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Insider Cluster (2 insiders) ·Filed Sep 28, 2026

AKAM

AKAMAI TECHNOLOGIES INC
BEARISH
Impact 5/10
Horizonweeks Processed28d 18h ago
Insider cluster: 2 insiders, $1.1M total
Actionable Insight ▼ Bearish

The timing of these sales immediately after a material warrant agreement with a key customer (Anthropic) suggests insiders may be reducing exposure ahead of potential dilution from the convertible preferred stock. Monitor for any subsequent insider buying or additional disclosures on the warrant's conversion terms.

DirectionBearish
Confidencemedium
Horizonweeks
Latest settled — T+5d
AKAM ▲ +0.16% at T+5d
SHORT call ✗ call lost -0.16% · α vs SPY +1.79% · entry $108.45 → $108.62
Next anchor: T+20d in 17h
Latest observation: T+18 +3.14% FF3 residual α
Entry = T+0 close
Sep 29, 2026
via day close
T+1d
-1.94%
call +1.94% · α +1.73%
$106.35
settled 26d ago
T+5d
+0.16%
call -0.16% · α +1.79%
$108.62
settled 20d ago
T+20d
Pending
in 17h
T+60d
Pending
in 8w

Price Chart

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Executive Summary

Two EVPs at Akamai sold a combined $1.14M in open-market sales on September 25, 2026, three days after the company disclosed a warrant agreement with Anthropic involving up to 387,051 shares of Series B convertible preferred stock. The insider sales follow a material commercial agreement (Project Plans 2 and 3 under the MSA with Anthropic) filed on September 24, raising the possibility that insiders were informed of the deal's closing and its dilutive structure before selling.

Key Financial Metrics

Direction
selling
Total Value
$1.1M
Insiders
2

Key Facts

  • Two EVPs sold a total of 9,000 shares for $1.14M on September 25, 2026.
  • Sales occurred 3 days after an 8-K filing disclosing a warrant to issue up to 387,051 shares of Series B convertible preferred stock to Anthropic.
  • The warrant is tied to Project Plans 2 and 3 under a Master Services Agreement with Anthropic.
  • No 10b5-1 plan is indicated for these sales; they appear to be open-market transactions.
  • Total sales represent approximately 0.35% of Akamai's ~$326M market cap (modest but notable).

Financial Impact

Insider sales of $1.14M, representing ~0.35% of market cap. The warrant could dilute common equity if converted, but terms are not fully disclosed.

dilutioninsider sentiment

Risk Factors

  • Potential dilution from conversion of up to 387,051 shares of Series B preferred stock.
  • Insider selling may signal lack of confidence in near-term fundamentals or deal economics.
  • The warrant agreement's confidential terms (redacted) could contain unfavorable pricing or conditions.

Investment Themes

Software & IT

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-AKAM-1790648113399
27 reports for AKAM
Performance horizon
43% Hit rate @ T+1 3 of 7 directional calls Went positive at some point 3 of 7 best @ T+60▲ +41.49%Mar 3, 2026
Filters
Rows
Reports for AKAM — sortable, filterable
TypeNow
Sep 29, 2026
27d ago
Press Release
NEUTRAL ★ 2/10
$108.45 $106.35▼ −1.94%▼ −1.73%$98.75 (−8.94%)
Sep 28, 2026
28d ago
Insider Cluster
BEARISH ★ 5/10
$108.45 $106.35▲ +1.94%▲ +1.73%$98.75 (+8.94%)
Sep 24, 2026
4w ago
8-K
BULLISH ★ 7/10
$113.94 $108.99▼ −4.34%▼ −3.60%$98.75 (−13.33%)
Sep 24, 2026
4w ago
Press Release
BULLISH ★ 7/10
$113.94 $108.99▼ −4.34%▼ −3.60%$98.75 (−13.33%)
Jul 21, 2026
13w ago
Institutional Cluster
NEUTRAL ★ 3/10
$124.91 $124.30▼ −0.49%▼ −0.37%$98.75 (−20.94%)
Jul 8, 2026
15w ago
Press Release
NEUTRAL ★ 3/10
$126.57 $129.52▲ +2.33%▲ +1.48%$98.75 (−21.98%)
Jul 2, 2026
16w ago
Press Release
NEUTRAL ★ 1/10
$113.17 $112.73▼ −0.39%▼ −1.26%$98.75 (−12.74%)
Jun 4, 2026
20w ago
Press Release
NEUTRAL ★ 3/10
$158.98 $149.32▼ −6.08%▼ −3.48%$98.75 (−37.89%)
Jun 3, 2026
20w ago
Press Release
NEUTRAL ★ 3/10
$160.36 $158.98▼ −0.86%▼ −1.26%$98.75 (−38.42%)
Jun 2, 2026
20w ago
Press Release
NEUTRAL ★ 4/10
$160.32 $160.36▲ +0.03%▲ +0.72%$98.75 (−38.40%)
Showing 10 of 27

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Report published Sep 28, 2026