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DBXDropbox, Inc. · Insider ownership research

Dropbox, Inc. insiders sold $57.7M in the past 12 months. How much of their stake is that?

Insiders sold $57.7M in the past 12 months.98% was sold under disclosed trading plans, 2% with no plan disclosed. The largest seller, Andrew Houston (Co-CEO, Director), sold $47.0M.Share-of-stake figures for this company are being verified and will be added when that check is finished. Why

Updated Oct 13, 2026 from SEC filings · covers Oct 14, 2025 to Oct 13, 2026
$1.2M
sold with no plan disclosed, past 12 months
98%
of sales were under disclosed trading plans, past 12 months
11 of 17
officers and directors sold shares, past 12 months
Is this normal? In line with the past 5 years. 11 insiders sold; the average is 7 a year. Year by year
Latest filing: Filed Oct 5 for a sale on Oct 1. Andrew Houston sold 354K shares ($12.0M) under a disclosed plan. Filing
SEC ownership filings: 92 filed in the 12 months to Oct 13, 2026; 684 on record since Mar 22, 2018 · See the evidence

What stands out

Selling picked up in the last 90 days: officers and directors sold 920K shares, against an average of 316K per 90 days earlier in the period. Most of it was Andrew Houston (738K shares in the last 90 days) and Ross Tennenbaum (98K shares in the last 90 days); 98% of these sales were under disclosed plans.Andrew Houston: largest recent sale, Oct 1, 2026 · Ross Tennenbaum: largest recent sale, Sep 10, 2026

A share of stake is shown for 0 of the 11 officers and directors who sold. 17 are left out

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Left out: Andrew Houston, Ali Dasdan, Timothy Regan, Eric Webster, Ashraf Alkarmi, Eric Cox, Paul Jacobs, William Yoon, Sarah Schubach, Michael Seibel, Abhay Parasnis, Karen Peacock, Lisa Campbell, Warren Jenson, Andrew Moore, Ross Tennenbaum and Michael Torres (share of stake is being verified).
Disclosed company stock is not an insider's whole wealth.

Who sold, and how much of their stake

Officers and directors, past 12 months. Their share of stake is being verified and is not shown yet; amounts and trading plans are below.

Andrew Houston
Co-CEO, Director
Not confirmed
Share of stake not shown: share of stake is being verified. Why
$47.0MDisclosed plan
Ross Tennenbaum
Chief Financial Officer
Not confirmed
Share of stake not shown: share of stake is being verified. Why
$3.4MDisclosed plan
Ashraf Alkarmi
Co-CEO, Director
Not confirmed
Share of stake not shown: share of stake is being verified. Why
$2.3M72% planned 28% no plan disclosed
Ali Dasdan
Chief Technology Officer
Not confirmed
Share of stake not shown: share of stake is being verified. Why
$1.4MDisclosed plan
William Yoon
Chief Legal Officer
Not confirmed
Share of stake not shown: share of stake is being verified. Why
$1.1MDisclosed plan
All 11 sellers

Selling by month

Officers and directors, Oct 2025 to Oct 2026. Each sale is counted once: under a disclosed plan, else to cover taxes, else no plan disclosed.

Disclosed planNo plan disclosedOne dollar scale for every month; the tallest bar is labeled
Oct 2025: $146K under a disclosed planOctNov 2025: $4.0M under a disclosed planNovDec 2025: $3.1M under a disclosed planDecJan 2026: $4.2M under a disclosed planJanFeb 2026: $4.4M under a disclosed planFebMar 2026: $3.5M under a disclosed planMarApr 2026: $2.6M under a disclosed planAprMay 2026: $2.7M under a disclosed planMayJun 2026: $107K under a disclosed planJun 2026: $632K no plan disclosedJunJul 2026: $604K under a disclosed planJulAug 2026: $500K under a disclosed planAug 2026: $540K no plan disclosedAugSep 2026: $18.6M under a disclosed plan$18.6MSepOct 2026: $12.0M under a disclosed planOct

