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Insider Cluster (2 insiders) ·Filed Oct 5, 2026

DBX

DROPBOX, INC.
NEUTRAL
Impact 4/10
Horizondays Processed20d 23h ago
Insider cluster: 2 insiders, $12.1M total
Actionable Insight • Neutral

The CEO sale is large but consistent with routine portfolio diversification for a founder. No open-market buying to offset the selling. Monitor next 10-Q for any change in operating trends or guidance that might explain the timing.

DirectionNeutral
Confidencemedium
Horizondays
Latest settled — T+5d
DBX ▲ +5.54% at T+5d
NEUTRAL call +5.54% · α vs SPY +5.68% · entry $33.73 → $35.60
Next anchor: T+20d in 7d
Latest observation: T+13 +8.04% FF3 residual α
Entry = T+0 close
Oct 5, 2026
via day close
T+1d
-1.93%
call -1.93% · α -1.69%
$33.08
settled 20d ago
T+5d
+5.54%
call +5.54% · α +5.68%
$35.60
settled 14d ago
T+20d
Pending
in 7d
T+60d
Pending
in 2mo

Price Chart

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Executive Summary

Two Dropbox insiders sold shares totaling $12.12M in the last week. Co-CEO Andrew Houston sold $12.05M worth of stock, and the Chief Accounting Officer sold $66K. The CEO sale is large in absolute terms but represents a routine diversification event for a founder-led company, not a signal of operational distress.

Key Financial Metrics

Direction
selling
Total Value
$12.1M
Insiders
2

Key Facts

  • Co-CEO Andrew Houston sold 354,300 shares at $34.01 for $12.05M on 2026-10-01
  • Chief Accounting Officer Sarah Schubach sold 2,025 shares at $32.54 for $65,894 on 2026-09-30
  • Total insider sales of $12.12M represent approximately 0.4% of Dropbox's market cap
  • No insider open-market purchases were reported in the cluster window

Financial Impact

Total insider sales of $12.12M, approximately 0.4% of market cap — modest in relative terms

insider ownership

Risk Factors

  • CEO selling $12M in a single transaction could be misinterpreted as a negative signal by the market
  • No insider buying to provide a counter-signal

Investment Themes

Documents Analyzed

This report is based on 1 SEC document filed with EDGAR.

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-DBX-1791233860534
28 reports for DBX
Performance horizon
100% Hit rate @ T+20 6 of 6 directional calls Went positive at some point 6 of 8 best @ T+5▲ +11.40%Sep 17, 2026
Filters
Rows
Reports for DBX — sortable, filterable
TypeNow
Oct 21, 2026
5d ago
Institutional Cluster
BEARISH ★ 4/10
$37.48awaiting T+20—$37.73 (−0.67%)
Oct 19, 2026
7d ago
Insider Cluster
BEARISH ★ 4/10
$35.94awaiting T+20—$37.73 (−4.98%)
Oct 5, 2026
20d ago
Insider Cluster
NEUTRAL ★ 4/10
$33.73awaiting T+20—$37.73 (+11.86%)
Sep 17, 2026
5w ago
Insider Cluster
BEARISH ★ 5/10
$36.48 $35.57▲ +2.49%▲ +2.70%$37.73 (−3.43%)
Sep 15, 2026
5w ago
Insider Cluster
BEARISH ★ 5/10
$37.74 $35.62▲ +5.62%▲ +7.68%$37.73 (+0.03%)
Sep 14, 2026
5w ago
Insider Cluster
BEARISH ★ 5/10
$37.63 $35.60▲ +5.39%▲ +8.37%$37.73 (−0.27%)
Sep 9, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$35.05 $34.14▼ −2.60%▼ −4.97%$37.73 (+7.65%)
Aug 19, 2026
9w ago
Insider Cluster
NEUTRAL ★ 4/10
$34.00 $36.48▲ +7.29%▲ +7.29%$37.73 (+10.97%)
Aug 4, 2026
11w ago
Insider Cluster
NEUTRAL ★ 2/10
$35.00 $34.50▼ −1.43%▼ −0.83%$37.73 (+7.80%)
Jul 17, 2026
14w ago
Insider Cluster
NEUTRAL ★ 2/10
$30.62 $34.28▲ +11.95%▲ +7.50%$37.73 (+23.22%)
Showing 10 of 28

US Market Status

Market Closed — Opens Tue (16h 38m)

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Report published Oct 5, 2026