SKWD Skyward Specialty Insurance (SKWD) Insider Trading, Ownership & Congress Trades
Insurance · Fire, marine & casualty insurance · CIK 0001519449
Congress · 1
Funds added, last quarter
136
13F, latest reported quarter
Conversions, 180 days
11
Codes C/M, not in net · $0 priced
What the filings say about SKWD
Insiders, 180 days
-$371.0K net sold
1 buyer · 2 sellers · 0% of sales under a 10b5-1 plan
Congress, 1 year
1 bought · 0 sold
Latest: purchase, 2026-07-16
Skyward Specialty Insurance insider trades (Form 4)
Form 4 buys and sells (codes P and S). Grants, option exercises
and conversions excluded.
Over the last 180 days, Skyward Specialty Insurance Group, Inc. insiders sold a net $371.0K of stock across 100 Form 4 purchases and sales, with 1 insider buying. Source: SEC Form 4 filings, as of 2026-10-28.
Insider
Filed
Shares
Value
Since filing
Context
- 7 earlier Form 4 trades (code P or S) here by this insider (7 sales), the last on Feb 9, 2026.
- The trade is 81.1% of the 10,353 shares held after it.
- No other insider sold within 30 days.
- 136 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: CPO, Skyward Group Schmitt Thomas N sold about $430.9K of SKWD on Jun 12, 2026; 136 funds added in the latest 13F quarter.Context
- 5 earlier Form 4 trades (code P or S) here by this insider (5 buys), the last on Mar 3, 2026.
- -3.7% median (+1.5% mean) 90-day return after 5 previous buys.
- The trade is 1.4% of the 14,177 shares held after it.
- No other insider bought within 30 days.
- 136 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: Director Kuczinski Anthony J bought about $9.4K of SKWD on May 21, 2026; 136 funds added in the latest 13F quarter.Context
- 5 earlier Form 4 trades (code P or S) here by this insider (5 buys), the last on Mar 3, 2026.
- -3.7% median (+1.5% mean) 90-day return after 5 previous buys.
- The trade is 6.3% of the 15,977 shares held after it.
- No other insider bought within 30 days.
- 136 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: Director Kuczinski Anthony J bought about $47.2K of SKWD on May 21, 2026; 136 funds added in the latest 13F quarter.Context
- 5 earlier Form 4 trades (code P or S) here by this insider (5 buys), the last on Mar 3, 2026.
- -3.7% median (+1.5% mean) 90-day return after 5 previous buys.
- The trade is 5.3% of the 14,977 shares held after it.
- No other insider bought within 30 days.
- 136 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: Director Kuczinski Anthony J bought about $37.6K of SKWD on May 21, 2026; 136 funds added in the latest 13F quarter.Context
- 1 earlier Form 4 trade (code P or S) here by this insider (1 sale), the last on Mar 6, 2025.
- The trade is 2.8% of the 5,070 shares held after it.
- No other insider sold within 30 days.
- 136 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: Director Ashe Gena L sold about $6.5K of SKWD on May 11, 2026; 136 funds added in the latest 13F quarter.100 transactions on record
Since filing: total return from the first close after the filing to the latest close, dividend-adjusted. Not a forecast.
Context lines are counts over the filings above and returns from our own price history, never a price level. Not investment advice.
Seven facts, ranked against the sector ·
Rank is not a forecast
Insiders
net -$371.0K over 180 days
more than 70% of Insurance
Congress
1 member bought in the last year
the lowest in Insurance
Funds
136 funds bought in last quarter
below 55% of Insurance
Revenue
+16.0% year over year
more than 63% of Insurance
Margin
1373.3% net margin
more than 99% of Insurance
Buybacks
$19.4M repurchased, FY to 2026-06-30
below 85% of Insurance
Short interest
4.8% of the float short (float per yahoo 2026-10-26) · 5.3 days to cover · settled 2026-09-30
more than 76% of Insurance
What changed in the last 30 days
Oct 28Insider selling stopped: no sales in 90 days after 4 in the prior 90
Why it matters
The absence is the signal: 4 sales in one 90-day window and none in the next is a change of behaviour, not a filing.
