Skyward Specialty CEO sells shares worth $2.27 million

Published 10/06/2025, 20:14
Skyward Specialty CEO sells shares worth $2.27 million

Skyward Specialty Insurance Group, Inc. (NASDAQ:SKWD), a $2.44 billion market cap insurer with a "GREAT" financial health rating according to InvestingPro, saw its Chairman and CEO Andrew S. Robinson recently sell a significant portion of his holdings in the company. According to a recent filing, Robinson sold a total of 36,271 shares of common stock on June 6, 2025. The transactions were made at prices ranging from $62.6456 to $63.5754 per share, resulting in a total sale value of approximately $2.27 million.

The sales were conducted under a Rule 10b5-1 trading plan, which Robinson had adopted in September 2024 and amended in March 2025. Following these transactions, Robinson’s direct ownership of Skyward Specialty’s common stock stands at 65,269 shares.

In other recent news, Skyward Specialty Insurance Group reported strong financial results for the first quarter of 2025, surpassing analysts’ expectations. The company achieved an earnings per share (EPS) of $0.90, significantly higher than the projected $0.68, and reported revenue of $328.53 million, exceeding the anticipated $274.57 million. This performance marks the highest net income in the company’s history, reaching $42 million. Additionally, gross written premiums increased by 17%, while net written premiums rose by 20%. In another development, Keefe, Bruyette & Woods (KBW) raised its price target for Skyward Specialty from $67 to $72, maintaining an Outperform rating, citing a review of the company’s reserves. Meanwhile, Skyward Specialty announced leadership changes, appointing Corey LaFlamme as President of Captives & Specialty Programs, with Kirby (NYSE:KEX) Hill transitioning to Chairman of the same divisions. The company also held its Annual Meeting of Shareholders, approving key governance decisions, including the election of new directors and the appointment of Ernst & Young LLP as independent auditors.

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