrades and insider selling. The company, trading around $25.87, faces mixed sentiment from the market and analysts.
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Is Dropbox Stock a Buy or Sell After the CEO Sold Shares Worth $4.2 Million?

https://www.theglobeandmail.com/investing/markets/markets-news/Motley%20Fool/651035/is-dropbox-stock-a-buy-or-sell-after-the-ceo-sold-shares-worth-4-2-million/
Dropbox CEO Andrew Houston sold 164,502 shares worth approximately $4.2 million on February 2, 2026. This sale was part of an established Rule 10b5-1 trading plan and not considered a red flag, as he still retains substantial direct and indirect holdings. Despite the sale occurring amid a stock slide and declining revenue for Dropbox, which hit a 52-week low, analysts suggest monitoring future performance rather than immediately buying or selling.

DBX SEC Filings - Dropbox 10-K, 10-Q, 8-K Forms

https://www.stocktitan.net/sec-filings/DBX/page-8.html
This page provides a comprehensive resource for Dropbox (DBX) SEC filings, including 10-K, 10-Q, and 8-K forms, alongside AI-powered tools for interpretation. It details recent insider transactions and proposed stock sales, offering insights into the company's financial activities and leadership changes. The platform also provides real-time updates and AI-generated summaries to help users understand complex regulatory disclosures.

Is Dropbox Stock a Buy or Sell After the CEO Sold Shares Worth $4.2 Million?

https://www.theglobeandmail.com/investing/markets/markets-news/motley/651035/is-dropbox-stock-a-buy-or-sell-after-the-ceo-sold-shares-worth-4-2-million/
Dropbox CEO Andrew Houston sold 164,502 shares worth approximately $4.2 million on February 2, 2026, as part of a pre-established trading plan. This sale, which accounted for less than 2% of his total holdings, eliminated his indirect position in one trust, but he retains substantial direct and indirect ownership. Despite the sale occurring during a period of declining Dropbox stock and revenue, the transaction is not seen as a red flag due to the Rule 10b5-1 plan, but the article suggests observing future performance before making investment decisions.

Dropbox (NASDAQ: DBX) CEO trust sale totals 109,498 Class A shares

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-d5f16e49a954.html
Dropbox CEO Andrew Houston reported a trust-level sale of 109,498 Class A shares on March 2, 2026, following their conversion from Class B shares. The sale occurred on the open market at a weighted average price of $24.9444, executed under a pre-arranged Rule 10b5-1 trading plan adopted in March 2025. Despite this transaction, Houston retains substantial holdings, directly owning over 8.2 million Class A shares and additional shares through various trusts, indicating an estate-governance related transaction rather than a major shift in personal investment thesis.

Dropbox (DBX) CAO sells 1,415 shares under Rule 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-61b4bf35d161.html
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, sold 1,415 shares of Class A Common Stock at $24.76 per share on March 2, 2026, under a Rule 10b5-1 trading plan. Following the sale, she directly owns 84,904 shares. The trading plan was adopted on May 16, 2025, and some of her holdings include restricted stock units vesting through February 15, 2029.
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Why Dropbox (DBX) Is Up 7.8% After Earnings Beat, Major Buybacks and New ESOP Shelf Registration

https://simplywall.st/stocks/us/software/nasdaq-dbx/dropbox/news/why-dropbox-dbx-is-up-78-after-earnings-beat-major-buybacks
Dropbox (DBX) saw its stock rise by 7.8% following Q4 2025 results that showed higher net income despite slightly lower sales. The company announced the completion of US$1.46 billion in share repurchases and filed a US$300.47 million shelf registration for an ESOP offering. This news highlights Dropbox's strategy of balancing capital returns with future financing flexibility, focusing on AI-enhanced collaboration tools to offset revenue stagnation.

Dropbox (DBX) CTO sells 7,306 shares under Rule 10b5-1 plan

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-3780e209c11b.html
Dropbox Chief Technology Officer Ali Dasdan sold 7,306 shares of Class A common stock under a pre-arranged Rule 10b5-1 trading plan. The shares were sold at a weighted average price of $24.8913 per share. Following this transaction, Dasdan holds 499,379 shares of Class A common stock directly, as detailed in a recent SEC Form 4 filing.

Dropbox (DBX) executive has shares withheld to cover RSU tax bill

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-0de44087da4a.html
Dropbox, Inc.'s General Manager, Core, Ashraf Alkarmi, had 8,677 shares of Class A common stock withheld by the company at $24.53 per share. This action was to cover tax withholding obligations upon the vesting of previously reported restricted stock units. Following this transaction, Alkarmi directly holds 427,133 shares, with other holdings in restricted stock units vesting through November 15, 2028.

Dropbox (NASDAQ: DBX) CAO logs 10b5-1 sale and tax share disposal

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-8576a1406d54.html
Dropbox's Chief Accounting Officer, Sarah Elizabeth Schubach, reported two stock transactions. She disposed of 3,505 shares valued at $24.53 each to cover tax obligations from vested restricted stock units and sold 1,416 shares at $24.49 each under a pre-established 10b5-1 trading plan. Despite these sales in February 2026, Schubach still holds tens of thousands of shares and has additional restricted stock units vesting through February 2029.

[Form 4] DROPBOX, INC. Insider Trading Activity

https://www.stocktitan.net/sec-filings/DBX/form-4-dropbox-inc-insider-trading-activity-2c8f4e1e3b65.html
Dropbox CFO Ross Tennenbaum reported a tax-related share disposition where 14,496 Class A common shares were withheld by Dropbox at $24.53 per share to cover tax obligations related to the vesting of restricted stock units. Following this transaction, Tennenbaum directly holds 799,930 shares. His remaining restricted stock units are subject to a vesting schedule through November 15, 2029, with cancellation upon separation from service.
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