Skyward Specialty Insurance (SKWD) Cash from Investing Activities (2022 - 2026)

Skyward Specialty Insurance (SKWD) posted quarterly Cash from Investing Activities of -$361.8 million for Q1 2026, down 259.05% YoY from $227.5 million in Q1 2025, and down 604.94% sequentially from -$51.3 million in Q4 2025.

Skyward Specialty Insurance (SKWD) Cash from Investing Activities (2022 - 2026) Analysis & Trends

Skyward Specialty Insurance has disclosed Cash from Investing Activities across 5 years of filings, most recently posting -$361.8 million for Q1 2026.

  • In Q1 2026, Cash from Investing Activities fell 259.05% year-over-year to -$361.8 million; the TTM figure through Mar 2026 stood at -$628.0 million (down 128.68% YoY), while the FY2025 annual figure was -$366.9 million, down 50.56% from the prior year.
  • Cash from Investing Activities fell to -$361.8 million in Q1 2026, from -$51.3 million in the prior quarter.
  • Over the last five years, Cash from Investing Activities for SKWD reached as high as -$4.7 million in Q2 2023 and fell as low as -$361.8 million in Q1 2026.
  • The 5-year median for Cash from Investing Activities is -$68.5 million (2025), against an average of -$97.6 million.
  • The widest YoY moves for Cash from Investing Activities: up 91.54% in 2024, down 500.21% in 2024.
  • A 5-year view of Cash from Investing Activities shows it stood at -$65.1 million in 2022, then sank by 185.68% to -$186.0 million in 2023, then jumped by 91.54% to -$15.7 million in 2024, then tumbled by 226.3% to -$51.3 million in 2025, then sank by 604.94% to -$361.8 million in 2026.
  • According to Business Quant data, Cash from Investing Activities over the past three periods registered -$361.8 million, -$51.3 million, and -$146.3 million for Q1 2026, Q4 2025, and Q3 2025 respectively.

Peer Comparison

# Company Market Cap Enterprise Value Gross Profit (Qtr) Cash from Investing (Qtr)
1 Markel 7,105.55 Bn 7,090.09 Bn 2.38 Bn -348.22 Mn
2 Progressive 131.92 Bn 127.57 Bn 8.36 Bn 2.64 Bn
3 Chubb 78.78 Bn 71.35 Bn 8.64 Bn -2.84 Bn
4 Cincinnati Financial 74.32 Bn 73.06 Bn 2.60 Bn -493.00 Mn
5 Travelers Companies 72.03 Bn 48.11 Bn 5.54 Bn -335.00 Mn
6 Allstate 63.08 Bn 38.49 Bn 14.72 Bn -2.63 Bn
7 Fairfax Financial Holdings 34.53 Bn 39.18 Bn - -
8 Loews 23.53 Bn 11.27 Bn -1.32 Bn 994.00 Mn
9 Selective Insurance 20.82 Bn 19.07 Bn 543.42 Mn -166.10 Mn
10 Skyward Specialty Insurance 2.65 Bn 2.00 Bn 373.92 Mn -361.84 Mn

Historic Data

Download Data
DateValue
Mar 31, 2026 -361.84 Mn
Mar 31, 2026 -361.84 Mn
Dec 31, 2025 -51.33 Mn
Dec 31, 2025 -51.33 Mn
Sep 30, 2025 -146.27 Mn
Sep 30, 2025 -146.27 Mn
Jun 30, 2025 -68.52 Mn
Jun 30, 2025 -68.52 Mn
Mar 31, 2025 -100.78 Mn
Mar 31, 2025 -100.78 Mn
Dec 31, 2024 -15.73 Mn
Dec 31, 2024 -15.73 Mn
Sep 30, 2024 -130.14 Mn
Sep 30, 2024 -130.14 Mn
Jun 30, 2024 -27.96 Mn
Jun 30, 2024 -27.96 Mn
Mar 31, 2024 -69.87 Mn
Mar 31, 2024 -69.87 Mn
Dec 31, 2023 -185.98 Mn
Dec 31, 2023 -185.98 Mn