Skyward Specialty Insurance Group, Inc. - SKWD
Insiders (Form 4) · last 180 days · showing up to 200 transactions
· Form 144 is shown in the SEC filings tab
· Updating…
Visible: 0
Transaction codes:
P = Open-market purchase ·
S = Open-market sale ·
A = Grant/award ·
M = Exercise/conversion of derivative ·
G = Gift ·
F = Tax withholding ·
J = Other ·
A/D:
A = Acquired (buy/receive) ·
D = Disposed (sell/give)
| Filed | Owner | Title | Code | A/D | Shares | Price | Value | Shares after | SEC |
|---|---|---|---|---|---|---|---|---|---|
| Mar 04, 2026 | — | P | A | 1,000.0 | 48.1321 | 48,132.1 | 11,903.0 | View | |
| Mar 04, 2026 | — | P | A | 2,000.0 | 48.7911 | 97,582.2 | 10,903.0 | View | |
| Mar 04, 2026 | — | P | A | 2,000.0 | 46.8751 | 93,750.2 | 8,903.0 | View | |
| Mar 03, 2026 | CFO - Apollo | P | A | 100.0 | 46.49 | 4,649.0 | 100.0 | View | |
| Mar 03, 2026 | CFO - Apollo | P | A | 100.0 | 46.71 | 4,671.0 | 100.0 | View | |
| Mar 03, 2026 | — | P | A | 3,200.0 | 47.3 | 151,360.0 | 3,200.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | A | A | 28,841.0 | 0.0 | 0.0 | 28,841.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | A | A | 28,841.0 | 0.0 | 0.0 | 28,841.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | A | A | 28,841.0 | 0.0 | 0.0 | 28,841.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | M | D | 15,151.0 | 0.0 | 0.0 | 0.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | F | D | 6,916.0 | 45.89 | 317,375.24 | 145,574.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | M | A | 17,575.0 | 0.0 | 0.0 | 152,490.0 | View | |
| Feb 27, 2026 | President, US P&C | A | A | 7,210.0 | 0.0 | 0.0 | 7,210.0 | View | |
| Feb 27, 2026 | President, US P&C | A | A | 7,210.0 | 0.0 | 0.0 | 7,210.0 | View | |
| Feb 27, 2026 | President, US P&C | A | A | 7,210.0 | 0.0 | 0.0 | 7,210.0 | View | |
| Feb 27, 2026 | President, US P&C | M | D | 3,619.0 | 0.0 | 0.0 | 0.0 | View | |
| Feb 27, 2026 | President, US P&C | F | D | 1,652.0 | 45.89 | 75,810.28 | 34,817.0 | View | |
| Feb 27, 2026 | President, US P&C | M | A | 4,198.0 | 0.0 | 0.0 | 36,469.0 | View | |
| Feb 27, 2026 | EVP & CFO, Skyward Group | A | A | 4,326.0 | 0.0 | 0.0 | 4,326.0 | View | |
| Feb 27, 2026 | EVP & CFO, Skyward Group | A | A | 4,326.0 | 0.0 | 0.0 | 4,326.0 | View | |
| Feb 27, 2026 | EVP & CFO, Skyward Group | A | A | 4,326.0 | 0.0 | 0.0 | 4,326.0 | View | |
| Feb 27, 2026 | EVP & CFO, Skyward Group | M | D | 3,787.0 | 0.0 | 0.0 | 0.0 | View | |
| Feb 27, 2026 | EVP & CFO, Skyward Group | F | D | 1,436.0 | 45.89 | 65,898.04 | 136,412.0 | View | |
| Feb 27, 2026 | EVP & CFO, Skyward Group | M | A | 4,392.0 | 0.0 | 0.0 | 137,848.0 | View | |
| Feb 27, 2026 | EVP & Chief Claims Officer | A | A | 4,326.0 | 0.0 | 0.0 | 4,326.0 | View | |
| Feb 27, 2026 | EVP & Chief Claims Officer | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | EVP & Chief Claims Officer | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | EVP & Chief Claims Officer | M | D | 2,861.0 | 0.0 | 0.0 | 0.0 | View | |
| Feb 27, 2026 | EVP & Chief Claims Officer | F | D | 1,391.0 | 45.89 | 63,832.99 | 17,963.0 | View | |
| Feb 27, 2026 | EVP & Chief Claims Officer | M | A | 3,318.0 | 0.0 | 0.0 | 19,354.0 | View | |
