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% YoY from $96.6 million in Q1 2025, and up 132.79% sequentially from $50.1 million in Q4 2025.
Skyward Specialty Insurance (SKWD) Free Cash Flow (2022 - 2026) Analysis & Trends
Skyward Specialty Insurance has disclosed Free Cash Flow across 5 years of filings, most recently posting $116.5 million for 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 rose to $116.5 million in Q1 2026, from $50.1 million in the prior quarter.
- Over the last five years, Free Cash Flow for SKWD reached as high as $168.9 million in Q3 2025 and fell as low as $686000.0 in Q2 2023.
- The 5-year median for Free Cash Flow is $87.1 million (2025), against an average of $80.2 million.
- Annual changes were most pronounced in 2023 — Free Cash Flow tumbled 96.19% — and 2024, when it jumped 2588.92%.
- 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 slumped 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.
- According to Business Quant data, Free Cash Flow over the past three periods registered $116.5 million, $50.1 million, and $168.9 million for Q1 2026, Q4 2025, and Q3 2025 respectively.
Peer Comparison
| # | Company | Market Cap | Enterprise Value | Gross Profit (Qtr) | FCF (Qtr) |
|---|---|---|---|---|---|
| 1 | Markel | 7,105.55 Bn | 7,090.09 Bn | 2.38 Bn | -31.35 Mn |
| 2 | Progressive | 131.92 Bn | 127.57 Bn | 8.36 Bn | 4.30 Bn |
| 3 | Chubb | 78.78 Bn | 71.35 Bn | 8.64 Bn | 3.95 Bn |
| 4 | Cincinnati Financial | 74.32 Bn | 73.06 Bn | 2.60 Bn | 654.00 Mn |
| 5 | Travelers Companies | 72.03 Bn | 48.11 Bn | 5.54 Bn | 2.19 Bn |
| 6 | Allstate | 63.08 Bn | 38.49 Bn | 14.72 Bn | 3.52 Bn |
| 7 | Fairfax Financial Holdings | 34.53 Bn | 39.18 Bn | - | -140.10 Mn |
| 8 | Loews | 23.53 Bn | 11.27 Bn | -1.32 Bn | -132.00 Mn |
| 9 | Selective Insurance | 20.82 Bn | 19.07 Bn | 543.42 Mn | 210.51 Mn |
| 10 | Skyward Specialty Insurance | 2.65 Bn | 2.00 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 |