Insider filings made public in late July show a string of meaningful purchases and sales among executives and directors of US-listed companies. The disclosures, filed on and around July 23-27, 2026, cover transactions executed either as open-market buys, option exercises, conversions of Class B into Class A shares, or sales under pre-arranged trading plans. Below is a detailed account of the largest holdings changes reported for the period.
Top insider buys
Oak Valley Bancorp - A director of the community bank, Gary Strong, increased his direct stake via a purchase on July 27, 2026. Mr. Strong acquired 2,000 shares of Oak Valley Bancorp common stock at $32.50 per share, for a total of $65,000. At the time of reporting the shares were trading at $33.15 and had risen 22% over the prior year. Analysis included in the filing notes the company trades at a P/E ratio of 11.6 and offers a dividend yield of 2.26%, and that the dividend has been increased for 13 consecutive years.
Metropolitan Bank Holding Corp. - Daniel F. Dougherty, the company’s Executive Vice President and Chief Financial Officer, made an open-market purchase on July 23, 2026. He bought 1,000 shares of common stock at $89.98 per share, a transaction value of $89,980. The stock was trading at $91.23 around the time of the filing and had experienced a notable 7.4% decline over the prior week. The company’s valuation metrics cited in the filing include a P/E ratio of 11.67 and a PEG ratio of 0.47.
Energizer Holdings, Inc. - Aqua Capital, Ltd., identified in filings as a 10% owner and director, disclosed purchases totaling approximately $2.47 million. The transactions occurred across July 23 and July 24, 2026, for a combined 120,000 shares of common stock, with prices ranging from $20.084 to $21.0866 per share. At the time of reporting Energizer’s shares traded at $21.04. The filing lists a P/E ratio of 7.56 and a dividend yield of 5.7%, and indicates the stock appears undervalued based on internal fair-value assessment metrics.
McCormick & Company Incorporated - Michael Aaron Conway, a director, bought 1,100 shares of the company’s non-voting common stock on July 23, 2026, at $50.2067 per share for a total of $55,227. The company’s trading price around that time was $49.96, close to its 52-week low and down 25% year-to-date. The filing reports the stock has a P/E ratio of 8.4 and that McCormick has raised its dividend for 40 consecutive years. Following the purchase, the filing states Mr. Conway directly owns 1,100 shares of non-voting common stock and beneficially owns 18,852 shares of voting common stock.
Greenwich LifeSciences - Snehal Patel, who serves as CEO, CFO, Director and a 10% owner of the company, acquired a total of $47,018 worth of common stock through open-market transactions on July 23 and July 24, 2026. The purchases were made at prices ranging between $12.88 and $13.14 per share. The company’s shares traded at $12.98 at the time of the filing and had declined 7.75% over the prior week and 61% over the prior six months. The filing indicates the stock appears overvalued relative to the filing’s referenced fair-value assessment.
Top insider sells
Datadog, Inc. - Director Amit Agarwal sold 20,000 shares of Class A common stock on July 23, 2026, for proceeds of approximately $4.9 million. The sale prices ranged from $242.3826 to $248.372 per share. The filing states these dispositions were carried out under a pre-arranged 10b5-1 trading plan established on March 13, 2026. On the same date Mr. Agarwal converted 20,000 shares of Class B common stock into an equal number of Class A shares; each Class B share is convertible into one Class A share with no expiration date. The filing notes Datadog shares were trading at $251.86 and were up 85% year-to-date, and that the stock appears overvalued relative to the filing’s fair-value metric. The company has an earnings report scheduled for August 6.
Safety Insurance Group Inc. - SRB Corp, identified in the filing as a 10% owner, sold 38,835 shares of common stock on July 24, 2026, for aggregate proceeds of $4,003,018. The per-share sale price was $103.0776, a level just below the stock’s 52-week high of $103.50. The filing indicates that after the sale, SRB Corp and related entities beneficially own 1,713,739 shares of the company’s common stock. The filing also records that Safety Insurance shares had surged 40% over the prior week and 55% over the prior year.
