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
DateValue
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