Skyward Specialty Insurance (SKWD) Free Cash Flow (2022 - 2026)
Skyward Specialty Insurance (SKWD) reported 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 5 years of Free Cash Flow data on file, last reported at $116.5 million in Q1 2026.
- Free Cash Flow for Q1 2026 came in at $116.5 million, up 20.69% year-over-year; the trailing twelve-month figure through Mar 2026 was $422.6 million (up 39.27% YoY), and the FY2025 annual result was $402.6 million, up 33.81% from the prior year.
- Free Cash Flow climbed to $116.5 million in Q1 2026 per SKWD's latest filing, from $50.1 million in the prior quarter.
- Over five years, Free Cash Flow peaked at $168.9 million in Q3 2025 and troughed at $686000.0 in Q2 2023.
- A 5-year average of $80.2 million and a median of $87.1 million in 2025 frame the typical range for Free Cash Flow.
- The sharpest annual moves came in 2023 and 2024: Free Cash Flow sank 96.19% in 2023, then jumped 2588.92% in 2024.
- A 5-year view of Free Cash Flow shows it stood at $84.0 million in 2022, then surged by 38.7% to $116.5 million in 2023, then plunged by 82.13% to $20.8 million in 2024, then surged by 140.41% to $50.1 million in 2025, then soared 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.
Peer Comparison
| # | Company | Market Cap | Enterprise Value | Gross Profit (Qtr) | Free Cash Flow (Qtr) |
|---|---|---|---|---|---|
| 1 | Chubb | 127.40 Bn | 119.98 Bn | 8.64 Bn | 3.95 Bn |
| 2 | Progressive | 119.47 Bn | 115.12 Bn | 8.36 Bn | 4.30 Bn |
| 3 | Travelers Companies | 65.26 Bn | 41.34 Bn | 5.54 Bn | 2.19 Bn |
| 4 | Allstate | 57.33 Bn | 32.74 Bn | 14.72 Bn | 3.52 Bn |
| 5 | Berkley W R | 26.90 Bn | 23.16 Bn | 2.72 Bn | 695.53 Mn |
| 6 | Cincinnati Financial | 25.67 Bn | 24.41 Bn | 2.60 Bn | 654.00 Mn |
| 7 | Markel | 22.97 Bn | 7.51 Bn | 2.38 Bn | -31.35 Mn |
| 8 | Loews | 22.18 Bn | 9.92 Bn | -1.32 Bn | -132.00 Mn |
| 9 | Assurant | 12.79 Bn | 10.87 Bn | 2.01 Bn | 192.60 Mn |
| 10 | Skyward Specialty Insurance | 2.04 Bn | 1.40 Bn | 373.92 Mn | 116.54 Mn |
Historic Data
Download Data| Date | Value |
|---|---|
| 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 |
| Dec 31, 2023 | 116.54 Mn |
| Dec 31, 2023 | 116.54 Mn |