144 ·Filed Jun 15, 2026

CWAN

Clearwater Analytics Holdings, Inc.
NEUTRAL
Impact 3/10
Horizondays Processed3mo ago SEC0001968582-26-000613
Form 144 — notice of proposed sale of securities
Actionable Insight • Neutral

Monitor for actual execution of the sale on Form 4. If the sale proceeds at a value consistent with market prices (~$36/share), it would represent a modest insider sale (~$7.4M) and likely be routine. However, the reported $297M value, if accurate, would be a significant event warranting further investigation into potential data errors or a different security.

DirectionNeutral
Confidencelow
Horizondays
Latest settled — T+5d ⚠ clustered
CWAN ▲ +1.24% at T+5d
NEUTRAL call ✓ call won +1.24% · α vs SPY +3.47% · entry $24.25 → $24.55
Next anchor: T+20d due 3mo ago
Latest observation: T+12 +0.59% FF3 residual α
Entry anchored
Jun 15, 03:59 PM ET
via exchange tick
T+1d
+0.04%
call +0.04% · α +1.29%
$24.26
settled 4mo ago
T+5d
+1.24%
call +1.24% · α +3.47%
$24.55
settled 3mo ago
T+20d
—
call — · α —
—
due 3mo ago
T+60d
—
call — · α —
—
due 22d ago

Price Chart

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Executive Summary

Director D. Scott Mackesy filed a Form 144 indicating intent to sell 206,103 shares of Class A Common Stock, with an estimated market value of $297,375,155. The shares were acquired as compensation in November 2020 and are held in a trust. The filing signals a planned sale, but the reported value appears inconsistent with the company's $7.3B market cap, suggesting a possible data anomaly or misinterpretation.

Key Facts

  • Filer: D. Scott Mackesy, Director of Clearwater Analytics Holdings, Inc.
  • Shares to be sold: 206,103 shares of Class A Common Stock
  • Estimated market value: $297,375,155 (based on filing data; appears inconsistent with market cap)
  • Shares acquired on 11/02/2020 as compensation from the issuer
  • Sale to be executed through J.P. Morgan Securities LLC
  • Shares held in DSM 2014 Irrevocable Descendants Trust, with Mackesy as Trustee

Financial Impact

The filing reports an estimated value of $297,375,155 for 206,103 shares, implying a per-share price of ~$1,443, which is inconsistent with the current market cap of $7.3B. The actual dollar impact is unclear due to this discrepancy.

dilutioninsider selling

Risk Factors

  • Potential insider selling pressure if the sale is executed at a material dollar amount
  • Data inconsistency in the filing may indicate a reporting error or misinterpretation
  • Director sales are generally less impactful than C-suite sales, but the large reported value raises uncertainty

Market Snapshot

Exchange
NYSE
Sector
Services-Prepackaged Software
Analyst Consensus
47% bullish (15 analysts)

Investment Themes

Software & IT

Documents Analyzed

This report is based on 3 SEC documents filed with EDGAR.

DocumentAccession Number
144 Filing (Primary)0001968582-26-000613
Document: 0001968582-26-000613-index.html0001968582-26-000613
Document: 0001968582-26-000613.txt0001968582-26-000613
11 reports for CWAN
Performance horizon
75% Hit rate 3 of 4 directional calls best @ T+60▲ +3.83%Feb 24, 2026
Filters
Rows
Reports for CWAN — sortable, filterable
TypeNow
Jul 6, 2026
12w ago
15-12G
NEUTRAL ★ 3/10
$24.56 awaiting T+5awaiting T+5——
Jun 22, 2026
14w ago
8-K
NEUTRAL ★ 4/10
$24.53 $24.56▲ +0.12%▲ +0.58%—
Jun 17, 2026
15w ago
Insider Cluster
NEUTRAL ★ 3/10
$24.29 $24.56▲ +1.11%▲ +2.78%—
Jun 15, 2026
15w ago
144
NEUTRAL ★ 3/10
$24.25 $24.55▲ +1.24%▲ +3.47%—
Jun 15, 2026
15w ago
144
BEARISH ★ 5/10
$24.25 $24.55▼ −1.24%▼ −3.47%—
May 7, 2026
21w ago
8-K
NEUTRAL ★ 3/10
$24.35 $24.37▲ +0.08%▼ −1.38%—
Apr 15, 2026
24w ago
144
NEUTRAL ★ 3/10
$24.11 $24.18▲ +0.29%▼ −0.69%—
Apr 8, 2026
25w ago
DEFM14A
BULLISH ★ 8/10
$24.02 $24.04▲ +0.08%▼ −3.43%—
Apr 8, 2026
25w ago
Insider Cluster
BEARISH ★ 5/10
$24.02 $24.04▼ −0.08%▲ +3.43%—
Apr 1, 2026
26w ago
10-K/A
NEUTRAL ★ 3/10
$23.80 $24.00▲ +0.84%▼ −2.78%—
Showing 10 of 11

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