STOCK TITAN

Clearwater (NYSE: CWAN) CFO trades options, keeps 480K shares

Filing Impact
(Very High)
Filing Sentiment
(Negative)
Form Type
4

Rhea-AI Filing Summary

Clearwater Analytics Holdings Chief Financial Officer James S. Cox exercised stock options and completed associated share sales and tax transactions in Class A Common Stock. He exercised 36,968 stock options at an exercise price of $4.40 per share, receiving an equal number of shares. On the same date, he disposed of 23,268 shares to cover tax obligations, classified as tax-withholding transactions, and sold 18,700 shares in open-market trades at weighted-average prices of around $24.07 per share. According to the disclosures, these sales were carried out under a prearranged Rule 10b5-1 trading plan and include issuer-mandated tax withholding, indicating they were largely routine rather than fully discretionary. After all transactions, Cox directly held 480,419 shares of Clearwater Analytics Class A Common Stock.

Positive

  • None.

Negative

  • None.
Insider Cox James S
Role Chief Financial Officer
Sold 18,700 shs ($450K)
Type Security Shares Price Value
Exercise Stock Option (Right to Buy) 13,141 $0.00 --
Exercise Stock Option (Right to Buy) 3,792 $0.00 --
Exercise Stock Option (Right to Buy) 20,035 $0.00 --
Exercise Class A Common Stock 13,141 $4.40 $58K
Exercise Class A Common Stock 3,792 $4.40 $17K
Exercise Class A Common Stock 20,035 $4.40 $88K
Sale Class A Common Stock 7,425 $24.0709 $179K
Sale Class A Common Stock 4,870 $24.0716 $117K
Tax Withholding Class A Common Stock 2,387 $24.06 $57K
Tax Withholding Class A Common Stock 8,271 $24.0716 $199K
Tax Withholding Class A Common Stock 12,610 $24.0709 $304K
Sale Class A Common Stock 1,405 $24.06 $34K
Sale Class A Common Stock 5,000 $24.0718 $120K
Holdings After Transaction: Stock Option (Right to Buy) — 25,911 shares (Direct); Class A Common Stock — 498,560 shares (Direct)
Footnotes (1)
  1. 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. This transaction was executed in multiple trades at prices ranging from $24.04 USD to $24.08 USD; the price reported above reflects the weighted average sale price. This transaction was executed in multiple trades at prices ranging from $24.04 USD to $24.085 USD; the price reported above reflects the weighted average sale price. 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. 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
Options exercised 36,968 shares Stock options exercised at $4.40 per share on April 15, 2026
Exercise price $4.40 per share Exercise price for stock options converted into Class A Common Stock
Open-market shares sold 18,700 shares Class A Common Stock sales in open market on April 15, 2026
Average sale price about $24.07 per share Weighted-average prices across multiple sale trades
Tax-withholding shares 23,268 shares Shares delivered or withheld to satisfy tax obligations
Shares held after transactions 480,419 shares Direct Class A Common Stock holdings following all Form 4 activity
Exercise transactions count 3 transactions Derivative exercises of stock options (code M) reported
Open-market sales count 4 transactions Non-derivative sales of Class A Common Stock (code S)
Rule 10b5-1 trading plan regulatory
"The sale reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted..."
A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.
Stock Option (Right to Buy) financial
"security_title: Stock Option (Right to Buy) ... conversion or exercise price: 4.4000"
Class A Common Stock financial
"underlying_security_title: Class A Common Stock ... total_shares_following_transaction"
Class A common stock is a category of a company’s shares that carries a specific set of ownership rights—most commonly defined voting power and claims on dividends—set out in the company’s charter. For investors it matters because the class determines how much influence you have over corporate decisions, the share’s likely dividend and trading behavior, and how it compares in value to other share classes, like choosing a particular seat with different privileges at the company’s decision-making table.
tax-withholding disposition financial
"transaction_action: tax-withholding disposition ... Payment of exercise price or tax liability by delivering securities"
A tax-withholding disposition is an event or transaction—such as selling or transferring securities, exercising options, or receiving compensation—that triggers a requirement to hold back part of the payment and remit it to tax authorities. It matters to investors because it reduces the cash they receive immediately and can change the timing and amount of taxable income, like a cashier taking a portion of your sale proceeds to pay taxes before you get the rest.
open-market sale financial
"transaction_action: open-market sale ... Sale in open market or private transaction"
An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.
SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
Check this box to indicate that a 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). See Instruction 10.
1. Name and Address of Reporting Person*
Cox James S

