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

Signature
/s/ Alphonse Valbrune, as Attorney-in-Fact, for Jim Cox
Issuer symbol
CWAN
Transactions as of
17 Nov 2025
Net transactions value
-$350,297
Form type
4
Filing time
19 Nov 2025, 17:35:48 UTC
Previous filing
16 Oct 2025
Next filing
26 Nov 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 18 Nov 2025 0001441361

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction CWAN Class A Common Stock Options Exercise $55,999 +12,727 +3.8% $4.40 351,710 17 Nov 2025 Direct
transaction CWAN Class A Common Stock Options Exercise $16,214 +3,685 +1% $4.40 355,395 17 Nov 2025 Direct
transaction CWAN Class A Common Stock Sale $27,454 -1,405 -0.4% $19.54 353,990 17 Nov 2025 Direct F1
transaction CWAN Class A Common Stock Sale $96,288 -4,870 -1.4% $19.77 349,120 17 Nov 2025 Direct F1, F2
transaction CWAN Class A Common Stock Tax liability $44,551 -2,280 -0.65% $19.54 346,840 17 Nov 2025 Direct F3
transaction CWAN Class A Common Stock Tax liability $155,346 -7,857 -2.3% $19.77 338,983 17 Nov 2025 Direct F3
transaction CWAN Class A Common Stock Sale $98,870 -5,000 -1.5% $19.77 333,983 17 Nov 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 -3,685 -1.4% $0.000000 267,948 17 Nov 2025 Class A Common Stock 3,685 $4.40 Direct F5
transaction CWAN Stock Option (Right to Buy) Options Exercise $0 -12,727 -4.7% $0.000000 255,221 17 Nov 2025 Class A Common Stock 12,727 $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