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Skyward Specialty Insurance Group, Inc. (SKWD) AI Stock Analysis
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Skyward Specialty Insurance Group, Inc.
(NASDAQ:SKWD)
The score is driven primarily by strong underlying financial performance (growth, profitability, and high-quality cash generation) and a constructive earnings update emphasizing underwriting discipline and capital returns. These positives are tempered by weaker near-term technical momentum and a few fundamental watch-items, including gross-margin volatility and higher leverage versus the prior year.
Skyward Specialty Insurance Group, Inc. (SKWD) vs. SPDR S&P 500 ETF (SPY)
- Market Cap
- $2.62B
- Dividend Yield
- ―
- Average Volume (3M)
- 399.91K
- Price to Earnings (P/E)
- 13.4
- Beta (1Y)
- 0.55
- Revenue Growth
- 37.99%
- EPS Growth
- 34.78%
- Country
- US
- Employees
- 611
- Sector
- Financial
- Sector Strength
- 68
- Industry
- Insurance - Property & Casualty
Skyward Specialty Insurance Group, Inc. Business Overview & Revenue Model
Company Description
Incorporated in 2006 and headquartered in Houston, Texas, Skyward Specialty Insurance Group, Inc. functions as an insurance holding company. The firm specializes in writing commercial property and casualty insurance policies for clients across the Un...
How the Company Makes Money
Skyward Specialty primarily makes money through (1) underwriting income and (2) investment income, with additional contributions from fee-based revenues where applicable. 1) Underwriting (core revenue stream): - Premiums earned: The company collects...
Skyward Specialty Insurance Group, Inc. Earnings Call Summary
The call highlighted multiple strong performance indicators: double-digit premium growth, a 46% increase in diluted operating EPS, robust underwriting results (group Combined Ratio 89.5% and Skyward Specialty Combined Ratio 86.9%), meaningful investment income improvement (>60% increase), improved capital metrics (book value +15%, leverage down) and growing fee-based revenue at Apollo. Notable challenges include Apollo's higher quarterly Combined Ratio (97.6%) due to Middle East-related catastrophe losses, pressure in alternative investments (small portion of the portfolio), mix-driven higher loss ratios from A&H and Global Agriculture as they earn in, and ongoing softness/competitive pressure in parts of the property and E&S markets. Overall, the positives — strong earnings, underwriting discipline at Skyward Specialty, capital strength, and scalable fee growth — materially outweigh the headwinds, which are either limited in scale or tied to seasonality/portfolio mix.
Q2-2026 Updates
Positive Updates
Negative Updates
Company Guidance
Management's forward-looking guidance emphasized disciplined capital allocation and modest portfolio shifts: they noted their 2026 earnings outlook (the company is trading at roughly a 12x multiple of that guidance), reiterated Apollo underwriting fee guidance of $30–$35 million for the full year and an amortization run‑rate of about $8.5 million, and said they expect accident‑year loss ratios to increase roughly 1+ percentage point year‑over‑year as A&H and Global Agriculture “earn in.” On capital and balance‑sheet targets they are moving financial leverage from 26% toward a target debt‑to‑capital in the low‑20s, repaid $50 million of a $150 million term loan, repurchased $10 million (223k shares) this quarter and increased the buyback authorization to $100 million, and continue to invest new fixed‑income money at ~5.6% (embedded portfolio yield ~5.3%) across $2.8 billion of invested assets while maintaining stockholders’ equity around $1.3 billion and book value per share of $28.55 (up 15% YTD).
Skyward Specialty Insurance Group, Inc. Financial Statement Overview
Summary
Strong multi-year revenue and net income growth with healthy net margins and excellent free-cash-flow conversion supports a high score. Offsetting factors include a sharp gross-margin swing in the latest TTM period, slightly negative recent free-cash-flow growth, and a meaningful step-up in debt that reduces flexibility versus prior periods.