(Last)(First)(Middle)
C/O CLEARWATER ANALYTICS HOLDINGS, INC.
777 W. MAIN STREET, SUITE 900

(Street)
BOISE IDAHO 83702

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
Clearwater Analytics Holdings, Inc. [ CWAN ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director10% Owner
XOfficer (give title below)Other (specify below)
Chief Financial Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
04/15/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Class A Common Stock04/15/2026M13,141A$4.4498,560D
Class A Common Stock04/15/2026M3,792A$4.4502,352D
Class A Common Stock04/15/2026M20,035A$4.4522,387D
Class A Common Stock04/15/2026S(1)7,425D$24.0709(2)514,962D
Class A Common Stock04/15/2026S(1)4,870(3)D$24.0716(3)510,092D
Class A Common Stock04/15/2026F2,387(4)D$24.06507,705D
Class A Common Stock04/15/2026F8,271(4)D$24.0716499,434D
Class A Common Stock04/15/2026F12,610(4)D$24.0709486,824D
Class A Common Stock04/15/2026S(1)1,405D$24.06485,419D
Class A Common Stock04/15/2026S(1)5,000D$24.0718(2)480,419D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Stock Option (Right to Buy)$4.404/15/2026M13,141 (5)05/20/2029Class A Common Stock13,141$0.0025,911D
Stock Option (Right to Buy)$4.404/15/2026M3,792 (5)05/20/2029Class A Common Stock3,792$0.0022,119D
Stock Option (Right to Buy)$4.404/15/2026M20,035 (5)05/20/2029Class A Common Stock20,035$0.002,084D
Explanation of Responses:
1. 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.
2. This transaction was executed in multiple trades at prices ranging from $24.04 USD to $24.08 USD; the price reported above reflects the weighted average sale price.
3. This transaction was executed in multiple trades at prices ranging from $24.04 USD to $24.085 USD; the price reported above reflects the weighted average sale price.
4. 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.
5. 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
Remarks:
/s/ Alphonse Valbrune, as Attorney-in-Fact, for Jim Cox04/16/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

FAQ

What did Clearwater Analytics (CWAN) CFO James S. Cox do in this Form 4 filing?

CFO James S. Cox exercised stock options and completed related share sales and tax transactions. He turned options into Class A Common Stock, sold some shares in the open market, and had additional shares withheld to satisfy tax obligations, while retaining a large direct shareholding.

How many Clearwater Analytics (CWAN) stock options did the CFO exercise and at what price?

He exercised a total of 36,968 stock options at an exercise price of $4.40 per share. Each option converted into one share of Class A Common Stock, increasing his direct holdings before subsequent tax-withholding and sale transactions recorded in the same Form 4.

How many Clearwater Analytics (CWAN) shares did the CFO sell in the open market?

He sold 18,700 shares of Class A Common Stock in open-market transactions. The reported weighted-average sale prices were approximately $24.07 per share, based on multiple trades executed within narrow price ranges described in the transaction footnotes.

How many Clearwater Analytics (CWAN) shares were used to cover tax obligations?

A total of 23,268 shares were classified as tax-withholding dispositions. These shares were withheld or delivered to cover tax obligations arising from the exercise and settlement of stock options, and the issuer mandated this treatment rather than it being a discretionary sale decision by the CFO.

Were Clearwater Analytics (CWAN) CFO share sales made under a Rule 10b5-1 trading plan?

Yes. The filing states the sale activity was effected under a Rule 10b5-1 trading plan adopted on March 11, 2024. Such plans prearrange trades in advance, making the timing more routine and less indicative of short-term views on the company’s share price.

How many Clearwater Analytics (CWAN) shares does the CFO hold after these transactions?

After completing the option exercises, tax-withholding dispositions, and open-market sales, James S. Cox directly holds 480,419 shares of Clearwater Analytics Class A Common Stock. This remaining stake shows he retains a substantial equity position in the company following the reported activity.

What overall pattern do the Clearwater Analytics (CWAN) CFO’s Form 4 transactions show?

The pattern is an exercise-and-sell sequence with tax withholding. He exercised options to acquire shares, had some shares withheld for taxes, and sold a portion in the market, all under a Rule 10b5-1 plan, while keeping a significant remaining shareholding in the company.