Skyward Specialty Insurance Group Inc. Common Stock (SKWD)

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Skyward Specialty Insurance Group Inc. Common Stock (SKWD) is up 3.5% since the beginning of the year. At $53 per share, SKWD is trading 9.1% below its 52-week high of $58.

Skyward Specialty Insurance Group Inc. Common Stock (SKWD) has returned 3.46% so far this year and -10.04% over the past 12 months.

Based on dividend-adjusted daily data since Jan 13, 2023, SKWD's average daily return is +0.14%, while the average monthly return is +2.88%. At this rate, an investment would double in approximately 2.0 years.

Historically, 60% of months were positive and 40% were negative. The best month was Nov 2024 with a return of +22.4%, while the worst month was Jan 2026 at -12.7%. The longest winning streak lasted 5 consecutive months, and the longest losing streak was 5 months.

On a daily basis, SKWD closed higher 52% of trading days. The best single day was May 10, 2023 with a return of +11.1%, while the worst single day was Oct 16, 2025 at -9.3%.

Skyward Specialty Insurance Group Inc. Common Stock has an annualized alpha of 28.01%, beta of 0.58, and R2 of 0.07 versus S&P 500 Index. Calculated based on daily prices since January 13, 2023.

• This stock captured 43.14% of S&P 500 Index gains and tended to rise during its downturns (downside capture of -226.22%) - a profile typical of hedging or uncorrelated assets.
• Beta of 0.58 may look defensive, but with R2 of 0.07 this stock is largely uncorrelated with S&P 500 Index - low beta reflects independence, not downside protection. See the Volatility section for a true picture of this stock's risk.
• R2 of 0.07 means this stock moves largely independently of S&P 500 Index - capture ratios reflect limited market correlation rather than active downside protection. Consider using a more representative benchmark.

SKWD ranks 30 for risk / return — below 30% of stocks on our site. The returns aren't fully compensating for the risk involved. This isn't necessarily a dealbreaker, but factor it into your decision — especially if you're risk-averse.

The Drawdowns chart displays portfolio losses from any high point along the way. Drawdowns are calculated considering price movements and all distributions paid, if any.

The table below displays the maximum drawdowns of the Skyward Specialty Insurance Group Inc. Common Stock. A maximum drawdown is a measure of risk, indicating the largest reduction in portfolio value due to a series of losing trades.

The maximum drawdown for the Skyward Specialty Insurance Group Inc. Common Stock was 36.52%, occurring on Mar 20, 2026. The portfolio has not yet recovered.

The current Skyward Specialty Insurance Group Inc. Common Stock drawdown is 18.65%.

The chart below shows the rolling one-month volatility.

The chart below illustrates the trends in the financial health of Skyward Specialty Insurance Group Inc. Common Stock over time, highlighting three key metrics: Total Revenue, Earnings Before Interest and Taxes (EBIT), and Net Income.

The Valuation section provides an overview of how Skyward Specialty Insurance Group Inc. Common Stock is priced in the market compared to other companies in the Insurance - Property & Casualty industry. It includes key financial ratios that help investors assess whether the stock is undervalued or overvalued.