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Upstart Holdings, Inc. (UPST) has filed a Form 144 indicating a proposed insider sale under SEC Rule 144.

• Securities to be sold: 10,957 common shares.
• Estimated market value: US $834,683, based on the broker-quoted price at the time of filing.
• Broker: Charles Schwab & Co., Inc., Westlake, TX.
• Planned sale date: 08 July 2025 on the NASDAQ.
• Securities outstanding: 95,144,858 shares; proposed sale represents roughly 0.012 % of total shares.

The shares were recently acquired on 08 July 2025 through a stock-option exercise executed via a cashless, broker-assisted transaction. The same filer sold 1,278 shares on 01 July 2025 for gross proceeds of US $85,639, signalling an ongoing liquidation of option-derived shares within the preceding three-month window.

While Form 144 filings are not binding commitments to sell, they disclose the intent and establish regulatory clearance for a potential transaction within the next 90 days. The modest size relative to Upstart鈥檚 float suggests limited direct dilution or price pressure, but investors often monitor continued insider selling for sentiment cues.

SentinelOne, Inc. has filed a Form 144 indicating a planned sale of 2,427 Class A shares through broker Raymond James & Associates. The proposed transaction is valued at $43,686 based on the market price stated in the filing and represents approximately 0.0008 % of the company鈥檚 318.3 million shares outstanding. The filer acquired the shares on 12 December 2020 via a 鈥渟tock conversion before IPO.鈥� The anticipated sale date is 07 July 2025 on the NYSE. No sales were reported in the prior three months and no material adverse information was indicated by the seller.

On July 2, 2025, Phreesia, Inc. (PHR) director Mark Douglas Smith filed a Form 4 disclosing an option exercise and immediate share sale under a pre-arranged Rule 10b5-1 plan.

• Option exercise (Code M): 7,000 shares converted at an exercise price of $4.71.
• Open-market sale (Code S): the same 7,000 shares sold at $29.00 per share, generating roughly $203k gross proceeds.
• After the transactions, Smith鈥檚 direct ownership declined from 44,353 to 37,353 common shares.
• The underlying stock option was fully vested and would have expired on September 4, 2028; no derivative holdings remain related to this grant (51,193 total derivative securities now held).

The activity represents a 15.8 % reduction in Smith鈥檚 directly held shares. Because the sale was executed pursuant to a 10b5-1 plan adopted on January 10, 2025, market-timing concerns are mitigated, although investors may still view insider net selling as a modest negative signal.

On 2 July 2025, Enstar Group Limited (symbol: ESGR) and its financing subsidiary filed Post-Effective Amendment No. 1 to six previously effective Form S-3 shelf registration statements. The amendment follows the completion of a series of mergers, effective the same day, in which Enstar became a wholly owned subsidiary of Elk Bidco Limited. Because public offerings under these shelves have been terminated, the registrants are deregistering all securities that remained unsold under the following registration numbers: 333-270204, 333-220889, 333-215144, 333-195562, 333-151461 and 333-143064. No new securities are being offered, and no financial results are provided. Signatures were executed by Audrey B. Taranto (General Counsel) for Enstar Group Limited and Jennifer Miu (Chief Financial Officer) for Enstar Finance LLC.

Paymentus Holdings, Inc. (PAY) has filed a Form 4 disclosing that its Chairman, President & CEO, Dushyant Sharma, received 1,100,000 Class A RSUs on 07/02/2025 under the company鈥檚 2021 Equity Incentive Plan. Each RSU converts into one share of Class A common stock as it vests. Vesting schedule: one-sixteenth of the award will vest on each quarterly vesting date beginning 15 Aug 2025 (Feb 15, May 15, Aug 15, Nov 15 thereafter), subject to continued service. Following the grant, the reporting person shows 1,100,000 shares owned directly and an additional 1 share held indirectly through Ashigrace LLC, where Sharma holds sole voting and dispositive power. No price was paid for the RSUs, indicating a standard equity-based compensation grant designed to align executive incentives with shareholder value over time.

