InsiderTrades

SKWD Skyward Specialty Insurance Group, Inc.

Nasdaq · SEC CIK 1519449 · EDGAR

Bought, last 12 months
$1.53M
5 purchases by 4 insiders
Sold, last 12 months
$969.1K
6 sales by 3 insiders
Filings on record
178
since 2023-01-17, latest 2026-08-07 16:06
Buying vs selling by month open-market trades, last 24 months
BoughtSold

Most active insiders, 12 months

InsiderTitleBoughtSold
Robinson Andrew SCOB, CEO, Skyward Group, Dir $1.03M—
Schmitt Thomas NCPO, Skyward Group —$548.9K
Kapadia Sandip AHead of Actuarial —$385.9K
Kuczinski Anthony JDir $333.7K—
Peirce Christopher LockeDir $151.4K—
Ashe Gena LDir —$34.3K
McHarg Taryn LeonieCFO - Apollo, Division of Skyward Group $9,320—
Slaughter James RichardCUO - Apollo, Division of Skyward Group ——
Ibeson David Christopher BenCEO - Apollo, Division of Skyward Group ——
Bodnar Dan PKCIO ——

Transactions 189

Type
Reset
X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
2026-06-15 17:13 2026-06-12 SKWD Schmitt Thomas N CPO, Skyward Group S - Sale $51.32 -8,397 10.4K -45% -$431.0K
M 2026-05-21 17:27 2026-05-21 SKWD Kuczinski Anthony J Dir P - Purchase $47.10 +2,000 16.0K +14% +$94.2K
D 2026-05-12 16:49 2026-05-11 SKWD Ashe Gena L Dir M - OptEx — +1,797 5,310 +51% —
DM 2026-05-12 16:49 2026-05-11 SKWD Ashe Gena L Dir S - Sale+OE $46.35 -740 4,570 -14% -$34.3K
D 2026-05-08 16:56 2026-05-06 SKWD Schmitt Thomas N CPO, Skyward Group M - OptEx $0.00 +3,358 19.9K +20% $0
D 2026-05-08 16:56 2026-05-06 SKWD Schmitt Thomas N CPO, Skyward Group F - Tax $43.68 -1,322 18.6K -7% -$57.7K
D 2026-05-08 16:54 2026-05-06 SKWD Kapadia Sandip A Head of Actuarial M - OptEx $0.00 +2,686 19.7K +16% $0
D 2026-05-08 16:54 2026-05-06 SKWD Kapadia Sandip A Head of Actuarial F - Tax $43.68 -1,374 18.4K -7% -$60.0K
D 2026-05-08 16:52 2026-05-06 SKWD Bodnar Dan PK CIO M - OptEx $0.00 +2,686 29.2K +10% $0
D 2026-05-08 16:52 2026-05-06 SKWD Bodnar Dan PK CIO F - Tax $43.68 -1,004 28.1K -3% -$43.9K
D 2026-05-08 16:50 2026-05-06 SKWD Burkhart John A III Pres, US P, C M - OptEx $0.00 +4,813 39.6K +14% $0
D 2026-05-08 16:50 2026-05-06 SKWD Burkhart John A III Pres, US P, C F - Tax $43.68 -1,894 37.7K -5% -$82.7K
D 2026-05-08 16:48 2026-05-06 SKWD HAUSHILL MARK W CFO - Skyward Group M - OptEx $0.00 +5,036 141.4K +4% $0
D 2026-05-08 16:48 2026-05-06 SKWD HAUSHILL MARK W CFO - Skyward Group F - Tax $43.68 -1,982 139.5K -1% -$86.6K
D 2026-05-08 16:46 2026-05-06 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir M - OptEx $0.00 +20.1K 187.8K +12% $0
D 2026-05-08 16:46 2026-05-06 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir F - Tax $43.68 -7,930 179.9K -4% -$346.4K
D 2026-05-08 16:44 2026-05-06 SKWD Duffy Sean W EVP, Chief Claims Off M - OptEx $0.00 +3,805 21.8K +21% $0
D 2026-05-08 16:44 2026-05-06 SKWD Duffy Sean W EVP, Chief Claims Off F - Tax $43.68 -1,671 20.1K -8% -$73.0K
