STOCK TITAN

[Form 4] Dropbox, Inc. Insider Trading Activity

Filing Impact
(Low)
Filing Sentiment
(Negative)
Form Type
4
Rhea-AI Filing Summary

Dropbox (DBX) Chief Financial Officer Timothy Regan filed a Form 4 reporting the sale of 2,500 Class A shares on 29 Jul 2025 at a weighted-average price of $27.98, generating roughly $69.9 k in proceeds. The transaction was executed under a Rule 10b5-1 plan adopted 15 May 2024, indicating pre-scheduled, automated selling.

Following the sale, Regan directly owns 511,094 Class A shares, including restricted stock/RSUs that vest through 15 Feb 2029. No derivative trades were reported.

The disposal equals approximately 0.5 % of Regan’s reported holdings and less than 0.1 % of Dropbox’s diluted share count, suggesting minimal effect on the public float. Because the sale is small and made pursuant to a 10b5-1 plan, it generally signals routine portfolio diversification rather than a change in executive sentiment, though investors tracking insider activity may interpret any disposition as a slight negative bias.

Il Chief Financial Officer di Dropbox (DBX), Timothy Regan, ha presentato un modulo Form 4 segnalando la vendita di 2.500 azioni di Classe A il 29 luglio 2025 a un prezzo medio ponderato di 27,98 $, generando circa 69,9 mila $ di ricavi. L’operazione è stata effettuata nell’ambito di un piano Rule 10b5-1 adottato il 15 maggio 2024, che indica una vendita pre-programmata e automatica.

Dopo la vendita, Regan detiene direttamente 511.094 azioni di Classe A, comprese azioni vincolate/RSU che maturano fino al 15 febbraio 2029. Non sono state segnalate operazioni su derivati.

La cessione corrisponde a circa lo 0,5% delle partecipazioni dichiarate da Regan e a meno dello 0,1% del capitale azionario diluito di Dropbox, suggerendo un impatto minimo sul flottante pubblico. Poiché la vendita è di entità ridotta e avviene secondo un piano 10b5-1, generalmente indica una diversificazione ordinaria del portafoglio piuttosto che un cambiamento nella percezione degli amministratori, anche se gli investitori che seguono l’attività degli insider potrebbero interpretare qualsiasi disposizione come un leggero segnale negativo.

El Director Financiero de Dropbox (DBX), Timothy Regan, presentó un Formulario 4 informando la venta de 2,500 acciones Clase A el 29 de julio de 2025 a un precio promedio ponderado de $27.98, generando aproximadamente $69.9 mil en ingresos. La transacción se realizó bajo un plan Rule 10b5-1 adoptado el 15 de mayo de 2024, lo que indica una venta programada y automatizada.

Tras la venta, Regan posee directamente 511,094 acciones Clase A, incluyendo acciones restringidas/RSUs que se consolidan hasta el 15 de febrero de 2029. No se reportaron operaciones con derivados.

La disposición equivale aproximadamente al 0.5 % de las participaciones reportadas por Regan y menos del 0.1 % del total de acciones diluidas de Dropbox, lo que sugiere un impacto mínimo en el flotante público. Debido a que la venta es pequeña y realizada conforme a un plan 10b5-1, generalmente señala una diversificación rutinaria de cartera más que un cambio en el sentimiento ejecutivo, aunque los inversores que monitorean la actividad de los insiders podrían interpretar cualquier disposición como una leve señal negativa.

Dropbox(DBX)의 최고재무책임자(CFO) 티모시 리건이 2025년 7월 29일 2,500주 클래스 A 주식 매도를 신고하는 Form 4를 제출했으며, 가중평균 가격은 $27.98로 약 $69,900의 수익을 창출했습니다. 이 거래는 2024년 5월 15일 채택된 Rule 10b5-1 계획에 따라 사전 예약된 자동 매도임을 나타냅니다.