Matson, Inc. (MATX) 鈥� Insider Form 4 filing

Executive Vice President and President of Matson Logistics, Jerome James Holland, reported the acquisition of 538 shares of Matson common stock on 07/01/2025. The shares were issued as restricted stock units (RSUs) under the company鈥檚 2025 Incentive Compensation Plan at $0.00 cost. The RSUs vest in three equal annual tranches beginning one year from the grant date and include dividend-equivalent rights. Following the grant, Holland鈥檚 direct beneficial ownership increases to 3,738 shares. No disposals, derivative transactions, or Rule 10b5-1 plan trades were disclosed.

The filing was submitted individually by the executive, indicating a routine equity incentive award intended to align management and shareholder interests. No other material changes were reported.

McEwen Mining Inc. (MUX) 鈥� Form 4 insider filing reports transactions by Chief Operating Officer and Director William M. Shaver on 29 June 2025.

• Common shares acquired: 13,905 shares at an indicated value of $7.53 per share, plus 2,948 shares received at no cost, and 11,740 shares issued upon the conversion of vested restricted stock units (RSUs).
• Post-transaction ownership: 125,826 common shares held directly.
• Derivative activity: 35,220 RSUs granted; 11,740 RSUs converted to stock, leaving 23,480 RSUs outstanding.
• Source of shares: 鈥� 13,905 shares constitute stock paid in lieu of cash compensation for services rendered between 1 Apr 2023 and 31 Mar 2024.
  鈥� RSUs vest in three equal instalments on 29 Jun 2025, 20 Dec 2025 and 29 Jun 2026.
• No dispositions or sales were reported; all transactions increased Shaver鈥檚 equity exposure to MUX.

The filing reflects routine compensation-related equity grants and vesting rather than open-market purchases. Nevertheless, the absence of stock sales and the net addition of equity signal continued alignment of the COO鈥檚 incentives with shareholders.

Phreesia Director Mark Douglas Smith has been granted 6,700 Restricted Stock Units (RSUs) on June 25, 2025, at a price of $27.61 per unit. Following this transaction, Smith owns a total of 37,353 shares directly.

Key details of the RSU grant:

• Vesting occurs at the earlier of June 25, 2026, or the next annual stockholders' meeting
• Smith has elected to defer the grant under Phreesia's Non-Employee Director Deferred Compensation Program
• Distribution of underlying common stock will occur either 90 days after board service termination and separation, or five years from grant date

The transaction was executed under Phreesia's 2019 Stock Option and Incentive Plan, with each RSU representing the right to receive one share of common stock. The filing was signed by Allison Hoffman via Power of Attorney on June 27, 2025.

Form 4 overview: On 06/25/2025 Phreesia, Inc. (ticker: PHR) director Lainie Goldstein reported the acquisition of 6,700 Restricted Stock Units (RSUs) at an indicated grant price of $27.61 per underlying share. Following the award, Goldstein now beneficially owns 48,555 shares of Phreesia common stock in direct ownership form.

Key grant terms:

• The RSUs were issued under the company鈥檚 2019 Stock Option and Incentive Plan.
• Vesting occurs in full upon the earlier of (i) 25 June 2026 or (ii) the next annual shareholder meeting.
• The director elected to defer settlement under Phreesia鈥檚 Non-Employee Director Deferred Compensation Program; common stock will be delivered 90 days after she ceases board service and meets the Section 409A 鈥渟eparation from service鈥� definition.

Observations: 鈥� The filing reflects a routine, plan-based equity grant鈥攏o shares were sold. 鈥� Beneficial ownership increases, albeit modestly, suggesting alignment of director incentives with shareholders. 鈥� No derivative securities were reported in Table II. 鈥� No other transactions, liabilities, or amendments were disclosed.