Stock Markets January 29, 2026

Insider Moves: Large Purchases at Berkley and Notable Sales at CoreWeave Highlight Wednesday Filings

Significant insider transactions include a $69.3 million buy at WRB and multimillion-dollar disposals at CRWV and Callaway

By Leila Farooq WRB GDV LOB AMTB VANI
Insider Moves: Large Purchases at Berkley and Notable Sales at CoreWeave Highlight Wednesday Filings
WRB GDV LOB AMTB VANI

Insider filings reported on Wednesday, January 28, 2026, show a mix of large-scale purchases and substantial sales across insurance, banking, technology, healthcare and consumer names. A major purchaser was Mitsui Sumitomo Insurance Co. Ltd., which acquired $69.3 million of Berkley W R Corp stock under a prearranged plan. On the sell side, CoreWeave insiders executed millions of dollars in stock disposals under a 10b5-1 plan, alongside other high-value sales by owners of Callaway Golf, Johnson & Johnson, UPS and Yelp.

Key Points

  • Large-scale insider purchases included a $69.3 million acquisition of Berkley W R Corp (WRB) stock by Mitsui Sumitomo under a prearranged 10b5-1 plan.
  • Significant sell-side activity took place at CoreWeave (CRWV) and Callaway Golf (MODG), with multimillion-dollar disposals executed under 10b5-1 plans or by large owners.
  • The filings span multiple sectors - insurance, regional banking, medical devices, AI computing infrastructure, consumer leisure and large-cap healthcare and logistics - underscoring broad insider portfolio activity across the market.

Here is a concise rundown of the most notable insider transactions filed on Wednesday, January 28, 2026, organized by the largest purchases and the most significant dispositions disclosed during the period.


Top buys

Berkley W R Corp (NYSE: WRB) - A substantial block of shares was reported purchased by Mitsui Sumitomo Insurance CO LTD, identified in filings as a ten-percent owner. According to the disclosures, the firm bought common stock in several trades that together totaled $69,297,689 between January 26 and January 28, 2026. Trade prices recorded ranged from $65.86 to $69.04 per share. The purchases were carried out under a prearranged Rule 10b5-1 purchase plan that had been adopted on October 3, 2025.

Gabelli Dividend & Income Trust (NYSE: GDV) - Director Mario J. Gabelli, operating through GGCP, Inc., acquired 5,500 shares on January 27, 2026, at $28.72 per share, representing a total outlay of $157,945. Post-transaction ownership disclosed in the filing shows Mr. Gabelli indirectly owns 20,500 shares via GGCP, Inc., directly holds 145,812 shares, and maintains indirect ownership of 626,000 shares through Associated Capital Group, Inc. The trust is noted in the filing as offering a 6.28% dividend yield with dividend distributions maintained for 23 consecutive years, a price-to-earnings ratio of 7.27 and a market capitalization of $2.53 billion.

Live Oak Bancshares (NASDAQ: LOB) - Chief Risk Officer Ewa Maria Stasiowska purchased company stock valued at $99,999. SEC records show Stasiowska acquired 2,595.231 shares of Voting Common Stock on January 26, 2026, at prices between $38.53 and $38.54 per share. The filings note that the regional bank carries a market value of $1.69 billion, has returned 16.11% over the prior six months, and is trading below its stated Fair Value with a PEG ratio of 0.54.

Amerant Bancorp Inc. (NASDAQ: AMTB) - Director Odilon Almeida bought 4,816 shares of Class A Common Stock on January 27, 2026. The trades executed at a weighted average price of $20.99 per share yielded a total transaction value of $101,083, with individual trade prices spanning $20.57 to $21.00. Following the transaction, Almeida directly owns 5,316 shares, as disclosed.

Vivani Medical, Inc. (NASDAQ: VANI) - Director Gregg Williams, identified as a ten percent owner, acquired 1,351,351 shares of common stock at $1.48 per share on January 27, 2026, for a total purchase price of $1,999,999. After the acquisition, filings show Williams directly holds 4,799,200 shares and indirectly holds 27,915,460 shares. The filing also highlights that Vivani Medical faces financial headwinds, with a weak health score, a current ratio of 0.61 and negative earnings of $0.44 per share. The report notes that VANI shares declined 8.6% over the prior week but are still up nearly 17% year-over-year.


