James S. Cox - 15 Jan 2026 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
15 Jan 2026
Net transactions value
-$794,081
Form type
4
Filing time
20 Jan 2026, 09:50:47 UTC
Previous filing
05 Jan 2026
Next filing
13 Feb 2026

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 19 Jan 2026 0001441361

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction CWAN Class A Common Stock Options Exercise $15,396 +3,499 +0.87% $4.40 404,196 15 Jan 2026 Direct F1
transaction CWAN Class A Common Stock Options Exercise $81,338 +18,486 +4.6% $4.40 422,682 15 Jan 2026 Direct
transaction CWAN Class A Common Stock Options Exercise $53,350 +12,125 +2.9% $4.40 434,807 15 Jan 2026 Direct
transaction CWAN Class A Common Stock Tax liability $50,549 -2,094 -0.48% $24.14 432,713 15 Jan 2026 Direct F2
transaction CWAN Class A Common Stock Tax liability $175,144 -7,255 -1.7% $24.14 425,458 15 Jan 2026 Direct F2
transaction CWAN Class A Common Stock Tax liability $267,031 -11,061 -2.6% $24.14 414,397 15 Jan 2026 Direct F2
transaction CWAN Class A Common Stock Sale $33,917 -1,405 -0.34% $24.14 412,992 15 Jan 2026 Direct F3
transaction CWAN Class A Common Stock Sale $117,567 -4,870 -1.2% $24.14 408,122 15 Jan 2026 Direct F3, F4
transaction CWAN Class A Common Stock Sale $179,252 -7,425 -1.8% $24.14 400,697 15 Jan 2026 Direct F3, F4
transaction CWAN Class A Common Stock Sale $120,704 -5,000 -1.2% $24.14 395,697 15 Jan 2026 Direct F3, F5

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 -3,499 -2.4% $0.000000 141,399 15 Jan 2026 Class A Common Stock 3,499 $4.40 Direct F6
transaction CWAN Stock Option (Right to Buy) Options Exercise $0 -18,486 -13% $0.000000 122,913 15 Jan 2026 Class A Common Stock 18,486 $4.40 Direct F7
transaction CWAN Stock Option (Right to Buy) Options Exercise $0 -12,125 -9.9% $0.000000 110,788 15 Jan 2026 Class A Common Stock 12,125 $4.40 Direct F7
* 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 amount in Column 5 of Table I has been adjusted by 6 units to reflect the correct number of shares beneficially owned by the reporting person.
F2 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.
F3 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.
F4 This transaction was executed in multiple trades at prices ranging from $24.11 USD to $24.18 USD; the price reported reflects the weighted average sale price.
F5 This transaction was executed in multiple trades at prices ranging from $24.11 USD to $24.17 USD; the price reported reflects the weighted average sale price.
F6 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
F7 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