Oct 28Insider buying stopped: no purchases in 90 days after 3 in the prior 90
Why it matters
The absence is the signal: 3 purchases in one 90-day window and none in the next is a change of behaviour, not a filing.
Watch SKWD
A free account keeps a watchlist and can send one email a day when insiders, funds or Congress file on the names in it. No password and no card.
The year, with the filings on it
Total return over 12 months. Each marker is a filing; hover or tap one for the detail.
+29.0%12M
Insider buyInsider sell
Indexed to 100, dividend-adjusted, not a price chart.
When a name files heavily, the largest trades are drawn first.
Who owns SKWD: institutional holders (13F)
13F holdings, latest reported quarter
3,677,399 sh
$214.6M
2,894,407 sh
$168.9M
2,037,771 sh
$118.9M
1,637,218 sh
$95.5M
1,612,263 sh
$94.1M
Congress trades in SKWD
STOCK Act disclosures, US House only, filed up to 45 days after the trade
Bought 2026-07-16 · disclosed 50 days later
$1,001 - $15,000
Bought 2026-07-10 · disclosed 56 days later
$1,001 - $15,000
Bought 2026-01-05 · disclosed 39 days later
$1,001 - $15,000
Bought 2025-10-03 · disclosed 46 days later
$1,001 - $15,000
Activist and 5% holders (13D/13G)
No 5%+ ownership filings
Nobody has filed for crossing 5%. That is a fact, not missing data.
SKWD planned insider sales (Form 144)
No planned-sale notices
No insider has filed to sell. Watch this after a run-up.
SKWD mutual fund holders (N-PORT)
Funds ranked by the share of their own portfolio in this stock (N-PORT).
Porter & Company Porter Portfolio Index ETF
$660.3K position · as of 2026-06-30
5.6%
Reinhart Genesis PMV Fund
$22.6M position · as of 2026-05-31
3.2%
F/m Emerald Special Situations ETF
$906.8K position · as of 2026-07-31
2.7%
Wasatch Micro Cap Value Fund
$9.9M position · as of 2026-06-30
2.6%
abrdn Focused U.S. Small Cap Active ETF
$223.8K position · as of 2026-07-31
2.2%
State Street(R) SPDR(R) S&P(R) Insurance ETF
$9.8M position · as of 2026-06-30
2.1%
SEC N-PORT, monthly, about 60 days late · funds ≥ $10M ·
% is the share of the fund's own portfolio
Executive pay vs shareholder return · Mr. Robinson
CEO pay, headline and as actually paid, against the company's
return and its chosen peers' (DEF 14A).
FY
CEO total
Actually paid
Other execs, avg
TSR
Peer TSR
2025
$5.5M
$6.1M
$1.4M
+168%
+28%
2024
$4.6M
$17.1M
$1.1M
+165%
+28%
2023
$8.6M
$23.2M
$1.7M
+77%
+3%
Tagged by the company under SEC Item 402(v). Returns are
cumulative from the start of the disclosure period. Green where the company beat its own peer group.
Live price
Daily candles from TradingView, under their licence. No filings marked.
Why this name is on the desk
The complete filing record, in one place.
The record shows a net $371.0K sold by insiders over 180 days, 136 funds added last quarter, 1 House member(s) bought in 12 months, disclosed weeks after the trade. Each figure is a federal filing, dated the day it went public.