Top sells

CoreWeave, Inc. (CRWV) - Chief Development Officer Brannin McBee sold 24,009 shares of Class A Common Stock on January 26, 2026. Sales prices ranged from $98.58 to $107.99, producing a weighted-average price that resulted in a total transaction value of approximately $2.58 million. These sales were executed pursuant to a pre-established Rule 10b5-1 trading plan adopted on September 2, 2025. Filings note that CoreWeave's stock has appreciated dramatically over the prior year, delivering a return of 165% and reflecting a current market capitalization near $56.7 billion.

Callaway Golf Co (NYSE: MODG) - PEP TG Investments GP LLC, disclosed as a ten percent owner, sold 10,000,000 shares of common stock on January 27, 2026, at $14.70 per share. The total proceeds from the sale were reported as $147,000,000. The filing indicates that, after the transaction, PEP TG Investments LP directly holds 11,175,226 shares of Callaway Golf Co. The company has also been noted in the filings for recent earnings and revenue disclosures, analyst upgrades and its corporate name change back to Callaway Golf Company from Topgolf Callaway Brands Corp.

Johnson & Johnson (NYSE: JNJ) - Joaquin Duato, serving as CEO and Chairman of the Board, disclosed the sale of company stock totaling $22.1 million on January 26, 2026. The filings show Duato sold 51,218 shares at a weighted average price of $220.99 in multiple trades with prices ranging from $220.39 to $221.38. Separately, an additional 48,782 shares were sold at a weighted average price of $221.48, with trade prices ranging from $221.38 to $221.64.

United Parcel Service (NYSE: UPS) - Chief Legal & Compliance Officer Norman M. Brothers Jr. sold 24,626 shares of Class B Common Stock on January 28, 2026. The sales were completed in multiple transactions at prices between $106.04 and $107.68, producing proceeds of roughly $2.65 million as disclosed.

Yelp (NASDAQ: YELP) - Chief Executive Officer Jeremy Stoppelman sold 59,000 shares of common stock between January 26 and January 28 for approximately $2.5 million, with trade prices ranging from $27.35 to $28.46. The filings also show that Stoppelman exercised options to acquire 90,000 shares of Yelp common stock at $20.47 per share, for a total option exercise value of $1,842,300.


Insider activity provides a window into how executives and significant shareholders are managing exposure to their company stock. Purchases by insiders, especially when made with personal capital or under 10b5-1 plans, can be interpreted by some market observers as a signal of confidence in a company’s prospects. Conversely, sales may reflect concerns about valuation or simply be planned liquidity events, including those executed under prearranged plans. These transactions should be considered one data point among many - along with fundamental analysis, industry-specific considerations and wider market conditions - when assessing investment decisions.


Summary of filings covered

  • Mitsui Sumitomo Insurance CO LTD - $69,297,689 of WRB purchased under 10b5-1 plan.
  • Mario J. Gabelli / GGCP, Inc. - 5,500 shares of GDV purchased at $28.72.
  • Ewa Maria Stasiowska - 2,595.231 shares of LOB acquired for $99,999.
  • Odilon Almeida - 4,816 AMTB shares purchased for $101,083.
  • Gregg Williams - 1,351,351 VANI shares acquired for $1,999,999.
  • Brannin McBee - 24,009 CRWV shares sold for $2.58 million under a 10b5-1 plan.
  • PEP TG Investments GP LLC - 10,000,000 MODG shares sold for $147 million.
  • Joaquin Duato - JNJ stock sales totaling $22.1 million.
  • Norman M. Brothers Jr. - 24,626 UPS shares sold for about $2.65 million.
  • Jeremy Stoppelman - 59,000 YELP shares sold for $2.5 million; exercised options for 90,000 shares at $20.47.

Risks

  • Vivani Medical (VANI) faces financial stress noted in filings: a weak health score, a current ratio of 0.61 and negative earnings of $0.44 per share, which introduce operational and solvency uncertainty for that issuer - impacting healthcare and small-cap equity investors.
  • Sales by insiders at CoreWeave (CRWV) and Callaway (MODG), including transactions under Rule 10b5-1 plans, could indicate liquidity-taking after substantial share-price appreciation; this raises valuation and momentum risk in their respective technology and consumer discretionary sectors.
  • Insider sales by executives at large-cap names such as Johnson & Johnson (JNJ) and UPS may reflect personal liquidity events; however, such sizable disposals can create short-term market sensitivity in healthcare and logistics equities.

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