Recent activity

Past 30 days, Sep 14, 2026 to Oct 13, 2026
Oct 1, 2026Andrew Houston sold 354K shares ($12.0M) under a disclosed trading plan.
WhoSharesPrice% of total stakeTotal stake afterTrade dateFiled
Andrew Houston
Co-CEO, Director
354,300$34.01n/an/aOct 1, 2026Oct 5, 2026
Sep 30, 2026Sarah Schubach sold 2K shares ($66K) under a disclosed trading plan.
WhoSharesPrice% of total stakeTotal stake afterTrade dateFiled
Sarah Schubach
Chief Accounting Officer
2,025$32.54n/an/aSep 30, 2026Oct 2, 2026
Sep 15, 2026Sarah Schubach sold 2K shares ($74K) under a disclosed trading plan.
WhoSharesPrice% of total stakeTotal stake afterTrade dateFiled
Sarah Schubach
Chief Accounting Officer
2,025$36.78n/an/aSep 15, 2026Sep 17, 2026

Share-class conversions: 1 conversion, 354,300 shares Class B → Class A. A conversion is not a sale; the combined stake does not change.

"% of total stake" is the shares in an event against all the vested shares the person held that day, across every share class and holding entity, after that day's vesting. "n/a" means the person's holdings are not confirmed, or the row is a purchase. "Holdings record incomplete" means more shares were sold than the filings show the person held that day, so a percentage would be wrong.

Common questions

Is the Dropbox, Inc. CEO selling stock?

Yes. Andrew Houston sold 1.55M shares ($47.0M) in the past 12 months, all of it under a trading plan disclosed in the filings.

Why are Dropbox, Inc. insiders selling?

Filings rarely give a reason, and we don't guess at one. What they show is how the sales were made: 98% of sales by value ran under 10b5-1 trading plans disclosed in the filings and 2% had no disclosed plan. A trading plan schedules sales in advance.

Are any Dropbox, Inc. insiders buying?

No. Officers and directors reported no purchases in the past 12 months.

The evidence

Who sold11 officers and directors: amount, % of holdings, trading plan
Who soldAmount% of holdingsTrading plan
Andrew Houston
Co-CEO, Director
$47.0M
1.55M shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
Ross Tennenbaum
Chief Financial Officer
$3.4M
98K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
Ashraf Alkarmi
Co-CEO, Director
$2.3M
74K shares
Not confirmed
share of stake is being verified. Why
72% under a disclosed plan 28% no plan disclosed
Ali Dasdan
Chief Technology Officer
$1.4M
49K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
William Yoon
Chief Legal Officer
$1.1M
36K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
Sarah Schubach
Chief Accounting Officer
$966K
34K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
Eric Webster
Chief Business Officer
$540K
16K shares
Not confirmed
share of stake is being verified. Why
No plan disclosed
Karen Peacock
Director
$283K
10K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
Lisa Campbell
Director
$272K
8.8K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
Andrew Moore
Director
$233K
8.4K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
Timothy Regan
Chief Financial Officer
$218K
7.5K shares
Not confirmed
share of stake is being verified. Why
Disclosed plan
The full ownership picture0 of 17 officers and directors confirmed

Vested shares across all share classes, held directly and through trusts, LLCs and family members, as reported on SEC Forms 3, 4 and 5. Unvested awards and options are never counted as owned shares.

InsiderHeld Oct 13, 2025SoldHeld Oct 13, 2026Still held
Andrew Houston
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. See the filing Sales and other transactions for Andrew Houston are complete.
Co-CEO, Director
n/a−1.55Mn/an/a
Vesting, gifts, unvested awards and holding lines for Andrew Houston

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Andrew Houston are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Ali Dasdan
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Ali Dasdan are complete.
Chief Technology Officer
n/a−49Kn/an/a
Vesting, gifts, unvested awards and holding lines for Ali Dasdan

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Ali Dasdan are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
−72Kwithheld by the company for taxes
Timothy Regan
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Timothy Regan are complete.
Chief Financial Officer
n/a−7.5Kn/an/a
Vesting, gifts, unvested awards and holding lines for Timothy Regan

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Timothy Regan are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
−26Kwithheld by the company for taxes
Eric Webster
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Eric Webster are complete.
Chief Business Officer
n/a−16Kn/an/a
Vesting, gifts, unvested awards and holding lines for Eric Webster

