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% year-over-year from $227.5 million in Q1 2025, and down 604.94% quarter-over-quarter from -$51.3 million in Q4 2025.

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

Skyward Specialty Insurance (SKWD) has reported Cash from Investing Activities for 5 consecutive years, with -$361.8 million the latest figure, recorded in 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 retreated to -$361.8 million in Q1 2026 per SKWD's latest filing, from -$51.3 million in the prior quarter.
  • Across five years, Cash from Investing Activities topped out at -$4.7 million in Q2 2023 and bottomed at -$361.8 million in Q1 2026.
  • Historically, Cash from Investing Activities has averaged -$97.6 million across 5 years, with a median of -$68.5 million in 2025.
  • On a YoY basis, Cash from Investing Activities climbed as much as 91.54% in 2024 and fell as far as 500.21% in 2024.
  • Skyward Specialty Insurance's Cash from Investing Activities stood at -$65.1 million in 2022, then plunged by 185.68% to -$186.0 million in 2023, then surged by 91.54% to -$15.7 million in 2024, then slumped by 226.3% to -$51.3 million in 2025, then plunged by 604.94% to -$361.8 million in 2026.
  • Business Quant data shows SKWD's Cash from Investing Activities at -$361.8 million in Q1 2026, -$51.3 million in Q4 2025, and -$146.3 million in Q3 2025.

Peer Comparison

# Company Market Cap Enterprise Value Gross Profit (Qtr) Cash from Investing Activities (Qtr)
1 Chubb 134.91 Bn 121.15 Bn 9.13 Bn -2.34 Bn
2 Progressive 124.50 Bn 119.50 Bn 9.04 Bn -2.92 Bn
3 Travelers Companies 79.39 Bn 55.64 Bn 4.83 Bn -165.00 Mn
4 Allstate 67.57 Bn 28.84 Bn 16.28 Bn -1.16 Bn
5 Fairfax Financial Holdings 35.33 Bn 35.33 Bn - -
6 Cincinnati Financial 26.77 Bn 24.87 Bn 2.39 Bn 243.00 Mn
7 Loews 23.28 Bn 977.98 Mn 2.57 Bn -1.12 Bn
8 Markel 23.18 Bn 6.29 Bn 2.83 Bn -197.32 Mn
9 Assurant 14.10 Bn 12.07 Bn 2.71 Bn -224.10 Mn
10 Skyward Specialty Insurance 2.78 Bn 2.17 Bn 212.79 Mn -20.78 Mn

Historic Data

Download Data
DateValue
Jun 30, 2026 -20.78 Mn
Jun 30, 2026 -20.78 Mn
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