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We are a growing specialty insurance company delivering commercial property and casualty (“P&C”) products and solutions on a non-admitted (or excess and surplus (“E&S”)) and admitted basis, predominantly in the United States. Skyward Specialty Insurance Group, Inc. is an insurance holding company incorporated in Delaware that was organized in 2006. Our principal executive office is located at 800 Gessner Road, Suite 600, Houston, TX.
Roles derived from SEC Form 4 filings.
Actuals from SEC filings; YoY vs the year-ago quarter. Analyst estimates & surprise require a data feed (coming soon).
| Line item | FY2021 | FY2022 | FY2023 | FY2024 | FY2025 |
|---|---|---|---|---|---|
| Revenue | $550.2M | $642.4M | $886.0M | $1.2B | $1.4B |
| Gross profit | — | — | — | — | — |
| Operating income | — | — | — | — | — |
| Net income | $38.3M | $39.4M | $86.0M | $118.8M | $170.0M |
| Diluted EPS | $1.18 | $1.21 | $2.24 | $2.87 | $4.07 |
| Operating cash flow | $175.3M | $208.9M | $338.2M | $305.1M | $408.1M |
| Free cash flow | $173.1M | $206.6M | $335.1M | $300.9M | $402.6M |
| Gross margin | — | — | — | — | — |
| Operating margin | — | — | — | — | — |
| Net margin | 7.0% | 6.1% | 9.7% | 10.3% | 12.0% |
| Line item | Q2 '24 | Q3 '24 | Q4 '24 | Q1 '25 | Q2 '25 | Q3 '25 | Q4 '25 | Q1 '26 |
|---|---|---|---|---|---|---|---|---|
| Revenue | $279.9M | $300.9M | $304.4M | $328.5M | $319.9M | $382.5M | $385.6M | $475.9M |
| Gross profit | — | — | — | — | — | — | — | — |
| Operating income | — | — | — | — | — | — | — | — |
| Net income | $31.0M | $36.7M | $14.4M | $42.1M | $38.8M | $45.9M | $43.2M | $49.7M |
| Diluted EPS | $0.75 | $0.89 | $0.33 | $1.01 | $0.93 | $1.10 | $1.03 | $1.09 |
| Operating cash flow | $21.0M | $168.0M | $21.9M | $96.8M | $88.2M | $171.4M | $51.8M | $116.5M |
| Free cash flow | $18.4M | $167.6M | $20.8M | $96.6M | $87.1M | $168.9M | $50.1M | — |
| Gross margin | — | — | — | — | — | — | — | — |
| Operating margin | — | — | — | — | — | — | — | — |
| Net margin | 11.1% | 12.2% | 4.7% | 12.8% | 12.1% | 12.0% | 11.2% | 10.5% |
Consensus revenue & EPS estimates and price targets will appear here once a forward-estimates data feed is connected.
| Date | Insider | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|
| 2026-06-12 | Schmitt Thomas N· CPO, Skyward Group | Sale | 8,397 | $51.32 | $430,963.43 | filing |
| 2026-05-21 | Kuczinski Anthony J | Buy | 1,000 | $47.20 | $47,200.00 | filing |
| 2026-05-21 | Kuczinski Anthony J | Buy | 800 | $47.00 | $37,600.00 | filing |
| 2026-05-21 | Kuczinski Anthony J | Buy | 200 | $47.00 | $9,400.00 | filing |
| 2026-05-11 | Ashe Gena L | Sale | 500 | $46.35 | $23,175.00 | filing |
| 2026-05-11 | Ashe Gena L | Sale | 140 | $46.35 | $6,489.00 | filing |
| 2026-05-11 | Ashe Gena L | Sale | 100 | $46.35 | $4,635.00 | filing |
| 2026-05-11 | Ashe Gena L | Option exercise | 1,797 | — | — | filing |
| 2026-05-07 | Kuczinski Anthony J | Option exercise | 1,797 | — | — | filing |
| 2026-05-06 | Robinson Andrew S· Chairman & CEO, Skyward Group | Tax withholding | 7,930 | $43.68 | $346,382.40 | filing |
| 2026-05-06 | HAUSHILL MARK W· CFO - Skyward Group | Tax withholding | 1,982 | $43.68 | $86,573.76 | filing |
| 2026-05-06 | Burkhart John A III· President, US P&C | Tax withholding | 1,894 | $43.68 | $82,729.92 | filing |
| 2026-05-06 | Duffy Sean W· EVP & Chief Claims Officer | Tax withholding | 1,671 | $43.68 | $72,989.28 | filing |
| 2026-05-06 | Kapadia Sandip A· Head of Actuarial | Tax withholding | 1,374 | $43.68 | $60,016.32 | filing |
| 2026-05-06 | Schmitt Thomas N· CPO, Skyward Group | Tax withholding | 1,322 | $43.68 | $57,744.96 | filing |
| 2026-05-06 | Bodnar Dan PK· Chief Information Officer | Tax withholding | 1,004 | $43.68 | $43,854.72 | filing |
| 2026-05-06 | Bodnar Dan PK· Chief Information Officer | Option exercise | 2,686 | $0.00 | $0.00 | filing |
| 2026-05-06 | Schmitt Thomas N· CPO, Skyward Group | Option exercise | 3,358 | $0.00 | $0.00 | filing |
| 2026-05-06 | Kapadia Sandip A· Head of Actuarial | Option exercise | 2,686 | $0.00 | $0.00 | filing |
| 2026-05-06 | Burkhart John A III· President, US P&C | Option exercise | 4,813 | $0.00 | $0.00 | filing |
| 2026-05-06 | HAUSHILL MARK W· CFO - Skyward Group | Option exercise | 5,036 | $0.00 | $0.00 | filing |
| 2026-05-06 | Robinson Andrew S· Chairman & CEO, Skyward Group | Option exercise | 20,150 | $0.00 | $0.00 | filing |
| 2026-05-06 | Duffy Sean W· EVP & Chief Claims Officer | Option exercise | 3,805 | $0.00 | $0.00 | filing |
| 2026-05-05 | Hays James Charles | Option exercise | 1,797 | — | — | filing |
| 2026-05-05 | Creager Robert E. | Option exercise | 1,797 | — | — | filing |
Showing the latest 25 transactions — full history in the linked SEC filings.
Fundamentals & filings from SEC EDGAR. Prices adjusted for splits & dividends. Not investment advice.