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Dropbox, Inc. planned insider sales

In the twelve months since 9 October 2025 insiders at Dropbox, Inc. filed 75 Form 144 notices of planned sales, 1.9 million shares worth $57.9 million at the time of filing, from 13 sellers. The latest, filed 1 October 2026: Andrew Houston Revocable Trust (director, officer, 10% stockholder), 354,300 shares worth $12.0 million, planned for around 1 October 2026 through Morgan Stanley Smith Barney LLC Executive Financial Services.

FiledSellerRelationshipSharesValuePlanned saleBrokerHow acquiredFiling
1 October 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder354,300$12.0 million1 October 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
30 September 2026Sarah SchubachOfficer2,025$66,21830 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 September 2026Sarah SchubachOfficer2,025$75,55315 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
11 September 2026Ashraf AlkarmiOfficer28,800$1.0 million11 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
10 September 2026Ross TennenbaumOfficer97,558$3.4 million10 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
10 September 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder383,800$13.3 million10 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
4 September 2026Lisa CampbellDirector4,598$164,1494 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
4 September 2026William YoonOfficer12,382$442,0374 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
31 August 2026Sarah SchubachOfficer1,631$58,22731 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
20 August 2026Sarah SchubachOfficer1,631$55,43820 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 August 2026Ali DasdanOfficer11,332$378,26218 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 August 2026Eric T WebsterOfficer15,830$539,69418 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
31 July 2026Sarah SchubachOfficer1,632$52,40431 July 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
29 July 2026Karen PeacockDirector2,000$64,12029 July 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 July 2026Sarah SchubachOfficer1,306$39,14115 July 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
14 July 2026Ali DasdanOfficer12,972$383,71214 July 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
7 July 2026Karen PeacockDirector2,000$57,0207 July 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
30 June 2026Sarah SchubachOfficer1,305$35,75730 June 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 June 2026Sarah SchubachOfficer1,306$35,38015 June 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
2 June 2026Ashraf AlkarmiOfficer, Director22,700$632,4972 June 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
1 June 2026Sarah SchubachOfficer1,305$35,0781 June 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
19 May 2026Sarah SchubachOfficer1,306$36,54219 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 May 2026Ali DasdanOfficer5,666$151,96218 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 May 2026William YoonOfficer7,230$193,90918 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 May 2026Andrew MooreDirector8,443$226,44118 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 May 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder30,332$813,50418 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
15 May 2026Tim ReganOfficer1,500$39,30015 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 May 2026Karen PeacockDirector4,000$104,80015 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 May 2026Lisa CampbellDirector4,222$110,61615 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
14 May 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder37,498$982,44814 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
30 April 2026Timothy ReganOfficer1,500$36,46530 April 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
30 April 2026Sarah SchubachOfficer1,769$43,00430 April 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 April 2026Sarah SchubachOfficer1,415$32,12015 April 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 April 2026Timothy ReganOfficer1,500$34,05015 April 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
1 April 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder111,166$2.5 million1 April 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
31 March 2026Sarah SchubachOfficer1,416$31,94531 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
31 March 2026Timothy ReganOfficer1,500$33,84031 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
16 March 2026Sarah SchubachOfficer1,415$36,43616 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
13 March 2026Timothy ReganOfficer1,500$38,86513 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
11 March 2026Karen PeacockDirector2,000$52,80011 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
11 March 2026William YoonOfficer9,175$242,22011 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
3 March 2026Ashraf AlkarmiOfficer12,472$311,3013 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
2 March 2026Sarah SchubachOfficer1,415$35,3612 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
2 March 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder109,498$2.7 million2 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
27 February 2026Timothy ReganOfficer1,500$37,26027 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
26 February 2026Timothy ReganOfficer1,500$36,64526 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
26 February 2026Ali DasdanOfficer7,306$178,48626 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 February 2026Sarah SchubachOfficer1,416$34,66418 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
2 February 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder164,502$4.2 million2 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
30 January 2026Sarah SchubachOfficer1,462$37,76330 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
30 January 2026Timothy ReganOfficer1,500$38,74530 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 January 2026Sarah SchubachOfficer1,168$31,34915 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 January 2026Timothy ReganOfficer1,500$40,26015 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
12 January 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder23,818$649,75512 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
9 January 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder36,182$993,5589 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
2 January 2026Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder92,668$2.6 million2 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
30 December 2025Timothy ReganOfficer1,500$41,94030 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
29 December 2025Sarah SchubachOfficer1,168$32,70429 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 December 2025Sarah SchubachOfficer1,168$33,07815 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 December 2025Timothy ReganOfficer1,500$42,48015 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
3 December 2025Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder9,167$272,3523 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
1 December 2025Sarah SchubachOfficer1,168$34,9001 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
1 December 2025Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder92,000$2.7 million1 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
28 November 2025Timothy ReganOfficer1,500$44,50528 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
24 November 2025Ali DasdanOfficer5,666$168,05424 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
20 November 2025Sarah SchubachOfficer1,168$34,09420 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 November 2025Ali DasdanOfficer5,666$168,28018 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 November 2025William YoonOfficer7,142$212,11718 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
18 November 2025Ashraf AlkarmiOfficer10,098$299,91118 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
14 November 2025Timothy ReganOfficer1,500$45,60014 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
14 November 2025Andrew Houston Revocable TrustDirector, Officer, 10% Stockholder101,167$3.1 million14 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesFounders SharesForm 144
30 October 2025Sarah SchubachOfficer1,066$30,27430 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
30 October 2025Timothy ReganOfficer1,500$42,60030 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 October 2025Sarah SchubachOfficer1,066$30,27415 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
15 October 2025Timothy ReganOfficer1,500$42,60015 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
A Form 144 is the notice an insider files with the SEC before selling restricted or control shares over the Rule 144 thresholds; it says what may be sold, not what was.
Read moreValue is the filer's own aggregate market value. Whether the sale happened shows up later on Form 4, on the insiders page.

Source

Form 144 filings on EDGAR for Dropbox, Inc.: the company's filing index, each notice read from its own XML.

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