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Grid Dynamics Holdings, Inc. (NASDAQ: GDYN) filed a Form 144 indicating that insider Yury Gryzlov intends to sell 2,000 common shares through Morgan Stanley Smith Barney LLC. The shares are valued at $24,660 and are expected to be sold on 07/08/2025. Gryzlov acquired the shares as restricted stock on 03/13/2021. The company has 84,547,653 shares outstanding, so the planned sale represents only about 0.002 % of the float. During the past three months, the same insider sold an additional 4,737 shares for $59,151.34. No other financial or operational data is provided in this notice.

Clover Health Investments, Corp. (CLOV) has filed a Form 144 indicating a proposed sale of insider shares.

• Shares to be sold: 2,012 common shares
• Estimated market value: $5,150.72
• Broker: Morgan Stanley Smith Barney LLC, New York
• Planned execution date: 07/07/2025 on NASDAQ
• Total shares outstanding: 416,541,578 (sale equals ~0.0005% of float)

The filing also lists recent 10b5-1 sales by the same insider, Jamie Reynoso, totaling 40,239 shares for gross proceeds of $109,504.30 across two transactions on 06/17/2025 and 07/03/2025.

Because the proposed sale is immaterial relative to the company鈥檚 share count, the market impact is expected to be minor; however, continual insider selling can be perceived negatively by some investors.

Clover Health Investments (CLOV) 鈥� Form 4 insider filing: CEO and Director Andrew Toy reported an automatic share disposition on 07/01/2025 related to the vesting of previously granted RSUs. A total of 308,950 Class A common shares were withheld to satisfy tax obligations (transaction code 鈥淔鈥�) at a reference price of $2.75. Following the withholding, Toy鈥檚 direct beneficial ownership stands at 10,560,047 shares. The RSU award, originally granted on 01/01/2023 and reported on 01/04/2023, vests quarterly in equal 6.25% installments through 01/01/2027, contingent upon continued service.

The filing reflects a routine, non-open-market administrative transaction rather than an elective sale, and does not indicate a change in Toy鈥檚 long-term ownership intent. No derivative securities or additional open-market trades were reported.

Form 144 filed for Datadog, Inc. (DDOG) discloses a planned sale of insider shares under Rule 144.

• Seller & volume: David Obstler intends to sell 15,000 Class A common shares, representing roughly 0.005 % of the 319,498,060 shares outstanding.
• Estimated proceeds: At an aggregate market value of $2.03 million, the transaction is scheduled for 07 July 2025 through broker Morgan Stanley Smith Barney LLC on the NASDAQ.
• Acquisition details: The shares derive from a 07 July 2025 stock-option exercise paid in cash.
• 10b5-1 activity: The filing lists six prior sales in the last three months under a 10b5-1 plan, totaling 105,016 shares and approximately $12.6 million in gross proceeds.

The filing contains the standard certification that the seller possesses no undisclosed material adverse information. There is no indication of new corporate developments, earnings data, or changes to capital structure; the document strictly concerns insider share dispositions.

Form 4 filing overview: Clover Health Investments (CLOV) reported insider activity by Jamie L. Reynoso, listed as 鈥淐EO, Medicare Advantage.鈥� On 30 June 2025 Ms. Reynoso earned 217,523 Class A shares through the final tranche of a March 16 2023 performance-based RSU award. To satisfy withholding taxes, the company automatically sold 85,596 shares at $2.79 per share. After the automatic sale, Ms. Reynoso鈥檚 direct ownership stands at 3,328,328 Class A shares, up roughly 132 k shares versus the prior balance.

• Nature of transaction: 鈥淎鈥� code denotes acquisition from equity award; 鈥淔鈥� code denotes shares withheld for taxes鈥攏either represents an open-market trade.
• Cost basis: RSUs were settled at no cash cost to the insider; only the tax-withholding sale carries a market price.
• Alignment impact: The executive retains a sizable equity stake (鈮�3.3 million shares), reinforcing incentive alignment, but no new cash investment was made.

Overall, the filing reflects routine equity-compensation vesting and related tax withholding rather than a discretionary buy or sell decision. Market impact is expected to be neutral barring other catalysts.

Redwire Corporation (NYSE: RDW) filed an 8-K announcing it entered into an Underwriting Agreement on 16 June 2025 with J.P. Morgan, BofA Securities and Morgan Stanley to sell 15,525,000 new common shares, generating approximately $260 million in gross proceeds. The underwriters hold a 30-day option to purchase up to 2,328,750 additional shares on identical terms, and the transaction closed on 18 June 2025.

Under the previously disclosed Registration Rights Coordination Agreement, the Company intends to allocate the net proceeds as follows:

• $40 million to bolster cash for working capital and general corporate purposes.
• The greater of 25 % of net proceeds or $50 million may be used, at Bain鈥檚 election, to repurchase a portion of Bain-held convertible preferred stock at the public offering price (adjusted for the prevailing conversion rate).
• Remaining proceeds will augment liquidity and may be applied to repay the seller note issued in connection with the Edge Autonomy acquisition.

The shares were issued from the Company鈥檚 effective shelf registration statement (Form S-3, No. 333-274375). The Underwriting Agreement contains customary representations, covenants, indemnification and termination provisions, and a legal opinion from Holland & Knight LLP is filed as Exhibit 5.1.

Redwire also supplemented its risk disclosures (Exhibit 99.1) to incorporate extensive risk factors related to the recently acquired Edge Autonomy business, citing integration challenges, macro-economic pressures, funding requirements, shareholder dilution and heightened regulatory and geopolitical exposure.

Investment take-away: The equity raise materially strengthens near-term liquidity and affords flexibility to integrate Edge Autonomy and address debt, but it introduces significant dilution and underscores numerous execution and market risks highlighted in the expanded risk factor section.