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Eric Webster are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
−28Kwithheld by the company for taxes
Ashraf Alkarmi
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Ashraf Alkarmi are complete.
Co-CEO, Director
n/a−74Kn/an/a
Vesting, gifts, unvested awards and holding lines for Ashraf Alkarmi

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Ashraf Alkarmi are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
−91Kwithheld by the company for taxes
Eric Cox
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Eric Cox are complete.
Chief Customer Officer
n/a0n/an/a
Vesting, gifts, unvested awards and holding lines for Eric Cox

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Eric Cox are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Paul Jacobs
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Paul Jacobs are complete.
Director
n/a0n/an/a
Vesting, gifts, unvested awards and holding lines for Paul Jacobs

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Paul Jacobs are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
William Yoon
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for William Yoon are complete.
Chief Legal Officer
n/a−36Kn/an/a
Vesting, gifts, unvested awards and holding lines for William Yoon

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for William Yoon are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
−51Kwithheld by the company for taxes
Sarah Schubach
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Sarah Schubach are complete.
Chief Accounting Officer
n/a−34Kn/an/a
Vesting, gifts, unvested awards and holding lines for Sarah Schubach

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Sarah Schubach are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
−18Kwithheld by the company for taxes
Michael Seibel
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Michael Seibel are complete.
Director
n/a0n/an/a
Vesting, gifts, unvested awards and holding lines for Michael Seibel

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Michael Seibel are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Abhay Parasnis
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Abhay Parasnis are complete.
Director
n/a0n/an/a
Vesting, gifts, unvested awards and holding lines for Abhay Parasnis

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Abhay Parasnis are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Karen Peacock
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Karen Peacock are complete.
Director
n/a−10Kn/an/a
Vesting, gifts, unvested awards and holding lines for Karen Peacock

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Karen Peacock are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Lisa Campbell
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Lisa Campbell are complete.
Director
n/a−8.8Kn/an/a
Vesting, gifts, unvested awards and holding lines for Lisa Campbell

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Lisa Campbell are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Warren Jenson
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Warren Jenson are complete.
Director
n/a0n/an/a
Vesting, gifts, unvested awards and holding lines for Warren Jenson

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Warren Jenson are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Andrew Moore
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Andrew Moore are complete.
Director
n/a−8.4Kn/an/a
Vesting, gifts, unvested awards and holding lines for Andrew Moore

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Andrew Moore are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
Ross Tennenbaum
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Ross Tennenbaum are complete.
Chief Financial Officer
n/a−98Kn/an/a
Vesting, gifts, unvested awards and holding lines for Ross Tennenbaum

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Ross Tennenbaum are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)
−55Kwithheld by the company for taxes
Michael Torres
!
Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Michael Torres are complete.
Chief Product Officer
n/a0n/an/a
Vesting, gifts, unvested awards and holding lines for Michael Torres

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Michael Torres are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Holdings and share of stake for Dropbox, Inc. are being verified, so no balances, unit counts or percentages are shown. Sales, proceeds, plan and tax status, titles and dates come straight from individual filings.

What explains the selling$57.7M of sales by plan status, purpose, seller and month

Officer and director open-market sales: $57.7M across 1,886,608 shares. Plan status and stated purpose are separate questions, and a sale can have both.

By plan status

The lighter segment is sales with no plan disclosed in the filing ($1.2M), including tax-related sales outside a plan.

No plan disclosed · $1.2M

Sales with no 10b5-1 plan and no tax reference in the filing. $632K of it is Ashraf Alkarmi. No plan disclosed is a statement about the filing, not about why the sale happened. Largest such sale: Ashraf Alkarmi, Jun 2, 2026

Taxes

341,112 shares ($10.2M) were withheld by the company for taxes, which isn't a market sale.

