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Insider Cluster (4 insiders) ·Filed Sep 17, 2026

DBX

DROPBOX, INC.
BEARISH
Impact 5/10
Horizonweeks Processed1mo ago
Insider cluster: 4 insiders, $15.9M total
Actionable Insight ▼ Bearish

The absence of 10b5-1 plan designations and the simultaneous selling by both Co-CEOs and the CFO within two days raises the probability of informed selling. Monitor for any forthcoming 8-K or earnings pre-announcement that could explain the cluster.

DirectionBearish
Confidencemedium
Horizonweeks
Latest settled — T+20d
DBX ▼ -2.49% at T+20d
SHORT call ✓ call won +2.49% · α vs SPY +2.70% · entry $36.48 → $35.57
Next anchor: T+60d in 7w
Latest observation: T+25 +9.47% FF3 residual α
Entry = T+0 close
Sep 17, 2026
via day close
T+1d
-1.29%
call +1.29% · α +2.84%
$36.01
settled 5w ago
T+5d
-11.40%
call +11.40% · α +12.67%
$32.32
settled 5w ago
T+20d
-2.49%
call +2.49% · α +2.70%
$35.57
settled 11d ago
T+60d
Pending
in 7w

Price Chart

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Executive Summary

Four Dropbox insiders, including both Co-CEOs and the CFO, sold a total of $15.86M in open-market sales over a one-week window. The sales represent approximately 0.5% of market cap, a modest but notable cluster. No 10b5-1 plan indication is present, and the concentration in C-suite executives suggests a bearish signal, though the dollar amount relative to market cap is not extreme.

Key Financial Metrics

Direction
selling
Total Value
$15.9M
Insiders
4

Key Facts

  • Co-CEO Houston Andrew sold 324.4K shares for $11.35M on 2026-09-10
  • CFO Tennenbaum Ross sold 97.6K shares for $3.42M on 2026-09-10
  • Co-CEO Alkarmi Ashraf sold 28.8K shares for $1.02M on 2026-09-11
  • Chief Accounting Officer Schubach Sarah Elizabeth sold 2.0K shares for $74K on 2026-09-15
  • Total cluster value: $15.86M in open-market sales
  • No 10b5-1 plan designation noted for any of the trades

Financial Impact

Total insider sales of $15.86M represent approximately 0.5% of Dropbox's market cap, a modest but material cluster concentrated in C-suite executives.

insider ownershipmarket sentiment

Risk Factors

  • Insider sales may be routine portfolio diversification despite the cluster pattern
  • No explicit negative catalyst identified in the filing — the signal is purely behavioral

Investment Themes

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-DBX-1789679114702
28 reports for DBX
Performance horizon
100% Hit rate @ T+20 5 of 5 directional calls Went positive at some point 5 of 7 best @ T+5▲ +9.91%Sep 14, 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 Sep 17, 2026