Skyward Specialty Insurance (SKWD) Free Cash Flow (2022 - 2026)
Skyward Specialty Insurance (SKWD) posted quarterly Free Cash Flow of $116.5 million for Q1 2026, up 20.69% year-over-year from $96.6 million in Q1 2025, and up 132.79% quarter-over-quarter from $50.1 million in Q4 2025.
Skyward Specialty Insurance (SKWD) Free Cash Flow (2022 - 2026) Analysis & Trends
Skyward Specialty Insurance (SKWD) has reported Free Cash Flow for 5 consecutive years, with $116.5 million the latest figure, recorded in Q1 2026.
- In Q1 2026, Free Cash Flow rose 20.69% year-over-year to $116.5 million; the TTM figure through Mar 2026 stood at $422.6 million (up 39.27% YoY), while the FY2025 annual figure was $402.6 million, up 33.81% from the prior year.
- Free Cash Flow grew to $116.5 million in Q1 2026 per SKWD's latest filing, from $50.1 million in the prior quarter.
- Across five years, Free Cash Flow topped out at $168.9 million in Q3 2025 and bottomed at $686000.0 in Q2 2023.
- Historically, Free Cash Flow has averaged $80.2 million across 5 years, with a median of $87.1 million in 2025.
- Annual changes were most pronounced in 2023 — Free Cash Flow sank 96.19% — and 2024, when it jumped 2588.92%.
- Skyward Specialty Insurance's Free Cash Flow stood at $84.0 million in 2022, then soared by 38.7% to $116.5 million in 2023, then sank by 82.13% to $20.8 million in 2024, then soared by 140.41% to $50.1 million in 2025, then jumped by 132.79% to $116.5 million in 2026.
- Business Quant data shows SKWD's Free Cash Flow at $116.5 million in Q1 2026, $50.1 million in Q4 2025, and $168.9 million in Q3 2025.
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Peer Comparison
| # | Company | Market Cap | Enterprise Value | Gross Profit (Qtr) | Free Cash Flow (Qtr) |
|---|---|---|---|---|---|
| 1 | Chubb | 134.48 Bn | 120.72 Bn | 9.13 Bn | 3.73 Bn |
| 2 | Progressive | 123.71 Bn | 118.71 Bn | 9.04 Bn | 3.47 Bn |
| 3 | Travelers Companies | 79.14 Bn | 55.39 Bn | 4.83 Bn | 1.91 Bn |
| 4 | Allstate | 67.04 Bn | 28.31 Bn | 16.28 Bn | 2.59 Bn |
| 5 | Fairfax Financial Holdings | 35.29 Bn | 35.29 Bn | - | 93.40 Mn |
| 6 | Cincinnati Financial | 26.69 Bn | 24.80 Bn | 2.39 Bn | 698.00 Mn |
| 7 | Loews | 23.25 Bn | 947.16 Mn | 2.57 Bn | 708.00 Mn |
| 8 | Markel | 23.10 Bn | 6.22 Bn | 2.83 Bn | 384.54 Mn |
| 9 | Assurant | 13.92 Bn | 11.89 Bn | 2.71 Bn | 409.20 Mn |
| 10 | Skyward Specialty Insurance | 2.75 Bn | 2.13 Bn | 212.79 Mn | 67.63 Mn |
Historic Data
Download Data| Date | Value |
|---|---|
| Jun 30, 2026 | 67.63 Mn |
| Jun 30, 2026 | 67.63 Mn |
| Mar 31, 2026 | 116.54 Mn |
| Mar 31, 2026 | 116.54 Mn |
| Dec 31, 2025 | 50.06 Mn |
| Dec 31, 2025 | 50.06 Mn |
| Sep 30, 2025 | 168.91 Mn |
| Sep 30, 2025 | 168.91 Mn |
| Jun 30, 2025 | 87.10 Mn |
| Jun 30, 2025 | 87.10 Mn |
| Mar 31, 2025 | 96.56 Mn |
| Mar 31, 2025 | 96.56 Mn |
| Dec 31, 2024 | 20.82 Mn |
| Dec 31, 2024 | 20.82 Mn |
| Sep 30, 2024 | 167.62 Mn |
| Sep 30, 2024 | 167.62 Mn |
| Jun 30, 2024 | 18.45 Mn |
| Jun 30, 2024 | 18.45 Mn |
| Mar 31, 2024 | 94.01 Mn |
| Mar 31, 2024 | 94.01 Mn |