매도 후 리건은 제한 주식/RSU를 포함해 2029년 2월 15일까지 베스팅되는 511,094주 클래스 A 주식을 직접 보유하고 있습니다. 파생상품 거래는 보고되지 않았습니다.

이번 매도는 리건이 보고한 보유량의 약 0.5%에 해당하며, Dropbox 희석 주식 수의 0.1% 미만으로 공공 유통 주식에 미치는 영향은 미미한 것으로 보입니다. 매도가 소액이고 10b5-1 계획에 따른 것이므로 일반적으로 경영진의 심리 변화보다는 일상적인 포트폴리오 다각화 신호로 해석되지만, 내부자 거래를 추적하는 투자자들은 이를 약간의 부정적 신호로 받아들일 수 있습니다.

Le directeur financier de Dropbox (DBX), Timothy Regan, a déposé un formulaire 4 rapportant la vente de 2 500 actions de Classe A le 29 juillet 2025 à un prix moyen pondéré de 27,98 $, générant environ 69,9 k$ de recettes. La transaction a été réalisée dans le cadre d’un plan Rule 10b5-1 adopté le 15 mai 2024, indiquant une vente préprogrammée et automatisée.

Après la vente, Regan possède directement 511 094 actions de Classe A, y compris des actions restreintes/RSU qui seront acquises jusqu’au 15 février 2029. Aucune opération sur dérivés n’a été signalée.

La cession représente environ 0,5 % des avoirs déclarés par Regan et moins de 0,1 % du nombre d’actions diluées de Dropbox, ce qui suggère un impact minimal sur le flottant public. Étant donné que la vente est de faible montant et réalisée conformément à un plan 10b5-1, elle signale généralement une diversification de portefeuille de routine plutôt qu’un changement de sentiment de la direction, bien que les investisseurs suivant l’activité des initiés puissent interpréter toute cession comme un léger biais négatif.

Der Chief Financial Officer von Dropbox (DBX), Timothy Regan, hat ein Formular 4 eingereicht, in dem der Verkauf von 2.500 Class-A-Aktien am 29. Juli 2025 zu einem gewichteten Durchschnittspreis von 27,98 $ gemeldet wird, wodurch etwa 69,9 Tsd. $ Erlös erzielt wurden. Die Transaktion erfolgte im Rahmen eines Rule 10b5-1 Plans, der am 15. Mai 2024 angenommen wurde und auf einen vorab geplanten, automatisierten Verkauf hinweist.

Nach dem Verkauf besitzt Regan direkt 511.094 Class-A-Aktien, einschließlich eingeschränkter Aktien/RSUs, die bis zum 15. Februar 2029 vesten. Es wurden keine Derivatgeschäfte gemeldet.

Der Verkauf entspricht etwa 0,5 % von Regans gemeldeten Beständen und weniger als 0,1 % der verwässerten Aktienzahl von Dropbox, was auf eine minimale Auswirkung auf den Streubesitz hindeutet. Da der Verkauf klein ist und gemäß einem 10b5-1-Plan erfolgt, signalisiert er in der Regel eine routinemäßige Portfolio-Diversifikation und keine Änderung der Einschätzung des Managements, obwohl Investoren, die Insider-Aktivitäten verfolgen, jede Veräußerung als leicht negatives Signal interpretieren könnten.

Positive
  • None.
Negative
  • CFO sold shares, which some investors may view as a mildly negative sentiment signal, even though the amount is small and executed under a 10b5-1 plan.

Insights

TL;DR: Small, pre-planned insider sale; negligible impact on ownership or valuation.

The CFO disposed of 2,500 shares at ~$28 within an established 10b5-1 plan. Post-sale ownership remains above half-a-million shares, so exposure to DBX is largely intact. The sale represents roughly 0.5 % of his stake and is immaterial versus Dropbox’s ~358 million shares outstanding. Such routine sales rarely affect valuation models or liquidity metrics. I view the filing as neutral; no new information on fundamentals or guidance emerged.

TL;DR: Governance-compliant trade, limited signaling power.

