Datadog director trust sells 12,500 shares
Datadog director Michael James Callahan, through The Callahan-Thernstrom Family Trust, converted 12,500 shares of Class B Common Stock into Class A and sold 12,500 Class A shares at $247.47 per share on June 29, 2026.
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Form Type
4
Rhea-AI Filing Summary
Datadog director Michael James Callahan, through The Callahan-Thernstrom Family Trust, converted 12,500 shares of Class B Common Stock into Class A and sold 12,500 Class A shares at $247.47 per share on June 29, 2026. The sale was executed under a pre-arranged Rule 10b5-1 trading plan dated March 13, 2026. Following these transactions, the trust holds 14,996 Class A shares and 110,542 Class B shares indirectly, while Callahan also holds 20,684 Class A shares directly.
Insider Trade Summary 10b5-1
Exercise and Sale: 12,500 shares ($3.09M approx. pre-tax spread)
Exercise and Sale
4 txns
Insider
Callahan Michael James
Role
Director
Sold
12,500 shs ($3.09M)
Approx. gross sale proceeds
$3.09M
Approx. exercise cost
$0.00
Approx. pre-tax spread
$3.09M
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Conversion | Class B Common Stock | 12,500 | $0.00 | $0.00 |
| Conversion | Class A Common Stock | 12,500 | $0.00 | $0.00 |
| Sale | Class A Common Stock | 12,500 | $247.47 | $3.09M |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Class B Common Stock — 110,542 contracts (Indirect, By Trust);
Class A Common Stock — 14,996 shares (Indirect, By Trust);
Class A Common Stock — 20,684 shares (Direct)
Footnotes (3)
- F1. Each share of Class B Common Stock is convertible at any time at the option of the Reporting Person into one share of Class A Common Stock and has no expiration date. Each share of Class B Common Stock will convert automatically into one share of Class A Common Stock upon the earliest of: (i) any transfer, whether or not for value, except for certain "Permitted Transfers" as defined in the Issuer's amended and restated certificate of incorporation, (ii) the death of the Reporting Person in the case of shares held directly or in a trustee capacity, and (iii) the tenth anniversary of the Issuer's initial public offering of its Class A Common Stock.
- F2. The Shares are held by The Callahan-Thernstrom Family Trust, of which Reporting Person is Trustee.
- F3. Shares sold pursuant to a 10b5-1 plan dated March 13, 2026.
Key Figures
Shares sold: 12,500 shares
Sale price: $247.47 per share
Shares converted: 12,500 shares
+4 more
7 metrics
Shares sold
12,500 shares
Class A Common Stock sold on June 29, 2026
Sale price
$247.47 per share
Open-market sale of Class A shares
Shares converted
12,500 shares
Class B converted into Class A on June 29, 2026
Direct Class A holdings
20,684 shares
Class A Common Stock held directly after transactions
Indirect Class A holdings
14,996 shares
Class A Common Stock held by trust after transactions
Indirect Class B holdings
110,542 shares
Class B Common Stock held by trust after conversion
Net shares sold
12,500 shares
Net buy/sell direction from transaction summary
Key Terms
Class A Common Stock, Class B Common Stock, Rule 10b5-1 trading plan, derivative conversion, +2 more
6 terms
Class A Common Stock financial
"Class A Common Stock sold in open-market transactions and held directly and indirectly."
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.
Class B Common Stock financial
"Each share of Class B Common Stock is convertible into one share of Class A."
A class B common stock is one of multiple types of a company’s ordinary shares that carries specific rights—often different voting power or dividend priority—compared with other classes. For investors it matters because those differences affect how much influence you have over company decisions, the income you might receive, and how freely the shares trade; think of it like owning a car with different keys: some keys let you start the engine and open the trunk, others only unlock the door.
Rule 10b5-1 trading plan regulatory
"Shares sold pursuant to a 10b5-1 plan dated March 13, 2026."
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.
derivative conversion financial
"Transaction code C is described as a derivative conversion of securities."
Form 4 regulatory
"The insider transactions were disclosed in a Form 4 insider trading report."
Form 4 is a official document that company insiders, such as executives or major shareholders, file with regulators whenever they buy or sell company shares. It provides transparency about how those with inside knowledge are trading, helping investors see if insiders are confident in the company's prospects or may be selling for personal reasons. This information can influence investor decisions by revealing insiders' perspectives on the company's value.
Permitted Transfers regulatory
"Certain "Permitted Transfers" are defined in the amended and restated certificate of incorporation."
FAQ
AI-generated questions and answers. How Rhea-AI works. Not financial advice.
What insider transactions did Datadog (DDOG) report for Michael James Callahan?
Datadog reported that a trust associated with director Michael James Callahan converted 12,500 Class B shares into Class A and sold 12,500 Class A shares. These transactions occurred on June 29, 2026, and were disclosed in a Form 4 insider trading report.
AI-generated analysis. How Rhea-AI works. Not financial advice.
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