D 2026-05-08 16:26 2026-05-07 SKWD Kuczinski Anthony J Dir M - OptEx — +1,797 14.0K +15% —
D 2026-05-07 16:32 2026-05-05 SKWD Hays James Charles Dir M - OptEx — +1,797 175.9K +1% —
D 2026-05-07 16:30 2026-05-05 SKWD Creager Robert E. Dir M - OptEx — +1,797 54.8K +3% —
M 2026-03-04 2026-02-27+ SKWD Kuczinski Anthony J Dir P - Purchase $47.89 +5,000 8,903 +128% +$239.5K
2026-03-03 2026-03-02 SKWD Peirce Christopher Locke Dir P - Purchase $47.30 +3,200 3,200 New +$151.4K
MI 2026-03-03 2026-02-27 SKWD McHarg Taryn Leonie CFO - Apollo, Deputy CFO, Skyward Group P - Purchase $46.60 +200 100 New +$9,320
D 2026-02-27 2026-02-26 SKWD Schmitt Thomas N CPO, Skyward Group F - Tax $45.89 -1,153 16.5K -7% -$52.9K
D 2026-02-27 2026-02-25 SKWD Schmitt Thomas N CPO, Skyward Group M - OptEx $0.00 +2,929 17.7K +20% $0
D 2026-02-27 2026-02-26 SKWD Kapadia Sandip A Head of Actuarial F - Tax $45.89 -847 17.0K -5% -$38.9K
D 2026-02-27 2026-02-25 SKWD Kapadia Sandip A Head of Actuarial M - OptEx $0.00 +2,343 17.9K +15% $0
D 2026-02-27 2026-02-25 SKWD Bodnar Dan PK CIO M - OptEx $0.00 +2,343 27.3K +9% $0
D 2026-02-27 2026-02-26 SKWD Bodnar Dan PK CIO F - Tax $45.89 -876 26.5K -3% -$40.2K
D 2026-02-27 2026-02-25 SKWD HAUSHILL MARK W EVP, CFO, Skyward Group M - OptEx $0.00 +4,392 137.8K +3% $0
D 2026-02-27 2026-02-26 SKWD HAUSHILL MARK W EVP, CFO, Skyward Group F - Tax $45.89 -1,436 136.4K -1% -$65.9K
D 2026-02-27 2026-02-25 SKWD Burkhart John A III Pres, US P, C M - OptEx $0.00 +4,198 36.5K +13% $0
D 2026-02-27 2026-02-26 SKWD Burkhart John A III Pres, US P, C F - Tax $45.89 -1,652 34.8K -5% -$75.8K
M 2026-02-27 2026-02-27 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir P - Purchase $46.76 +22.1K 167.7K +15% +$1.03M
D 2026-02-27 2026-02-25 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir M - OptEx $0.00 +17.6K 152.5K +13% $0
D 2026-02-27 2026-02-26 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir F - Tax $45.89 -6,916 145.6K -5% -$317.4K
D 2026-02-27 2026-02-26 SKWD Duffy Sean W EVP, Chief Claims Off F - Tax $45.89 -1,391 18.0K -7% -$63.8K
D 2026-02-27 2026-02-25 SKWD Duffy Sean W EVP, Chief Claims Off M - OptEx $0.00 +3,318 19.4K +21% $0
2026-02-10 2026-02-09 SKWD Schmitt Thomas N CPO, Skyward Group S - Sale $43.49 -2,616 14.7K -15% -$113.8K
DM 2026-01-14 2026-01-12 SKWD Kapadia Sandip A Head of Actuarial F - Tax $46.10 -3,793 12.4K -23% -$174.9K
DM 2026-01-14 2026-01-12 SKWD Kapadia Sandip A Head of Actuarial M - OptEx $0.00 +10.0K 14.3K +231% $0
DM 2026-01-14 2026-01-12 SKWD HAUSHILL MARK W EVP, CFO, Skyward Group F - Tax $46.10 -5,420 129.4K -4% -$249.9K
DM 2026-01-14 2026-01-12 SKWD HAUSHILL MARK W EVP, CFO, Skyward Group M - OptEx $0.00 +13.3K 132.2K +11% $0
DM 2026-01-14 2026-01-12 SKWD Burkhart John A III Pres, US P, C, Skyward Grp F - Tax $46.10 -5,421 32.3K -14% -$249.9K