Income Statement
84Very PositiveBalance Sheet
78PositiveCash Flow
81Very Positive| Breakdown | TTM | Dec 2025 | Dec 2024 | Dec 2023 | Dec 2022 | Dec 2021 |
|---|---|---|---|---|---|---|
Income Statement | ||||||
| Total Revenue | 1.64B | 1.41B | 1.15B | 895.40M | 636.40M | 535.82M |
| Gross Profit | 565.84M | 622.11M | 327.89M | 271.65M | 168.20M | 134.35M |
| EBITDA | 280.18M | 227.88M | 165.59M | 124.02M | 60.29M | 58.53M |
| Net Income | 187.90M | 170.03M | 118.83M | 85.98M | 39.40M | 38.32M |
Balance Sheet | ||||||
| Total Assets | 6.78B | 4.79B | 3.73B | 2.95B | 2.36B | 2.12B |
| Cash, Cash Equivalents and Short-Term Investments | 2.41B | 1.55B | 1.18B | 1.35B | 774.17M | 664.74M |
| Total Debt | 437.20M | 119.98M | 119.54M | 128.69M | 128.61M | 128.53M |
| Total Liabilities | 5.51B | 3.78B | 2.94B | 2.29B | 1.94B | 1.69B |
| Stockholders Equity | 1.27B | 1.01B | 794.00M | 661.03M | 421.66M | 426.08M |
Cash Flow | ||||||
| Free Cash Flow | 404.17M | 402.62M | 300.89M | 335.03M | 206.61M | 173.13M |
| Operating Cash Flow | 407.30M | 408.08M | 305.12M | 338.19M | 208.94M | 175.28M |
| Investing Cash Flow | -580.22M | -366.90M | -243.69M | -493.81M | -193.38M | -183.01M |
| Financing Cash Flow | 302.27M | 411.00K | -4.23M | 130.95M | 2.18M | 1.38M |
Skyward Specialty Insurance Group, Inc. Technical Analysis
Price Trends
Market Momentum
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For SKWD, the sentiment is Positive. The current price of 59.04 is below the 20-day moving average (MA) of 59.38, above the 50-day MA of 57.58, and above the 200-day MA of 51.59, indicating a neutral trend. The MACD of 0.56 indicates Positive momentum. The RSI at 51.39 is Neutral, neither overbought nor oversold. The STOCH value of 15.96 is Positive, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Positive sentiment for SKWD.
Skyward Specialty Insurance Group, Inc. Risk Analysis
Skyward Specialty Insurance Group, Inc. disclosed 45 risk factors in its most recent earnings report. Skyward Specialty Insurance Group, Inc. reported the most risks in the "Finance & Corporate" category.
Latest Risks Added
0 New RisksSkyward Specialty Insurance Group, Inc. Peers Comparison
Overall Rating
KNSL83Outperform
BOW80Outperform
SAFT77Outperform
PLMR76Outperform
GBLI73Outperform- SKWD72Outperform
Financial Indicators
| Name | Overall Rating | Market Cap | P/E Ratio | ROE | Dividend Yield | Revenue Growth | EPS Growth |
|---|---|---|---|---|---|---|---|
| KNSL | 83Outperform | $8.23B | 15.90 | 26.66% | 0.25% | 8.35% | 12.40% |
| BOW | 80Outperform | $1.12B | 18.00 | 13.73% | ― | 24.59% | 25.14% |
| SAFT | 77Outperform | $1.53B | 22.20 | 7.79% | 3.54% | 7.04% | -18.57% |
| PLMR | 76Outperform | $3.69B | 18.29 | 21.61% | 0.32% | 60.27% | 30.93% |
| GBLI | 73Outperform | $358.40M | 10.37 | 0.02% | 5.72% | 3.83% | 18.23% |
| SKWD | 72Outperform | $2.62B | 13.36 | 16.84% | ― | 37.99% | 34.78% |
| Sector * | 68Neutral | $18.00B | 11.42 | 9.92% | 3.81% | 9.73% | 1.22% |
* Financial Sector Average
Performance Comparison
| Show on chart | Ticker | Company Name | Price | Change | % Change |
|---|---|---|---|---|---|
| SKWD | Skyward Specialty Insurance Group, Inc. | 59.04 | 14.02 | 31.14% | |
| GBLI | Global Indemnity | 24.48 | -3.54 | -12.64% | |
| SAFT | Safety Insurance | 103.90 | 38.75 | 59.48% | |
| KNSL | Kinsale Capital Group | 365.71 | -21.74 | -5.61% | |
| PLMR | Palomar Holdings | 140.32 | 26.99 | 23.82% | |
| BOW | Bowhead Specialty Holdings Inc. | 34.03 | 9.68 | 39.75% |
Skyward Specialty Insurance Group, Inc. Corporate Events
Skyward Specialty Names Taryn McHarg New CFO
PositiveOn August 17, 2026, Skyward Specialty Insurance Group, Inc. announced that Chief Financial Officer Mark Haushill intends to retire effective March 31, 2027, and entered into a Senior Advisor Letter Agreement under which he will serve as Senior Adviso...
Disclaimer
This AI Analyst Stock Report is automatically generated by our AI systems using advanced algorithms and publicly available financial, technical, and market data. While the information provided aims to be accurate and insightful, it is intended for informational purposes only and should not be considered financial advice. Any content created by an AI (Artificial Intelligence) system may contain inaccuracies and/or contain errors. Investing in stocks carries inherent risks, and past performance is not indicative of future results. This report does not account for your personal financial circumstances, objectives, or risk tolerance. Always conduct your own research or consult with a qualified financial advisor before making investment decisions. The analysis and recommendations provided are based on historical and current data and may not fully reflect future market conditions or unexpected developments. Neither the creators of this report nor its affiliated entities guarantee the accuracy, completeness, or reliability of the information presented. Use this report at your own discretion and risk.
Date of analysis: Aug 20, 2026