SKWD financials
Revenue growth
+16.0%
XBRL, annual
Net margin
1373.3%
Ratios from the company's XBRL filings, latest filings
Revenue, TTM
$1.7B
four quarters, 2025-07-01 to 2026-06-30
Revenue, TTM SKWD
| FY Dec 2025 | $1.4B |
| FY Dec 2024 | $1.2B |
| FY Dec 2023 | $886.0M |
| FY Dec 2022 | $642.4M |
| FY Dec 2021 | n/a |
| Jun 2026 | $489.5M |
| Mar 2026 | $475.9M |
| Dec 2025 | $385.6M |
| Sep 2025 | $382.5M |
| Jun 2025 | $319.9M |
| Mar 2025 | $328.5M |
| Dec 2024 | $304.4M |
| Sep 2024 | $300.9M |
At each fiscal year end
Single quarter
Net margin, TTM
+10.8%
net income over revenue, 2025-07-01 to 2026-06-30
Net margin, TTM SKWD
| FY Dec 2025 | +12.0% |
| FY Dec 2024 | +10.3% |
| FY Dec 2023 | +9.7% |
| FY Dec 2022 | +6.1% |
| FY Dec 2021 | n/a |
| Jun 2026 | +10.0% |
| Mar 2026 | +10.5% |
| Dec 2025 | +11.2% |
| Sep 2025 | +12.0% |
| Jun 2025 | +12.1% |
| Mar 2025 | +12.8% |
| Dec 2024 | +4.7% |
| Sep 2024 | +12.2% |
At each fiscal year end
Single quarter
Free cash flow, TTM
$401.8M
operating cash flow minus capex, 2025-07-01 to 2026-06-30
Free cash flow, TTM SKWD
| FY Dec 2025 | $402.6M |
| FY Dec 2024 | $300.9M |
| FY Dec 2023 | $335.1M |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | $50.1M |
| Sep 2025 | $168.9M |
| Jun 2025 | $87.1M |
| Mar 2025 | $96.6M |
| Dec 2024 | $20.8M |
| Sep 2024 | $167.6M |
At each fiscal year end
Single quarter
Debt to equity
n/a
no debt line filed
Debt to equity SKWD
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
At each fiscal year end
Trailing four quarters at each quarter end
Cash flow to debt
n/a
no debt line filed
Cash flow to debt SKWD
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
At each fiscal year end
Trailing four quarters at each quarter end
Return on equity
+17.3%
TTM net income over average of 2025-06-30 and 2026-06-30
Return on equity SKWD
| FY Dec 2025 | +18.9% |
| FY Dec 2024 | +16.3% |
| FY Dec 2023 | +15.9% |
| FY Dec 2022 | +9.3% |
| FY Dec 2021 | n/a |
| Jun 2026 | +17.3% |
| Mar 2026 | +17.1% |
| Dec 2025 | +18.9% |
| Sep 2025 | +16.1% |
| Jun 2025 | +16.3% |
| Mar 2025 | +16.1% |
| Dec 2024 | +16.3% |
| Sep 2024 | +20.1% |
At each fiscal year end
Trailing four quarters at each quarter end
Return on assets
+3.4%
TTM net income over average of 2025-06-30 and 2026-06-30
Return on assets SKWD
| FY Dec 2025 | +4.0% |
| FY Dec 2024 | +3.6% |
| FY Dec 2023 | +3.2% |
| FY Dec 2022 | +1.8% |
| FY Dec 2021 | n/a |
| Jun 2026 | +3.4% |
| Mar 2026 | +3.4% |
| Dec 2025 | +4.0% |
| Sep 2025 | +3.4% |
| Jun 2025 | +3.4% |
| Mar 2025 | +3.4% |
| Dec 2024 | +3.6% |
| Sep 2024 | +4.1% |
At each fiscal year end
Trailing four quarters at each quarter end
Return on invested capital
n/a
fewer than four consecutive quarters of operating income
Return on invested capital SKWD
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
At each fiscal year end
Trailing four quarters at each quarter end
Return on capital employed
n/a
fewer than four consecutive quarters of operating income
Return on capital employed SKWD
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
At each fiscal year end
Trailing four quarters at each quarter end
P/E, trailing
13.98x
close 2026-10-26 over four quarters of diluted EPS, 2025-07-01 to 2026-06-30
P/E, trailing SKWD
| FY Dec 2025 | 12.53x |
| FY Dec 2024 | 17.55x |
| FY Dec 2023 | 15.13x |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | 13.57x |
| Mar 2026 | 10.50x |
| Dec 2025 | 12.53x |
| Sep 2025 | 14.07x |
| Jun 2025 | 18.23x |
| Mar 2025 | 17.70x |