| Feb 27, 2026 | CPO, Skyward Group | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | CPO, Skyward Group | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | CPO, Skyward Group | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | CPO, Skyward Group | M | D | 2,525.0 | 0.0 | 0.0 | 0.0 | View | |
| Feb 27, 2026 | CPO, Skyward Group | F | D | 1,153.0 | 45.89 | 52,911.17 | 16,523.0 | View | |
| Feb 27, 2026 | CPO, Skyward Group | M | A | 2,929.0 | 0.0 | 0.0 | 17,676.0 | View | |
| Feb 27, 2026 | Chief Information Officer | A | A | 4,326.0 | 0.0 | 0.0 | 4,326.0 | View | |
| Feb 27, 2026 | Chief Information Officer | A | A | 1,261.0 | 0.0 | 0.0 | 1,261.0 | View | |
| Feb 27, 2026 | Chief Information Officer | A | A | 1,261.0 | 0.0 | 0.0 | 1,261.0 | View | |
| Feb 27, 2026 | Chief Information Officer | M | D | 2,020.0 | 0.0 | 0.0 | 0.0 | View | |
| Feb 27, 2026 | Chief Information Officer | F | D | 876.0 | 45.89 | 40,199.64 | 26,465.0 | View | |
| Feb 27, 2026 | Chief Information Officer | M | A | 2,343.0 | 0.0 | 0.0 | 27,341.0 | View | |
| Feb 27, 2026 | Head of Actuarial | A | A | 4,326.0 | 0.0 | 0.0 | 4,326.0 | View | |
| Feb 27, 2026 | Head of Actuarial | A | A | 2,884.0 | 0.0 | 0.0 | 2,884.0 | View | |
| Feb 27, 2026 | Head of Actuarial | A | A | 2,884.0 | 0.0 | 0.0 | 2,884.0 | View | |
| Feb 27, 2026 | Head of Actuarial | M | D | 2,020.0 | 0.0 | 0.0 | 0.0 | View | |
| Feb 27, 2026 | Head of Actuarial | F | D | 847.0 | 45.89 | 38,868.83 | 17,041.0 | View | |
| Feb 27, 2026 | Head of Actuarial | M | A | 2,343.0 | 0.0 | 0.0 | 17,888.0 | View | |
| Feb 27, 2026 | Chief Legal Officer | A | A | 10,815.0 | 0.0 | 0.0 | 10,815.0 | View | |
| Feb 27, 2026 | Chief Legal Officer | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | Chief Legal Officer | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | Chief Legal Officer | A | A | 1,442.0 | 0.0 | 0.0 | 1,442.0 | View | |
| Feb 27, 2026 | Corp. Dev. Officer | A | A | 4,326.0 | 0.0 | 0.0 | 4,326.0 | View | |
| Feb 27, 2026 | Corp. Dev. Officer | A | A | 1,261.0 | 0.0 | 0.0 | 1,261.0 | View | |
| Feb 27, 2026 | Corp. Dev. Officer | A | A | 1,261.0 | 0.0 | 0.0 | 1,261.0 | View | |
| Feb 27, 2026 | Corp. Dev. Officer | A | A | 1,261.0 | 0.0 | 0.0 | 1,261.0 | View | |
| Feb 27, 2026 | CEO - Apollo | A | A | 21,630.0 | 0.0 | 0.0 | 21,630.0 | View | |
| Feb 27, 2026 | CUO - Apollo | A | A | 108,154.0 | 0.0 | 0.0 | 108,154.0 | View | |
| Feb 27, 2026 | CFO - Apollo | A | A | 37,854.0 | 0.0 | 0.0 | 37,854.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | P | A | 11,279.0 | 46.94 | 529,436.26 | 167,674.0 | View | |
| Feb 27, 2026 | Chairman & CEO, Skyward Group | P | A | 10,821.0 | 46.57 | 503,933.97 | 156,395.0 | View | |
| Feb 10, 2026 | CPO, Skyward Group | S | D | 2,616.0 | 43.4916 | 113,774.03 | 14,747.0 | View | |
| Jan 14, 2026 | EVP & CFO, Skyward Group | M | D | 6,665.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 14, 2026 | EVP & CFO, Skyward Group | M | D | 6,665.0 | 0.0 | 0.0 | 6,665.0 | View | |
| Jan 14, 2026 | EVP & CFO, Skyward Group | F | D | 2,623.0 | 46.1 | 120,920.3 | 133,456.0 | View | |
| Jan 14, 2026 | EVP & CFO, Skyward Group | M | A | 6,665.0 | 0.0 | 0.0 | 136,079.0 | View | |
| Jan 14, 2026 | EVP & CFO, Skyward Group | F | D | 2,797.0 | 46.1 | 128,941.7 | 129,414.0 | View | |
| Jan 14, 2026 | EVP & CFO, Skyward Group | M | A | 6,665.0 | 0.0 | 0.0 | 132,211.0 | View | |