Execution under a Rule 10b5-1 plan and prompt disclosure meet best-practice governance standards, reducing concerns about opportunistic timing. The modest size relative to total ownership lessens perception of insider pessimism. Therefore, market impact should be minimal, though continuous monitoring of insider trends remains prudent.

Il Chief Financial Officer di Dropbox (DBX), Timothy Regan, ha presentato un modulo Form 4 segnalando la vendita di 2.500 azioni di Classe A il 29 luglio 2025 a un prezzo medio ponderato di 27,98 $, generando circa 69,9 mila $ di ricavi. L’operazione è stata effettuata nell’ambito di un piano Rule 10b5-1 adottato il 15 maggio 2024, che indica una vendita pre-programmata e automatica.

Dopo la vendita, Regan detiene direttamente 511.094 azioni di Classe A, comprese azioni vincolate/RSU che maturano fino al 15 febbraio 2029. Non sono state segnalate operazioni su derivati.

La cessione corrisponde a circa lo 0,5% delle partecipazioni dichiarate da Regan e a meno dello 0,1% del capitale azionario diluito di Dropbox, suggerendo un impatto minimo sul flottante pubblico. Poiché la vendita è di entità ridotta e avviene secondo un piano 10b5-1, generalmente indica una diversificazione ordinaria del portafoglio piuttosto che un cambiamento nella percezione degli amministratori, anche se gli investitori che seguono l’attività degli insider potrebbero interpretare qualsiasi disposizione come un leggero segnale negativo.

El Director Financiero de Dropbox (DBX), Timothy Regan, presentó un Formulario 4 informando la venta de 2,500 acciones Clase A el 29 de julio de 2025 a un precio promedio ponderado de $27.98, generando aproximadamente $69.9 mil en ingresos. La transacción se realizó bajo un plan Rule 10b5-1 adoptado el 15 de mayo de 2024, lo que indica una venta programada y automatizada.

Tras la venta, Regan posee directamente 511,094 acciones Clase A, incluyendo acciones restringidas/RSUs que se consolidan hasta el 15 de febrero de 2029. No se reportaron operaciones con derivados.

La disposición equivale aproximadamente al 0.5 % de las participaciones reportadas por Regan y menos del 0.1 % del total de acciones diluidas de Dropbox, lo que sugiere un impacto mínimo en el flotante público. Debido a que la venta es pequeña y realizada conforme a un plan 10b5-1, generalmente señala una diversificación rutinaria de cartera más que un cambio en el sentimiento ejecutivo, aunque los inversores que monitorean la actividad de los insiders podrían interpretar cualquier disposición como una leve señal negativa.

Dropbox(DBX)의 최고재무책임자(CFO) 티모시 리건이 2025년 7월 29일 2,500주 클래스 A 주식 매도를 신고하는 Form 4를 제출했으며, 가중평균 가격은 $27.98로 약 $69,900의 수익을 창출했습니다. 이 거래는 2024년 5월 15일 채택된 Rule 10b5-1 계획에 따라 사전 예약된 자동 매도임을 나타냅니다.

매도 후 리건은 제한 주식/RSU를 포함해 2029년 2월 15일까지 베스팅되는 511,094주 클래스 A 주식을 직접 보유하고 있습니다. 파생상품 거래는 보고되지 않았습니다.

이번 매도는 리건이 보고한 보유량의 약 0.5%에 해당하며, Dropbox 희석 주식 수의 0.1% 미만으로 공공 유통 주식에 미치는 영향은 미미한 것으로 보입니다. 매도가 소액이고 10b5-1 계획에 따른 것이므로 일반적으로 경영진의 심리 변화보다는 일상적인 포트폴리오 다각화 신호로 해석되지만, 내부자 거래를 추적하는 투자자들은 이를 약간의 부정적 신호로 받아들일 수 있습니다.

