Skyward Specialty Insurance SKWD
NASDAQ SKWD
$58.04 +1.72 (+3.05%)
As of: Sep 3, 2026 · 11:48 AM EDT

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.

Analysis

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.
Peer Set

Peer Comparison

# Company Market Cap Enterprise Value Gross Profit (Qtr) Free Cash Flow (Qtr)
1 Chubb 134.20 Bn 120.44 Bn 9.13 Bn 3.73 Bn
2 Progressive 130.72 Bn 125.72 Bn 9.04 Bn 3.47 Bn
3 Travelers Companies 78.89 Bn 55.14 Bn 6.23 Bn 1.91 Bn
4 Allstate 67.80 Bn 29.07 Bn 16.28 Bn 2.59 Bn
5 Fairfax Financial Holdings 36.04 Bn 36.04 Bn - 93.40 Mn
6 Cincinnati Financial 26.88 Bn 24.98 Bn 2.39 Bn 698.00 Mn
7 Markel 23.17 Bn 6.28 Bn 2.83 Bn 384.54 Mn
8 Loews 22.66 Bn 357.38 Mn 2.57 Bn 708.00 Mn
9 Assurant 14.23 Bn 12.20 Bn 2.71 Bn 409.20 Mn
10 Skyward Specialty Insurance 2.59 Bn 1.98 Bn 212.79 Mn 67.63 Mn
Historic Data

Historic Data

Download Data
DateValue
Jun 30, 2026 67.63 Mn
Mar 31, 2026 116.54 Mn
Dec 31, 2025 50.06 Mn
Sep 30, 2025 168.91 Mn
Jun 30, 2025 87.10 Mn
Mar 31, 2025 96.56 Mn
Dec 31, 2024 20.82 Mn
Sep 30, 2024 167.62 Mn
Jun 30, 2024 18.45 Mn
Mar 31, 2024 94.01 Mn
Dec 31, 2023 116.54 Mn
Sep 30, 2023 111.26 Mn
Jun 30, 2023 686,000.00
Mar 31, 2023 106.59 Mn
Dec 31, 2022 84.03 Mn
Sep 30, 2022 60.90 Mn
Jun 30, 2022 18.00 Mn
Mar 31, 2022 45.45 Mn