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Insider Cluster (2 insiders) ·Filed Aug 19, 2026

DBX

DROPBOX, INC.
NEUTRAL
Impact 4/10
Horizondays Processed2mo ago
Insider cluster: 2 insiders, $926K total
Actionable Insight • Neutral

The open-market sales are small relative to market cap, but the C-suite participation (CTO + CBO) on the same day after a broad vesting event is a modest signal. Monitor for any upcoming earnings or material news that could have prompted liquidity needs.

DirectionNeutral
Confidencemedium
Horizondays
Latest settled — T+20d
DBX ▲ +7.29% at T+20d
NEUTRAL call +7.29% · α vs SPY +7.29% · entry $34.00 → $36.48
Next anchor: T+60d in 16d
Latest observation: T+45 -16.74% FF3 residual α
Entry = T+0 close
Aug 19, 2026
via day close
T+1d
+1.38%
call +1.38% · α +0.97%
$34.47
settled 2mo ago
T+5d
+5.53%
call +5.53% · α +4.41%
$35.88
settled 2mo ago
T+20d
+7.29%
call +7.29% · α +7.29%
$36.48
settled 6w ago
T+60d
Pending
in 16d

Price Chart

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Executive Summary

Two Dropbox C-suite insiders (CTO and Chief Business Officer) sold a combined $926K in open-market sales on August 18, 2026, at ~$34.09-$34.13. This follows a cluster of tax-withholding share surrenders by the Co-CEO, CFO, and other officers on August 17. The open-market sales are modest at ~0.01% of market cap, but the C-suite participation and timing after a broad vesting event warrant attention.

Key Financial Metrics

Direction
selling
Total Value
$926.0K
Insiders
2

Key Facts

  • CTO Ali Dasdan sold 11,332 shares for $387K in an open-market sale on 2026-08-18.
  • Chief Business Officer Eric T. Webster sold 15,830 shares for $540K in an open-market sale on 2026-08-18.
  • Total open-market sales by two C-suite insiders: $926K, representing ~0.01% of DBX's $7.6B market cap.
  • On 2026-08-17, five officers (including Co-CEO and CFO) surrendered shares for tax withholding totaling $4.3M — a non-cash, routine vesting event.
  • The open-market sales occurred the day after the tax-withholding cluster, suggesting a potential blackout-window opening or post-vesting liquidity event.

Financial Impact

Two C-suite insiders sold $926K in open-market sales, or ~0.01% of market cap. Tax-withholding surrenders added $4.3M in non-cash transactions.

insider ownership

Risk Factors

  • Insider sales could indicate a lack of conviction ahead of a potential negative catalyst.
  • The cluster may be purely liquidity-driven following vesting and tax obligations, reducing informational content.

Market Snapshot

Exchange
Nasdaq
Sector
Services-Prepackaged Software
Analyst Consensus
6% bullish (16 analysts)

Investment Themes

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-DBX-1787197007650
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
21d 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
6w 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 in 8h 23m

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Report published Aug 20, 2026