DM 2026-01-14 2026-01-12 SKWD Burkhart John A III Pres, US P, C, Skyward Grp M - OptEx $0.00 +13.3K 31.0K +75% $0
DM 2026-01-14 2026-01-12 SKWD Bodnar Dan PK CIO M - OptEx $0.00 +10.0K 23.9K +72% $0
DM 2026-01-14 2026-01-12 SKWD Bodnar Dan PK CIO F - Tax $46.10 -3,917 21.9K -15% -$180.6K
DM 2026-01-14 2026-01-12 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir M - OptEx $0.00 +100.0K 124.4K +409% $0
DM 2026-01-14 2026-01-12 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir F - Tax $46.10 -39.5K 104.6K -27% -$1.82M
DM 2026-01-14 2026-01-12 SKWD Duffy Sean W EVP, Chief Claims Off M - OptEx $0.00 +10.0K 18.1K +123% $0
DM 2026-01-14 2026-01-12 SKWD Duffy Sean W EVP, Chief Claims Off F - Tax $46.10 -4,371 16.0K -21% -$201.5K
DM 2026-01-14 2026-01-12 SKWD Schmitt Thomas N CPO, Skyward Group M - OptEx $0.00 +10.0K 19.3K +107% $0
DM 2026-01-14 2026-01-12 SKWD Schmitt Thomas N CPO, Skyward Group F - Tax $46.10 -4,117 14.3K -22% -$189.8K
D 2026-01-05 2026-01-01 SKWD Schmitt Thomas N CPO, Skyward Group F - Tax $51.11 -1,004 11.5K -8% -$51.3K
D 2026-01-05 2026-01-01 SKWD Schmitt Thomas N CPO, Skyward Group M - OptEx $0.00 +2,525 12.5K +25% $0
D 2026-01-05 2026-01-01 SKWD Bodnar Dan PK CIO M - OptEx $0.00 +2,020 19.7K +11% $0
D 2026-01-05 2026-01-01 SKWD Bodnar Dan PK CIO F - Tax $51.11 -765 18.9K -4% -$39.1K
2026-01-05 2026-01-01 SKWD McHarg Taryn Leonie CFO - Apollo, Division of Skyward Group A - Grant $50.00 +7,764 7,764 New +$388.2K
2026-01-05 2026-01-01 SKWD Slaughter James Richard CUO - Apollo, Division of Skyward Group A - Grant $50.00 +55.5K 55.5K New +$2.77M
I 2026-01-05 2026-01-01 SKWD Slaughter James Richard CUO - Apollo, Division of Skyward Group A - Grant $50.00 +12.7K 12.7K New +$636.2K
2026-01-05 2026-01-01 SKWD Hays James Charles Dir A - Grant $50.00 +143.7K 174.1K +473% +$7.18M
D 2026-01-05 2026-01-01 SKWD HAUSHILL MARK W EVP, CFO, Skyward Group M - OptEx $0.00 +3,787 127.0K +3% $0
D 2026-01-05 2026-01-01 SKWD HAUSHILL MARK W EVP, CFO, Skyward Group F - Tax $51.11 -1,501 125.5K -1% -$76.7K
I 2026-01-05 2026-01-01 SKWD Ibeson David Christopher Ben CEO - Apollo, Division of Skyward Group A - Grant $50.00 +79.7K 79.7K New +$3.99M
2026-01-05 2026-01-01 SKWD Ibeson David Christopher Ben CEO - Apollo, Division of Skyward Group A - Grant $50.00 +266.9K 266.9K New +$13.34M
D 2026-01-05 2026-01-01 SKWD Duffy Sean W EVP, Chief CLAIMS Off F - Tax $51.11 -1,267 10.4K -11% -$64.8K
D 2026-01-05 2026-01-01 SKWD Duffy Sean W EVP, Chief CLAIMS Off M - OptEx $0.00 +2,861 11.7K +32% $0
D 2026-01-05 2026-01-01 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir F - Tax $51.11 -5,973 74.4K -7% -$305.3K
D 2026-01-05 2026-01-01 SKWD Robinson Andrew S COB, CEO, Skyward Group, Dir M - OptEx $0.00 +15.2K 80.4K +23% $0
D 2026-01-05 2026-01-01 SKWD Kapadia Sandip A Head of Actuarial M - OptEx $0.00 +2,020 10.1K +25% $0
