Clearwater Analytics Holdings, Inc.·4

Mar 17, 6:36 PM ET

Cox James S 4

4 · Clearwater Analytics Holdings, Inc. · Filed Mar 17, 2026

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Clearwater Analytics CFO James Cox Exercises Options, Sells Shares

What Happened James S. Cox, Chief Financial Officer of Clearwater Analytics (CWAN), exercised 37,235 stock options on 2026-03-16 (exercise price $4.40 per share; cash paid $163,834). Following the exercise, 42,235 shares were disposed the same day: 23,535 shares were withheld/sold to cover tax withholding (weighted avg price $23.32; proceeds $548,860), and 18,700 shares were sold in open market transactions (13,700 shares at a weighted avg $23.32, proceeds $319,498; and 5,000 shares at $23.37, proceeds $116,858). Total gross proceeds from sales were $985,216; after accounting for the exercise cost of $163,834, the net cash to the reporting person was about $821,382. Net share change from these transactions is a reduction of 5,000 shares (acquired 37,235 vs. disposed 42,235).

Key Details

  • Transaction date: 2026-03-16; Form 4 filed 2026-03-17 (timely).
  • Exercise: 37,235 options at $4.40 (cash paid $163,834).
  • Sales: 23,535 shares withheld/sold for tax ($23.32 weighted avg; $548,860) — mandated by issuer (F1); 13,700 shares sold under a Rule 10b5-1 plan (weighted avg $23.32; $319,498) (F2, F3); 5,000 shares sold under the 10b5-1 plan at $23.37 ($116,858) (F2, F4).
  • Total shares sold: 42,235 for total proceeds of $985,216.
  • Net shares: -5,000 (sold more than acquired in this round).
  • Footnotes: F1 = shares sold to cover tax withholding (issuer-mandated); F2 = sales effected under a 10b5-1 trading plan adopted 3/11/2024; F3/F4 = weighted-average prices reflect execution ranges; F5 notes prior vesting schedule for awards.
  • Shares owned after transaction: not specified in the supplied filing excerpt.

Context

  • This was effectively a cashless exercise/settlement: options were exercised and a portion of the resulting shares were sold to cover taxes and pursuant to a prearranged 10b5-1 plan. The tax-withholding sale was mandated by the issuer and was not a discretionary open-market liquidation. Prearranged 10b5-1 sales indicate the open-market sells were made under a trading plan adopted earlier (March 11, 2024).

Insider Transaction Report

Form 4
Period: 2026-03-16
Cox James S
Chief Financial Officer
Transactions
  • Exercise/Conversion

    Class A Common Stock

    2026-03-16$4.40/sh+37,235$163,834511,349 total
  • Tax Payment

    Class A Common Stock

    [F1]
    2026-03-16$23.32/sh23,535$548,860487,814 total
  • Sale

    Class A Common Stock

    [F2][F3]
    2026-03-16$23.32/sh13,700$319,498474,114 total
  • Sale

    Class A Common Stock

    [F4]
    2026-03-16$23.37/sh5,000$116,858469,114 total
  • Exercise/Conversion

    Stock Option (Right to Buy)

    [F5]
    2026-03-1637,23539,052 total
    Exercise: $4.40Exp: 2029-05-20Class A Common Stock (37,235 underlying)
Footnotes (5)
  • [F1]The sale reported on this Form 4 includes shares withheld to cover tax withholding obligations in connection with the exercise and settlement of stock options. The sale is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person.
  • [F2]The sale reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 11, 2024.
  • [F3]This transaction was executed in multiple trades at prices ranging from $23.27 USD to $23.44 USD; the price reported above reflects the weighted average sale price.
  • [F4]This transaction was executed in multiple trades at prices ranging from $23.29 USD to $23.43 USD; the price reported above reflects the weighted average sale price.
  • [F5]Vests 297,000 share(s) on 02-Nov-2020, 180,000 share(s) on 21-Jan-2020, 105,750 share(s) on 05-Mar-2021, 105,750 share(s) on 01-Jan-2022, 105,750 share(s) on 01-Jan-2023, 105,750 share(s) on 01-Jan-2024
Signature
/s/ Alphonse Valbrune, as Attorney-in-Fact, for Jim Cox|2026-03-17

Documents

1 file
  • 4
    primarydocument.xmlPrimary

    PRIMARY DOCUMENT