Datadog Chief Executive Officer - Olivier Pomel disclosed the sale of 47,054 shares of Class A common stock on July 23, 2026, generating roughly $11.5 million in proceeds. Sale prices ranged from $242.11 to $248.44 per share. These sales were executed pursuant to a pre-arranged 10b5-1 trading plan that was put in place on December 15, 2025. The filing further reports that on the same date Mr. Pomel converted 47,054 shares of Class B common stock into an equal number of Class A shares. The filing reiterates that Datadog shares were trading at $251.86, reflecting an 85% gain year-to-date and a 67% return over the prior year.
United Therapeutics Corp - Martine A. Rothblatt, the company’s Chairperson and Chief Executive Officer, reported two related sets of transactions. On July 27, 2026, filings show Ms. Rothblatt sold 9,500 shares of common stock for aggregate proceeds of approximately $5,038,970, with per-share sale prices ranging from $525.8111 to $535.04. The filing notes that the transactions also involved the exercise of stock options and that the shares were held indirectly through family trusts where Ms. Rothblatt shares investment power. Around that reporting date the stock had delivered a 77% return over the prior year and was assessed as trading above its fair value by the filing’s valuation metric.
In a related filing, Ms. Rothblatt is shown to have sold 9,500 shares of common stock on July 24, 2026, for total proceeds of approximately $5.05 million. Those trades were executed at prices between $528.718 and $535.0256 per share. The filing explains these transactions were conducted under a pre-arranged 10b5-1 trading plan established on November 7, 2025, and that she exercised stock options immediately prior to the sale to acquire the 9,500 shares at an exercise price of $135.42 per share, for a total exercise cost of about $1.29 million. The filing reiterates the stock had realized a year-over-year return of 73.55% at that time and was listed among equities trading above their fair value according to the valuation information supplied with the filing.
Context and observations
The filings reflect a mix of conviction buys and sizeable disposals across several sectors. Several purchases were modest in dollar terms but notable for insiders increasing direct holdings, while the sales included large, multi-million dollar dispositions carried out under previously established trading arrangements. The disclosed valuation metrics and recent share-price movements were cited alongside the transactions in the respective filings.
Where conversions of Class B into Class A common stock were reported, the filings confirm one-for-one conversion rights with no stated expiration date, and note automatic conversion triggers for certain events in the companies’ governing documents. Several sales were explicitly executed under 10b5-1 plans, which the filings identify as pre-arranged strategies for scheduled dispositions.
Investor takeaway
Monitoring insider filings provides a window into how company insiders are adjusting their equity exposure. Purchases by directors and officers can be read as a signal of confidence in future company prospects, while large sales can reflect liquidity events, planned diversification or tax-related planning. The filings themselves list a range of motivations for insider sales, including portfolio diversification, tax planning and personal financial needs. Investors should consider insider activity as one input among many and avoid treating any single transaction as definitive evidence of future performance.
Key points
- Notable purchases were disclosed at Oak Valley Bancorp, Metropolitan Bank Holding Corp., Energizer Holdings, McCormick & Company and Greenwich LifeSciences, with combined buy activity ranging from small director purchases to a multi-million dollar block by a 10% owner at Energizer.
- Large sales were reported at Datadog, Safety Insurance Group and United Therapeutics, including substantial dispositions under pre-arranged 10b5-1 plans and conversions of Class B shares into Class A shares.
- Sectors directly affected by these filings include banking, consumer staples and packaged goods, insurance, software/monitoring services, and biotechnology/healthcare.
Risks and uncertainties
- Valuation risk - Several filings note that some stocks involved in transactions are trading above fair-value assessments, which introduces valuation risk for prospective investors in those names; this affects sectors such as biotechnology and software.
- Price volatility risk - The filings highlight recent sharp share-price moves for a number of companies, including double-digit weekly swings for certain names, which underscores near-term price volatility risk, particularly in the insurance and banking sectors.
- Motivation ambiguity - Insider sales may be driven by non-fundamental reasons such as diversification, tax planning or personal liquidity needs, creating uncertainty about how to interpret whether a sale signals a change in company outlook.
Final note
These filings offer confirmed, date-stamped details about purchases, sales, conversions and option exercises by insiders. They form a factual record of how corporate insiders rebalanced holdings in late July 2026, but they are not a substitute for comprehensive research that includes broader financial analysis, earnings prospects and risk assessment.