D 2026-01-05 2026-01-01 SKWD Kapadia Sandip A Head of Actuarial F - Tax $51.11 -741 9,338 -7% -$37.9K
D 2026-01-05 2026-01-01 SKWD Burkhart John A III Pres, US P, C, Skyward Grp M - OptEx $0.00 +3,619 25.8K +16% $0
D 2026-01-05 2026-01-01 SKWD Burkhart John A III Pres, US P, C, Skyward Grp F - Tax $51.11 -1,435 24.4K -6% -$73.3K
2025-12-19 2025-12-18 SKWD Kapadia Sandip A Head of Actuarial S - Sale $50.01 -5,030 8,059 -38% -$251.6K
M 2025-12-16 2025-12-12 SKWD Kapadia Sandip A Head of Actuarial S - Sale $50.02 -2,686 13.1K -17% -$134.4K
2025-12-11 2025-12-11 SKWD Schmitt Thomas N CHIEF PEOPLE, ADMIN.Off S - Sale $47.61 -88 9,959 -0.9% -$4,190
M 2025-06-17 2025-06-13+ SKWD HAUSHILL MARK W EVP, CFO S - Sale $58.81 -63.3K 133.6K -32% -$3.72M
M 2025-06-10 2025-06-06 SKWD Robinson Andrew S COB, CEO, Dir S - Sale $62.65 -36.3K 65.4K -36% -$2.27M
2025-05-15 2025-05-14 SKWD Hill Kirby COB, Captives, Programs S - Sale $60.87 -8,249 8,249 -50% -$502.1K
D 2025-05-09 2025-05-09 SKWD Ashe Gena L Dir M - OptEx — +2,779 3,513 +379% —
D 2025-05-09 2025-05-07 SKWD HAUSHILL MARK W EVP, CFO M - OptEx — +8,320 189.6K +5% —
D 2025-05-09 2025-05-08 SKWD HAUSHILL MARK W EVP, CFO S - Sale+OE $59.23 -3,447 186.1K -2% -$204.2K
D 2025-05-09 2025-05-09 SKWD Dall Marcia A Dir M - OptEx — +2,779 8,433 +49% —
D 2025-05-09 2025-05-09 SKWD Morrissey Michael J. Dir M - OptEx — +2,779 3,519 +376% —
D 2025-05-09 2025-05-09 SKWD Hays James Charles Dir M - OptEx — +2,779 30.4K +10% —
D 2025-05-09 2025-05-09 SKWD Kuczinski Anthony J Dir M - OptEx — +2,779 6,903 +67% —
D 2025-05-09 2025-05-08 SKWD Robinson Andrew S COB, CEO, Dir S - Sale+OE $59.23 -13.8K 101.5K -12% -$816.5K
D 2025-05-09 2025-05-07 SKWD Robinson Andrew S COB, CEO, Dir M - OptEx — +33.3K 115.3K +41% —
D 2025-05-09 2025-05-09 SKWD Creager Robert E. Dir M - OptEx — +2,779 53.0K +6% —
D 2025-05-09 2025-05-09 SKWD Terry Katharine Dir M - OptEx — +2,779 6,780 +69% —
2025-03-18 2025-03-17 SKWD Duffy Sean W EVP, Chief CLAIMS Off S - Sale $48.90 -5,625 8,813 -39% -$275.1K
2025-03-10 2025-03-06 SKWD Ashe Gena L Dir S - Sale $50.62 -1,000 734 -58% -$50.6K
DM 2025-03-10 2025-03-06 SKWD Clark Chase M Chief Underwriting Off S - Sale+OE $50.24 -1,101 3,279 -25% -$55.3K
DM 2025-03-10 2025-03-06 SKWD Clark Chase M Chief Underwriting Off M - OptEx — +4,380 1,880 New —
DM 2025-03-10 2025-03-06 SKWD Hill Kirby Pres - INDUSTRY SOLUTIONS S - Sale+OE $50.24 -5,269 12.5K -30% -$264.7K
DM 2025-03-10 2025-03-06 SKWD Hill Kirby Pres - INDUSTRY SOLUTIONS M - OptEx — +13.0K 15.1K +612% —
D 2025-03-10 2025-03-06 SKWD Robinson Andrew S COB, CEO, Dir M - OptEx — +50.0K 102.4K +96% —
D 2025-03-10 2025-03-06 SKWD Robinson Andrew S COB, CEO, Dir S - Sale+OE $50.24 -20.3K 82.0K -20% -$1.02M
DM 2025-03-10 2025-03-06 SKWD Bodnar Dan PK CIO S - Sale+OE $50.24 -3,059 14.3K -18% -$153.7K

Purchase Sale Sale after option exercise All abbreviations