| Jan 14, 2026 | Chief Information Officer | M | D | 5,000.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 14, 2026 | Chief Information Officer | M | D | 5,000.0 | 0.0 | 0.0 | 5,000.0 | View | |
| Jan 14, 2026 | Chief Information Officer | F | D | 1,868.0 | 46.1 | 86,114.8 | 24,998.0 | View | |
| Jan 14, 2026 | Chief Information Officer | M | A | 5,000.0 | 0.0 | 0.0 | 26,866.0 | View | |
| Jan 14, 2026 | Chief Information Officer | F | D | 2,049.0 | 46.1 | 94,458.9 | 21,866.0 | View | |
| Jan 14, 2026 | Chief Information Officer | M | A | 5,000.0 | 0.0 | 0.0 | 23,915.0 | View | |
| Jan 14, 2026 | CPO, Skyward Group | M | D | 5,000.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 14, 2026 | CPO, Skyward Group | M | D | 5,000.0 | 0.0 | 0.0 | 5,000.0 | View | |
| Jan 14, 2026 | CPO, Skyward Group | F | D | 1,968.0 | 46.1 | 90,724.8 | 17,363.0 | View | |
| Jan 14, 2026 | CPO, Skyward Group | M | A | 5,000.0 | 0.0 | 0.0 | 19,331.0 | View | |
| Jan 14, 2026 | CPO, Skyward Group | F | D | 2,149.0 | 46.1 | 99,068.9 | 14,331.0 | View | |
| Jan 14, 2026 | CPO, Skyward Group | M | A | 5,000.0 | 0.0 | 0.0 | 16,480.0 | View | |
| Jan 14, 2026 | EVP & Chief Claims Officer | M | D | 5,000.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 14, 2026 | EVP & Chief Claims Officer | M | D | 5,000.0 | 0.0 | 0.0 | 5,000.0 | View | |
| Jan 14, 2026 | EVP & Chief Claims Officer | F | D | 2,095.0 | 46.1 | 96,579.5 | 16,036.0 | View | |
| Jan 14, 2026 | EVP & Chief Claims Officer | M | A | 5,000.0 | 0.0 | 0.0 | 18,131.0 | View | |
| Jan 14, 2026 | EVP & Chief Claims Officer | F | D | 2,276.0 | 46.1 | 104,923.6 | 13,131.0 | View | |
| Jan 14, 2026 | EVP & Chief Claims Officer | M | A | 5,000.0 | 0.0 | 0.0 | 15,407.0 | View | |
| Jan 14, 2026 | Head of Actuarial | M | D | 5,000.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 14, 2026 | Head of Actuarial | M | D | 5,000.0 | 0.0 | 0.0 | 5,000.0 | View | |
| Jan 14, 2026 | Head of Actuarial | F | D | 1,808.0 | 46.1 | 83,348.8 | 15,545.0 | View | |
| Jan 14, 2026 | Head of Actuarial | M | A | 5,000.0 | 0.0 | 0.0 | 17,353.0 | View | |
| Jan 14, 2026 | Head of Actuarial | F | D | 1,985.0 | 46.1 | 91,508.5 | 12,353.0 | View | |
| Jan 14, 2026 | Head of Actuarial | M | A | 5,000.0 | 0.0 | 0.0 | 14,338.0 | View | |
| Jan 14, 2026 | President, US P&C, Skyward Grp | M | D | 6,665.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 14, 2026 | President, US P&C, Skyward Grp | M | D | 6,665.0 | 0.0 | 0.0 | 6,665.0 | View | |
| Jan 14, 2026 | President, US P&C, Skyward Grp | F | D | 2,623.0 | 46.1 | 120,920.3 | 32,271.0 | View | |
| Jan 14, 2026 | President, US P&C, Skyward Grp | M | A | 6,665.0 | 0.0 | 0.0 | 34,894.0 | View | |
| Jan 14, 2026 | President, US P&C, Skyward Grp | F | D | 2,798.0 | 46.1 | 128,987.8 | 28,229.0 | View | |
| Jan 14, 2026 | President, US P&C, Skyward Grp | M | A | 6,665.0 | 0.0 | 0.0 | 31,027.0 | View | |
| Jan 14, 2026 | Chairman & CEO, Skyward Group | M | D | 50,000.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 14, 2026 | Chairman & CEO, Skyward Group | M | D | 50,000.0 | 0.0 | 0.0 | 50,000.0 | View | |
| Jan 14, 2026 | Chairman & CEO, Skyward Group | F | D | 19,675.0 | 46.1 | 907,017.5 | 134,915.0 | View | |