SellerShares soldProceedsUnder a disclosed planShare of totalSales dates
Andrew Houston
Co-CEO, Director
1.55M$47.0M100%81%Nov 14, 2025 to Oct 1, 2026
Ross Tennenbaum
Chief Financial Officer
98K$3.4M100%6%Sep 10, 2026 to Sep 10, 2026
Ashraf Alkarmi
Co-CEO, Director
74K$2.3M72%4%Nov 18, 2025 to Sep 11, 2026
Ali Dasdan
Chief Technology Officer
49K$1.4M100%3%Nov 18, 2025 to Aug 18, 2026
William Yoon
Chief Legal Officer
36K$1.1M100%2%Nov 18, 2025 to Sep 4, 2026
Sarah Schubach
Chief Accounting Officer
34K$966K100%2%Oct 15, 2025 to Sep 30, 2026
Eric Webster
Chief Business Officer
16K$540K0%0.9%Aug 18, 2026 to Aug 18, 2026
Karen Peacock
Director
10K$283K100%0.5%Mar 11, 2026 to Jul 29, 2026
Lisa Campbell
Director
8.8K$272K100%0.5%May 15, 2026 to Sep 4, 2026
Andrew Moore
Director
8.4K$233K100%0.4%May 18, 2026 to May 18, 2026
Timothy Regan
Chief Financial Officer
7.5K$218K100%0.4%Oct 15, 2025 to Dec 15, 2025

Sales by month

MonthSale proceedsDisclosed planTo cover taxesNo plan disclosed
Oct 2025$146K$146K$0$0
Nov 2025$4.0M$4.0M$0$0
Dec 2025$3.1M$3.1M$0$0
Jan 2026$4.2M$4.2M$0$0
Feb 2026$4.4M$4.4M$0$0
Mar 2026$3.5M$3.5M$0$0
Apr 2026$2.6M$2.6M$0$0
May 2026$2.7M$2.7M$0$0
Jun 2026$739K$107K$0$632K
Jul 2026$604K$604K$0$0
Aug 2026$1.0M$500K$0$540K
Sep 2026$18.6M$18.6M$0$0
Oct 2026$12.0M$12.0M$0$0
Is this normal? Selling year by year5 earlier years to compare with

In line with the past 5 years. 11 insiders sold; the average is 7 a year.

12 months endingShares soldInsiders who soldProceeds
Oct 13, 2026
Latest 12 months
1.89M11$57.7M
Oct 13, 2025
1 year earlier
2.66M11$76.1M
Oct 13, 2024
2 years earlier
1.65M6$40.5M
Oct 14, 2023
3 years earlier
2.46M6$58.4M
Oct 14, 2022
4 years earlier
2.57M6$59.6M
Oct 14, 2021
5 years earlier
321K5$8.9M

Open-market sales (Form 4 code S) by people who were officers or directors, in split-adjusted shares. Earlier years include people who have since left. A sale that an outside holder also reports (a family trust, a fund) is counted with outside holders in every year. Shares, not dollars, are compared, so a change in the stock price doesn't look like a change in selling. Years the filings don't fully cover are shown but left out of the average.

Known gaps and uncertainty17 officers and directors not confirmed

Holdings and share of stake are being verified. Balances, unit counts and every share-of-stake figure for Dropbox, Inc. are held back until that check is finished. Sales, proceeds, plan and tax status, titles and dates come straight from individual filings and are complete.

External context: we only cite outside events when a documented connection exists. None is shown for this period.

Sources and methodology684 filings on record, 92 filed in the 12-month period, and how we read them

All 684 Forms 3, 4 and 5 on record for Dropbox, Inc. (SEC CIK 1467623), filed from Mar 22, 2018 to Oct 5, 2026; 92 of them were filed in the 12 months this page covers, retrieved from SEC EDGAR on Oct 13, 2026. Prices are the ones reported in each filing, often weighted averages.

Holdings. Each holding line (a share class plus an owner, such as a trust or LLC) carries its last reported balance forward. Entities first reported during the period start at zero, so transfers between an insider's own trusts don't count as selling. Lines not reported for three years or more are listed separately and left out of totals.

Sales. A sale counts as under a 10b5-1 plan if its footnote cites one or the filing's Rule 10b5-1 box is checked, and as tax-related if its footnote cites tax obligations or sell-to-cover. Shares withheld by the company for taxes are listed separately. Sales with neither attribute are labeled "no plan disclosed".

Full methodology

Former or inactive filers (17)No filing in 18 months; last reported balances, not in any total

Spotted something wrong on this page? Report an error. We check every report against the SEC filing and list what we fix in the corrections log.