Insider Trading June 17, 2026 07:46 PM

Clearwater Analytics Director D Scott Mackesy Offloads $15.4M in Company Shares

Director's full divestment occurs as the fintech firm navigates a merger and expands its product suite with AI-driven tools.

By Leila Farooq
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CWAN

D Scott Mackesy, a director at Clearwater Analytics Holdings, Inc. (NASDAQ:CWAN), executed a significant sale of 633,879 Class A Common Stock shares on June 15, 2026. The transaction, valued at approximately $15.4 million, results in Mackesy holding zero shares of the company. This divestment takes place against the backdrop of Clearwater Analytics' recent product launches and its approved merger with GT Silver BidCo, Inc.

Clearwater Analytics Director D Scott Mackesy Offloads $15.4M in Company Shares
CWAN
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Key Points

  • D Scott Mackesy sold 633,879 shares of CWAN on June 15, 2026, totaling approximately $15.4 million, leaving him with zero shares in the company.
  • Clearwater Analytics reported first-quarter results that slightly exceeded forecasts, with D.A. Davidson reiterating a Neutral rating and a $24.55 price target.
  • Shareholders approved a merger with GT Silver BidCo, Inc., while the company continues to expand its product suite with new AI-enabled tools and analytics platforms.

D Scott Mackesy, a director at Clearwater Analytics Holdings, Inc. (NASDAQ:CWAN), completed a substantial divestment of company equity on June 15, 2026. The transaction involved the sale of 633,879 shares of Clearwater Analytics Class A Common Stock. The aggregate value of these shares reached approximately $15,400,724.

The sales were executed at prices fluctuating between $24.2600 and $24.3250 per share. This activity resulted in a weighted average sale price of $24.296. The transactions were structured in compliance with Rule 144 under the Securities Act. The timing of this sale is particularly relevant given that Clearwater Analytics stock was trading close to its InvestingPro 52-week high of $24.43 at the time. Market analysis indicates that the shares might be slightly overvalued at these current price levels. For comprehensive insights into CWAN’s valuation metrics and detailed analysis, investors can access the full Pro Research Report available on InvestingPro.

Following the completion of these transactions, Mackesy’s holdings in Clearwater Analytics Holdings, Inc. stand at zero. The securities previously held consisted of 427,776 shares held directly by Mackesy and 206,103 shares held by The D Scott Mackesy 2014 Irrevocable Descendants Trust.

In broader corporate news, Clearwater Analytics reported first-quarter financial results that slightly surpassed analyst forecasts, according to D.A. Davidson. The firm maintained a Neutral rating on the stock, setting a price target of $24.55. In a major corporate development, Clearwater Analytics shareholders approved a merger with GT Silver BidCo, Inc. during a special meeting where three merger-related proposals were voted upon.

The company has also been actively expanding its product portfolio. Clearwater Analytics introduced Fund Analytics, a new tool designed to offer performance benchmarks and portfolio analysis specifically for private markets investments. Additionally, the firm unveiled two factor risk products targeted at hedge funds and asset managers. These tools aim to enhance risk analysis capabilities for investment decision-making processes. Furthermore, Clearwater Analytics launched three AI-enabled products built on its investment data platform, including Clearwater Compass, which supports investment operations and accounting. These initiatives underscore the company's strategic push to broaden its product offerings and drive operational growth.

Risks

  • The stock is trading near its 52-week high, and analysis suggests it may be slightly overvalued at current levels, indicating potential downside risk.
  • The completion of the merger with GT Silver BidCo, Inc. introduces execution risk as the company integrates its operations and strategies.
  • The introduction of new AI-enabled products and analytics tools faces market adoption risk, depending on demand from hedge funds and asset managers.

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