| Jan 14, 2026 | Chairman & CEO, Skyward Group | M | A | 50,000.0 | 0.0 | 0.0 | 154,590.0 | View | |
| Jan 14, 2026 | Chairman & CEO, Skyward Group | F | D | 19,857.0 | 46.1 | 915,407.7 | 104,590.0 | View | |
| Jan 14, 2026 | Chairman & CEO, Skyward Group | M | A | 50,000.0 | 0.0 | 0.0 | 124,447.0 | View | |
| Jan 05, 2026 | CEO - Apollo | A | A | 79,708.0 | 50.0 | 3,985,400.0 | 79,708.0 | View | |
| Jan 05, 2026 | CEO - Apollo | A | A | 266,867.0 | 50.0 | 13,343,350.0 | 266,867.0 | View | |
| Jan 05, 2026 | CUO - Apollo | A | A | 12,724.0 | 50.0 | 636,200.0 | 12,724.0 | View | |
| Jan 05, 2026 | CUO - Apollo | A | A | 55,475.0 | 50.0 | 2,773,750.0 | 55,475.0 | View | |
| Jan 05, 2026 | — | A | A | 143,664.0 | 50.0 | 7,183,200.0 | 174,061.0 | View | |
| Jan 05, 2026 | CFO - Apollo | A | A | 7,764.0 | 50.0 | 388,200.0 | 7,764.0 | View | |
| Jan 05, 2026 | President, US P&C, Skyward Grp | M | D | 3,619.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 05, 2026 | President, US P&C, Skyward Grp | F | D | 1,435.0 | 51.11 | 73,342.85 | 24,362.0 | View | |
| Jan 05, 2026 | President, US P&C, Skyward Grp | M | A | 3,619.0 | 0.0 | 0.0 | 25,797.0 | View | |
| Jan 05, 2026 | Chairman & CEO, Skyward Group | M | D | 15,151.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 05, 2026 | Chairman & CEO, Skyward Group | F | D | 5,973.0 | 51.11 | 305,280.03 | 74,447.0 | View | |
| Jan 05, 2026 | Chairman & CEO, Skyward Group | M | A | 15,151.0 | 0.0 | 0.0 | 80,420.0 | View | |
| Jan 05, 2026 | EVP & CFO, Skyward Group | M | D | 3,787.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 05, 2026 | EVP & CFO, Skyward Group | F | D | 1,501.0 | 51.11 | 76,716.11 | 125,546.0 | View | |
| Jan 05, 2026 | EVP & CFO, Skyward Group | M | A | 3,787.0 | 0.0 | 0.0 | 127,047.0 | View | |
| Jan 05, 2026 | Head of Actuarial | M | D | 2,020.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 05, 2026 | Head of Actuarial | F | D | 741.0 | 51.11 | 37,872.51 | 9,338.0 | View | |
| Jan 05, 2026 | Head of Actuarial | M | A | 2,020.0 | 0.0 | 0.0 | 10,079.0 | View | |
| Jan 05, 2026 | CHIEF INFORMATION OFFICER | M | D | 2,020.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 05, 2026 | CHIEF INFORMATION OFFICER | F | D | 765.0 | 51.11 | 39,099.15 | 18,915.0 | View | |
| Jan 05, 2026 | CHIEF INFORMATION OFFICER | M | A | 2,020.0 | 0.0 | 0.0 | 19,680.0 | View | |
| Jan 05, 2026 | EVP & CHIEF CLAIMS OFFICER | M | D | 2,861.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 05, 2026 | EVP & CHIEF CLAIMS OFFICER | F | D | 1,267.0 | 51.11 | 64,756.37 | 10,407.0 | View | |
| Jan 05, 2026 | EVP & CHIEF CLAIMS OFFICER | M | A | 2,861.0 | 0.0 | 0.0 | 11,674.0 | View | |
| Jan 05, 2026 | CPO, Skyward Group | M | D | 2,525.0 | 0.0 | 0.0 | 0.0 | View | |
| Jan 05, 2026 | CPO, Skyward Group | F | D | 1,004.0 | 51.11 | 51,314.44 | 11,480.0 | View | |
| Jan 05, 2026 | CPO, Skyward Group | M | A | 2,525.0 | 0.0 | 0.0 | 12,484.0 | View | |
| Dec 19, 2025 | Head of Actuarial | S | D | 5,030.0 | 50.01 | 251,550.3 | 8,059.0 | View | |
| Dec 16, 2025 | Head of Actuarial | S | D | 1,200.0 | 50.01 | 60,012.0 | 13,089.0 | View | |
| Dec 16, 2025 | Head of Actuarial | S | D | 1,486.0 | 50.03 | 74,344.58 | 14,289.0 | View | |
| Dec 11, 2025 | CHIEF PEOPLE & ADMIN.OFFICER | S | D | 88.0 | 47.61 | 4,189.68 | 9,959.0 | View |