Skyward Specialty Insurance Group (NASDAQ:SKWD) CEO Andrew Robinson Purchases 22,100 Shares

Skyward Specialty Insurance Group, Inc. (NASDAQ:SKWD) CEO Andrew Robinson acquired 22,100 shares of the business’s stock in a transaction dated Friday, February 27th. The shares were acquired at an average cost of $46.76 per share, with a total value of $1,033,396.00. Following the acquisition, the chief executive officer directly owned 167,674 shares of the company’s stock, valued at $7,840,436.24. This represents a 15.18% increase in their position. The purchase was disclosed in a document filed with the Securities & Exchange Commission, which is available at the SEC website.

Skyward Specialty Insurance Group Price Performance

Shares of SKWD opened at $46.47 on Friday. Skyward Specialty Insurance Group, Inc. has a 1-year low of $42.45 and a 1-year high of $65.05. The company has a market capitalization of $1.88 billion, a P/E ratio of 11.42 and a beta of 0.55. The firm’s 50 day simple moving average is $46.80 and its 200 day simple moving average is $47.49.

Skyward Specialty Insurance Group (NASDAQ:SKWD) last issued its quarterly earnings results on Monday, February 23rd. The company reported $1.17 EPS for the quarter, topping analysts’ consensus estimates of $0.96 by $0.21. The firm had revenue of $385.59 million for the quarter, compared to analyst estimates of $380.86 million. Skyward Specialty Insurance Group had a net margin of 12.00% and a return on equity of 18.51%. During the same quarter in the prior year, the firm earned $0.80 EPS. On average, equities analysts anticipate that Skyward Specialty Insurance Group, Inc. will post 3.05 earnings per share for the current year.

Analysts Set New Price Targets

A number of research firms have recently issued reports on SKWD. Keefe, Bruyette & Woods upped their price objective on Skyward Specialty Insurance Group from $69.00 to $70.00 and gave the stock an “outperform” rating in a report on Friday. Susquehanna set a $80.00 target price on Skyward Specialty Insurance Group in a research note on Friday, January 16th. Wall Street Zen upgraded shares of Skyward Specialty Insurance Group from a “hold” rating to a “buy” rating in a research report on Saturday, November 8th. Zacks Research cut shares of Skyward Specialty Insurance Group from a “strong-buy” rating to a “hold” rating in a research note on Monday, February 9th. Finally, Raymond James Financial set a $66.00 target price on shares of Skyward Specialty Insurance Group in a report on Friday, December 5th. One investment analyst has rated the stock with a Strong Buy rating, seven have assigned a Buy rating and four have issued a Hold rating to the company. According to MarketBeat, Skyward Specialty Insurance Group presently has an average rating of “Moderate Buy” and an average target price of $65.80.

Institutional Investors Weigh In On Skyward Specialty Insurance Group

Institutional investors have recently added to or reduced their stakes in the company. Financial Management Professionals Inc. purchased a new position in shares of Skyward Specialty Insurance Group in the fourth quarter valued at about $27,000. GAMMA Investing LLC grew its stake in shares of Skyward Specialty Insurance Group by 75.8% in the fourth quarter. GAMMA Investing LLC now owns 575 shares of the company’s stock worth $29,000 after purchasing an additional 248 shares during the last quarter. Assetmark Inc. increased its holdings in Skyward Specialty Insurance Group by 1,210.5% during the 3rd quarter. Assetmark Inc. now owns 747 shares of the company’s stock valued at $36,000 after purchasing an additional 690 shares during the period. Quarry LP raised its position in Skyward Specialty Insurance Group by 558.9% during the 3rd quarter. Quarry LP now owns 995 shares of the company’s stock valued at $47,000 after purchasing an additional 844 shares during the last quarter. Finally, Kestra Advisory Services LLC purchased a new stake in Skyward Specialty Insurance Group in the 4th quarter worth approximately $65,000. Hedge funds and other institutional investors own 94.83% of the company’s stock.

More Skyward Specialty Insurance Group News

Here are the key news stories impacting Skyward Specialty Insurance Group this week:

• Positive Sentiment: CEO Andrew S. Robinson purchased 22,100 shares (~$1.03M) on Feb 27, raising his stake by ~15%. Large insider buys are typically viewed as a strong signal of management confidence and can attract buyers. SEC Filing
• Positive Sentiment: Zacks upgraded SKWD to a Rank #2 (Buy), citing improving earnings prospects. Upgrades from a well-known research provider can drive near‑term buying interest. Zacks Article
• Positive Sentiment: Keefe, Bruyette & Woods raised its price target from $69 to $70 and maintained an “outperform” rating — a bullish, high-upside signal (≈50% above current levels) that can attract momentum traders. Benzinga TickerReport
• Positive Sentiment: Aggregator American Banking News shows analysts’ consensus as roughly a “Moderate Buy,” reinforcing the market’s constructive stance. Consensus language supports continued investor interest. American Banking News
• Neutral Sentiment: Summary of the company’s Q4 2025 earnings call is available; recall SKWD reported a beat on EPS and revenue on Feb 23, which underpins the positive analyst activity but doesn’t add new catalyst today. Earnings Call Summary
• Negative Sentiment: Piper Sandler trimmed its price target from $65 to $55 while keeping an “overweight” rating. A lower PT from a mid‑tier sell‑side name may create some short‑term selling or reduce upside expectations. Benzinga

Skyward Specialty Insurance Group Company Profile

Skyward Specialty Insurance Group, Inc (NASDAQ: SKWD) is a publicly traded specialty property and casualty insurance underwriter. The company focuses on niche market segments, offering tailored insurance solutions designed to address the specific risk profiles of its target industries.

Through its underwriting platform, Skyward Specialty provides coverage in areas including general liability, professional liability, commercial package, inland marine and other selected specialty lines. Its products are distributed primarily through a network of wholesale brokers, program administrators and managing general agents, enabling the company to reach a diverse client base and adapt quickly to evolving market needs.

Headquartered in the United States, Skyward Specialty Insurance Group operates across multiple states and applies data-driven underwriting and risk management practices to maintain disciplined reserving and consistent performance.