DBX DROPBOX, INC.

BEARISH Impact: 5/10 Insider Cluster (6 insiders)
Horizon weeks Filed May 19, 2026 Processed 21d 5h ago
Insider cluster: 2 insiders, $1.1M total
Latest settled — T+5d ⚠ clustered
DBX ▼ -4.87% at T+5d
SHORT call ✓ call won +4.87% · α vs SPY +6.67% · entry $27.53 → $26.19
Next anchor: T+20d in 7d
Currently $27.43 · +0.36% from $27.53 entry (call sign-flipped)
Entry anchored
May 19, 2026
via day open
T+1d
-1.34%
call +1.34% · α +1.54%
$27.16
settled 21d ago
T+5d
-4.87%
call +4.87% · α +6.67%
$26.19
settled 14d ago
T+20d
call — · α —
in 7d
T+60d
call — · α —
in 2mo

Price Chart

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Executive Summary

Dropbox insiders, including CEO Andrew Houston, sold $1.08M in stock over a week following Q1 earnings that showed revenue growth but a 24% drop in net income. The CEO's $974K open-market sale after converting derivatives is the most notable signal, while other C-suite sales are partly tax-withholding related. The cluster is bearish given the CEO's material sale and deteriorating profitability.

Key Financial Metrics

Direction
selling
Total Value
$1.1M
Insiders
6

Actionable Insight

The CEO's first open-market sale since 2024 is a cautionary signal, but the dollar amount is small relative to market cap. Monitor for additional insider sales in the next 30 days; if selling continues, it would amplify the bearish read. The Q1 earnings showed a 24% net income decline, which may pressure the stock near-term.

Key Facts

  • CEO Andrew Houston sold 37,498 shares for $974K on May 14 after converting derivatives at $0 cost basis.
  • Total open-market sales: $1.08M across 4 insiders (CEO, CLO, CTO, CAO, director).
  • Tax-withholding sales (non-cash) totaled $1.92M across 5 insiders, tied to vesting events.
  • Cluster follows Q1 2026 earnings (May 7): revenue $629.5M (+0.8% YoY), but GAAP net income fell 24% to $114.5M.
  • Open-market sales represent ~0.017% of $6.5B market cap, below the 0.1% materiality threshold.
  • Historical calibration shows past DBX reports had a 20% win rate at T+20 with avg -6.18% return, suggesting over-scoring risk.

Financial Impact

Open-market insider sales total $1.08M, or 0.017% of market cap — below materiality threshold. Tax-withholding sales of $1.92M are non-cash and routine.

insider sellingCEO salenet income decline

Risk Factors

  • CEO sale after derivative conversion could signal peak valuation or personal diversification needs.
  • Net income decline of 24% YoY despite revenue growth suggests margin compression or higher interest costs.
  • Paying users declining to 18.09M indicates competitive pressure from cloud storage rivals.

Market Snapshot

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

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-DBX-1779226706018
17 reports for DBX
Performance horizon

Track record builds as more directional reports settle.

Filters
Rows
Reports for DBX — sortable, filterable
Type Now
Jun 3, 2026
6d ago
Insider Cluster
NEUTRAL ★ 3/10
$27.18 $27.38▲ +0.75%▲ +3.35%$27.43 (+0.94%)
Jun 1, 2026
8d ago
8-K
NEUTRAL ★ 4/10
$28.92 $28.16▼ −2.63%▼ −2.77%$27.43 (−5.15%)
May 26, 2026
14d ago
8-K
NEUTRAL ★ 4/10
$26.46 $25.97▼ −1.85%▼ −1.87%$27.43 (+3.67%)
May 20, 2026
20d ago
Insider Cluster
NEUTRAL ★ 3/10
$27.16 $27.51▲ +1.29%▲ +0.84%$27.43 (+1.00%)
May 20, 2026
20d ago
Insider Cluster
NEUTRAL ★ 2/10
$27.16 $27.51▲ +1.29%▲ +0.84%$27.43 (+1.00%)
May 20, 2026
20d ago
Insider Cluster
NEUTRAL ★ 2/10
$25.97 $26.19▲ +0.84%▲ +0.29%$27.43 (+5.63%)
May 20, 2026
20d ago
Insider Cluster
BEARISH ★ 4/10
$27.16 $27.51▼ −1.29%▼ −0.84%$27.43 (−1.00%)
May 20, 2026
20d ago
Insider Cluster
BEARISH ★ 5/10
$27.16 $27.51▼ −1.29%▼ −0.84%$27.43 (−1.00%)
May 19, 2026
21d ago
Insider Cluster
NEUTRAL ★ 4/10
$27.53 $27.16▼ −1.34%▼ −1.54%$27.43 (−0.36%)
May 19, 2026
21d ago
Insider Cluster
BEARISH ★ 5/10
$27.53 $27.16▲ +1.34%▲ +1.54%$27.43 (+0.36%)
Showing 10 of 17

US Market Status

Market Closed — Opens Thu (10h 31m)

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