Le directeur financier de Dropbox (DBX), Timothy Regan, a déposé un formulaire 4 rapportant la vente de 2 500 actions de Classe A le 29 juillet 2025 à un prix moyen pondéré de 27,98 $, générant environ 69,9 k$ de recettes. La transaction a été réalisée dans le cadre d’un plan Rule 10b5-1 adopté le 15 mai 2024, indiquant une vente préprogrammée et automatisée.

Après la vente, Regan possède directement 511 094 actions de Classe A, y compris des actions restreintes/RSU qui seront acquises jusqu’au 15 février 2029. Aucune opération sur dérivés n’a été signalée.

La cession représente environ 0,5 % des avoirs déclarés par Regan et moins de 0,1 % du nombre d’actions diluées de Dropbox, ce qui suggère un impact minimal sur le flottant public. Étant donné que la vente est de faible montant et réalisée conformément à un plan 10b5-1, elle signale généralement une diversification de portefeuille de routine plutôt qu’un changement de sentiment de la direction, bien que les investisseurs suivant l’activité des initiés puissent interpréter toute cession comme un léger biais négatif.

Der Chief Financial Officer von Dropbox (DBX), Timothy Regan, hat ein Formular 4 eingereicht, in dem der Verkauf von 2.500 Class-A-Aktien am 29. Juli 2025 zu einem gewichteten Durchschnittspreis von 27,98 $ gemeldet wird, wodurch etwa 69,9 Tsd. $ Erlös erzielt wurden. Die Transaktion erfolgte im Rahmen eines Rule 10b5-1 Plans, der am 15. Mai 2024 angenommen wurde und auf einen vorab geplanten, automatisierten Verkauf hinweist.

Nach dem Verkauf besitzt Regan direkt 511.094 Class-A-Aktien, einschließlich eingeschränkter Aktien/RSUs, die bis zum 15. Februar 2029 vesten. Es wurden keine Derivatgeschäfte gemeldet.

Der Verkauf entspricht etwa 0,5 % von Regans gemeldeten Beständen und weniger als 0,1 % der verwässerten Aktienzahl von Dropbox, was auf eine minimale Auswirkung auf den Streubesitz hindeutet. Da der Verkauf klein ist und gemäß einem 10b5-1-Plan erfolgt, signalisiert er in der Regel eine routinemäßige Portfolio-Diversifikation und keine Änderung der Einschätzung des Managements, obwohl Investoren, die Insider-Aktivitäten verfolgen, jede Veräußerung als leicht negatives Signal interpretieren könnten.

SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Regan Timothy

(Last) (First) (Middle)
1800 OWENS STREET
SUITE 200

(Street)
SAN FRANCISCO CA 94158

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
DROPBOX, INC. [ DBX ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Financial Officer
3. Date of Earliest Transaction (Month/Day/Year)
07/29/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Class A Common Stock 07/29/2025 S(1) 2,500 D $27.9777(2) 511,094(3) D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Explanation of Responses:
1. These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on May 15, 2024.
2. This transaction was executed in multiple trades at prices ranging from $27.81 to $28.32. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
3. Certain of these securities are restricted stock awards and restricted stock units. Each restricted stock award or restricted stock unit represents the Reporting Person's right to receive one share of Class A Common Stock, subject to the applicable vesting schedule through February 15, 2029. In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock awards and restricted stock units will be cancelled by the Issuer.
Remarks:
/s/ Cara Angelmar, Attorney-in-Fact 07/31/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

How many Dropbox (DBX) shares did CFO Timothy Regan sell?

2,500 Class A shares were sold on 29 Jul 2025.

At what price were the DBX shares sold?

The weighted-average sale price was $27.98, with individual trades ranging from $27.81 to $28.32.

Does the CFO still hold Dropbox stock after the sale?

Yes, he directly owns 511,094 Class A shares after the transaction.

Was the transaction part of a 10b5-1 trading plan?

Yes, the sale was executed under a Rule 10b5-1 plan adopted on 15 May 2024.

Does this insider sale materially impact Dropbox's share count?

No. The sale represents less than 0.1 % of Dropbox’s diluted shares outstanding, so float impact is negligible.
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