James S. Cox - Nov 17, 2025 Form 4 Insider Report for Clearwater Analytics Holdings, Inc. (CWAN)

Signature
/s/ Alphonse Valbrune, as Attorney-in-Fact, for Jim Cox
Stock symbol
CWAN
Transactions as of
Nov 17, 2025
Transactions value $
-$350,297
Form type
4
Date filed
11/19/2025, 05:35 PM
Previous filing
Oct 16, 2025
Next filing
Nov 26, 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Cox James S Chief Financial Officer C/O CLEARWATER ANALYTICS HOLDINGS, INC., 777 W. MAIN STREET, SUITE 900, BOISE /s/ Alphonse Valbrune, as Attorney-in-Fact, for Jim Cox 2025-11-18 0001441361

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction CWAN Class A Common Stock Options Exercise $56K +12.7K +3.75% $4.40 352K Nov 17, 2025 Direct
transaction CWAN Class A Common Stock Options Exercise $16.2K +3.69K +1.05% $4.40 355K Nov 17, 2025 Direct
transaction CWAN Class A Common Stock Sale -$27.5K -1.41K -0.4% $19.54 354K Nov 17, 2025 Direct F1
transaction CWAN Class A Common Stock Sale -$96.3K -4.87K -1.38% $19.77 349K Nov 17, 2025 Direct F1, F2
transaction CWAN Class A Common Stock Tax liability -$44.6K -2.28K -0.65% $19.54 347K Nov 17, 2025 Direct F3
transaction CWAN Class A Common Stock Tax liability -$155K -7.86K -2.27% $19.77 339K Nov 17, 2025 Direct F3
transaction CWAN Class A Common Stock Sale -$98.9K -5K -1.48% $19.77 334K Nov 17, 2025 Direct F1, F4

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction CWAN Stock Option (Right to Buy) Options Exercise $0 -3.69K -1.36% $0.00 268K Nov 17, 2025 Class A Common Stock 3.69K $4.40 Direct F5
transaction CWAN Stock Option (Right to Buy) Options Exercise $0 -12.7K -4.75% $0.00 255K Nov 17, 2025 Class A Common Stock 12.7K $4.40 Direct F6
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Buy Plan / Sale Plan: These are also open market purchases/sales of shares, but in this case the transaction is part of a trading plan. Rule 10b5-1 allows insiders to setup a trading plan to buy/sell stocks over a certain period of time. Since the purchases/sales are predetermined, this protects the insiders from violating insider trading law.

Transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

Explanation of Responses:

Id Content
F1 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.
F2 This transaction was executed in multiple trades at prices ranging from $19.34 USD to $20.52 USD; the price reported above reflects the weighted average sale price.
F3 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.
F4 This transaction was executed in multiple trades at prices ranging from $19.31 USD to $20.42 USD; the price reported above reflects the weighted average sale price.
F5 Vests 120,000 share(s) on 20-May-2020, 198,000 share(s) on 02-Nov-2020, 70,500 share(s) on 20-May-2021, 70,500 share(s) on 20-May-2022, 70,500 share(s) on 20-May-2023, 70,500 share(s) on 20-May-2024
F6 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