| Dec 2024 | 17.55x |
| Sep 2024 | 12.42x |
At each fiscal year end
Trailing four quarters at each quarter end
Enterprise value
n/a
no debt line filed
Enterprise value SKWD
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
At each fiscal year end
Trailing four quarters at each quarter end
FCF yield
+15.1%
TTM free cash flow over market value at close 2026-10-26
FCF yield SKWD
| FY Dec 2025 | +19.5% |
| FY Dec 2024 | +14.8% |
| FY Dec 2023 | +26.2% |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | +17.0% |
| Mar 2026 | +21.7% |
| Dec 2025 | +19.5% |
| Sep 2025 | +19.4% |
| Jun 2025 | +15.9% |
| Mar 2025 | +14.3% |
| Dec 2024 | +14.8% |
| Sep 2024 | +24.3% |
At each fiscal year end
Trailing four quarters at each quarter end
PEG, trailing
0.39x
P/E over trailing EPS growth of 36%: four quarters to 2026-06-30 against the four to 2025-06-30
PEG, trailing SKWD
| FY Dec 2025 | 0.30x |
| FY Dec 2024 | 0.61x |
| FY Dec 2023 | 0.16x |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | 0.38x |
| Mar 2026 | 0.27x |
| Dec 2025 | 0.30x |
| Sep 2025 | 4.62x |
| Jun 2025 | 2.57x |
| Mar 2025 | 1.78x |
| Dec 2024 | 0.61x |
| Sep 2024 | 0.23x |
At each fiscal year end
Trailing four quarters at each quarter end
Price as of 2026-10-26. Hover or tap a tile for its yearly and quarterly history.
Method
TTM is four consecutive fiscal quarters; Q4 is the year minus nine months when not filed. Returns use the average of opening and closing balances. EBIT is approximated by operating income. PEG uses trailing EPS growth.
Fundamentals
Annual figures from XBRL filings. Pick a past date to see them as known then.
| 2025-12 | 2024-12 | 2023-12 | 2022-12 | |
|---|---|---|---|---|
| Revenue | $1.4B | $1.2B | $886.0M | $642.4M |
| Net income | $170.0M | $118.8M | $86.0M | $39.4M |
| EPS (diluted) | 4.07 | 2.87 | 2.24 | 1.21 |
| Operating cash flow | $408.1M | $305.1M | $338.2M | $208.9M |
| Cash | $168.5M | $121.6M | $65.9M | $45.4M |
SEC XBRL, fiscal years, as known on 2026-10-28
SKWD Stock Sonar score 5/7 axes
Find similar shapesCompareSKWD ranks highest on insider conviction (66th percentile) and growth (63rd), and lowest on risk and compliance (34th), among Insurance peers.
5 of 7 axes scored. Each is a percentile against sector peers (all companies when the sector is thin); higher is better. An unscored axis is unmeasured, not low. How it is scored
SKWD filings, in plain words
Are Skyward Specialty Insurance insiders buying or selling SKWD?
In the 180 days to 2026-10-28, Skyward Specialty Insurance insiders were net sellers, a net $371.0K: $94.2K of purchases and $465.2K of sales reported on Form 4, by 1 buyer and 2 sellers.
Have members of Congress traded SKWD?
Yes. In the year to 2026-10-28, 1 House member disclosed buying SKWD and 0 House members disclosed selling it; the latest on record is a purchase by Gilbert Cisneros dated 2026-07-16.
Read the full summary
In the 180 days to 2026-10-28, Skyward Specialty Insurance insiders were net sellers of SKWD, a net $371.0K across purchases and sales reported on Form 4 by 1 buyer and 2 sellers. None of the 4 insider sales was flagged as made under a Rule 10b5-1 plan. In the year to 2026-10-28, 1 member of Congress disclosed buying SKWD and 0 members disclosed selling it; the latest on record is a purchase by Gilbert Cisneros dated 2026-07-16. Each figure is counted from SEC and House filings as of 2026-10-28, dated the day the filing was made public.
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