MarketPeel
Insider Trading Intelligence
Pricing
…
TS

Thomas N. Schmitt

SKWD
CHIEF PEOPLE & ADMIN. OFFICER · SKYWARD SPECIALTY INSURANCE GROUP, INC. · CIK 0001937316
FILING MIX · LIFETIME45%/55%
BUYS
20
SELLS
24
TOTAL VALUE
$1.61M
COMPANIES
1
ACTIVE SINCE
Jan 2023
HOLDINGS NOW
10,353
AVG SELL PX
$47.44
TRADE KIND
SHOWING 44 / 44
Trades · vs SPY
Loading price series…
Performance · forward returns vs SPY
6 backtested trades · 8 horizons · 9 pending
Forward-return performance of every backtestable P/S trade by Thomas N. Schmitt, measured at 8 horizons from 7 days to 2 years. Deduped per economic event so co-filings count once. Excess return = trade return minus SPY return over the same window.
HORIZONTRADESWIN RATEINSIDER RETURNSPY RETURNMEAN EXCESSMEDIAN EXCESST-STAT
7d6+66.67%-3.09%-2.57%-0.52%-1.55%—
14d6+50.00%+0.14%-0.56%+0.69%-0.76%—
30d6+50.00%+1.09%-2.31%+3.40%+4.35%—
60d6+16.67%+6.78%-1.86%+8.64%+10.35%—
90d6+16.67%+11.52%-2.20%+13.72%+19.83%—
180d6(1 pending)+60.00%+4.69%+8.14%-3.45%-12.60%—
1y6(2 pending)+50.00%-0.72%+16.74%-17.46%-15.45%—
2y6(6 pending)——————
How to read this: Insider Returnis the average raw return of the filer's trades over the horizon. SPY Return is what SPY did over those same windows — reference only, not a comparison. The headline alpha number is Mean Excess = Insider − SPY; green means the filer beat SPY, red means they trailed it. Win rate is the share of individual trades where the filer beat SPY. T-statvalues above 2 mean the alpha is unlikely to be chance given the sample size. "Pending" counts trades where the horizon hasn't elapsed yet; their stats are not included in the row average.
Holdings over time
SKWD · 10,353 shares · as of Jun 12, 2026
010,00020,00030,00040,000202420252026SHARES HELD
Trading cadence · quarterly flow
BUY ● SELL ●
2023
2023
2023
2023
2024
2024
2024
2024
2025
2025
2025
2025
2026
2026
FLOW · 20 buys / 24 sellsCOVERAGE · 14 quarters
Form 4 filings · all activity
COMPANYTYPESHARESPRICEVALUEHELD AFTERTRADE DATEFILEDDETAILS
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
8,397$51.32$431.0K10,353Jun 12, 2026Jun 15, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
1,322$43.68$57.7K18,559May 6, 2026May 8, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
2,525——0May 6, 2026May 8, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CPO, Skyward Group
3,358——19,881May 6, 2026May 8, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
1,153$45.89$52.9K16,523Feb 26, 2026Feb 27, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
1,442——1,442Feb 25, 2026Feb 27, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
1,442——1,442Feb 25, 2026Feb 27, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
2,525——0Feb 25, 2026Feb 27, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CPO, Skyward Group
2,929——17,676Feb 25, 2026Feb 27, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE10b5-1
10b5-1 plan
2,616$43.49$113.8K14,747Feb 9, 2026Feb 10, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
2,149$46.10$99.1K14,331Jan 12, 2026Jan 14, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
1,968$46.10$90.7K17,363Jan 12, 2026Jan 14, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CPO, Skyward Group
5,000——19,331Jan 12, 2026Jan 14, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
5,000——0Jan 12, 2026Jan 14, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CPO, Skyward Group
5,000——16,480Jan 12, 2026Jan 14, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
5,000——5,000Jan 12, 2026Jan 14, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
1,004$51.11$51.3K11,480Jan 1, 2026Jan 5, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CPO, Skyward Group
2,525——12,484Jan 1, 2026Jan 5, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CPO, Skyward Group
2,525——0Jan 1, 2026Jan 5, 2026 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE10b5-1
10b5-1 plan
88$47.61$4.2K9,959Dec 11, 2025Dec 11, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
5,000——5,000Mar 6, 2025Mar 10, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
1,928$50.24$96.9K9,727Mar 6, 2025Mar 10, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CHIEF PEOPLE & ADMIN. OFFICER
5,000——11,655Mar 6, 2025Mar 10, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CHIEF PEOPLE & ADMIN. OFFICER
4,406——8,352Mar 6, 2025Mar 10, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
1,697$50.24$85.3K6,655Mar 6, 2025Mar 10, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
4,604——0Mar 6, 2025Mar 10, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE10b5-1
10b5-1 plan
6,300$51.92$327.1K3,946Mar 3, 2025Mar 4, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
1,182——1,182Feb 25, 2025Feb 27, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
1,182——1,182Feb 25, 2025Feb 27, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE10b5-1
10b5-1 plan
546$46.85$25.6K10,246Jan 6, 2025Jan 6, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE10b5-1
10b5-1 plan
637$47.81$30.5K10,792Jan 3, 2025Jan 6, 2025 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
1,992$36.47$72.6K10,717Feb 29, 2024Feb 29, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
5,333——0Feb 29, 2024Feb 29, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CHIEF PEOPLE & ADMIN. OFFICER
5,333——12,709Feb 29, 2024Feb 29, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
1,495——1,495Feb 27, 2024Feb 29, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
1,495——1,495Feb 27, 2024Feb 29, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
5,281——0Jan 1, 2024Jan 3, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
SALE
CHIEF PEOPLE & ADMIN. OFFICER
2,234$33.88$75.7K7,376Jan 1, 2024Jan 3, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASE
CHIEF PEOPLE & ADMIN. OFFICER
5,281——9,610Jan 1, 2024Jan 3, 2024 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
2,525——2,525Feb 27, 2023Mar 1, 2023 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
2,525——2,525Feb 27, 2023Mar 1, 2023 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
10,000——10,000Jan 12, 2023Jan 17, 2023 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
10,000——10,000Jan 12, 2023Jan 17, 2023 ↗View →
SKWD
SKYWARD SPECIALTY INSURANCE GROUP, INC.
PURCHASEGRANT
Stock grant
40,000——40,000Jan 12, 2023Jan 17, 2023 ↗View →
Other insiders · SKWD
Loading peer insiders…
About this filer
CIK 0001937316
ROLE
CHIEF PEOPLE & ADMIN. OFFICER
PRIMARY
SKWD
COMPANIES
1
ACTIVE SINCE
Jan 2023
MARKETPEEL · /INSIDER/0001937316DATA · SEC EDGAR · FORM 4 · CONSOLIDATED TAPE
FREE · DAILY · 6 AM ET

The morning brief, before the bell.

One short email. Insider buys, congressional trades, and plain-English analysis.

Feedback