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
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