Skyward Specialty Insurance Group (SKWD) stock: insider trades, news & valuation
Strong buyingShare price and insider trades
Skyward Specialty Insurance Group insider trading at a glance (Oct 9, 2026): in the past 12 months, 3 insiders bought $1.5M and 3 sold $969K of SKWD stock on the open market, including a cluster buy that began Feb 27, 2026.
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SKWD insider buying and selling by quarter
Open-market purchases (green, above the line) and sales (red, below), by trade date.
| Quarter | Bought | Purchases | Sold | Sales |
|---|---|---|---|---|
| Q4 2026 | — | 0 | — | 0 |
| Q3 2026 | — | 0 | — | 0 |
| Q2 2026 | $94K | 3 | $465K | 4 |
| Q1 2026 | $1.4M | 8 | $114K | 1 |
| Q4 2025 | — | 0 | $390K | 4 |
Valuation, profit and volume
Summary
Over the past 12 months, 3 Skyward Specialty Insurance Group, Inc. insiders reported open-market purchases totaling $1.5M, while 3 insiders reported sales totaling $969K. The most recent cluster buy began on Feb 27, 2026, when 3 insiders bought a combined $1.4M. Among insiders with enough purchase history to measure, Anthony J Kuczinski (Director) has the highest Insider Score at 49. 5 of 9 recorded sales were made under pre-scheduled Rule 10b5-1 trading plans, which are usually less informative than discretionary sales.
Insider transactions
Open-market purchases and sales.
| Filed | Insider | Type | Shares | Price | Value | Since | Score |
|---|---|---|---|---|---|---|---|
| Jun 15SEC | Thomas N SchmittCpo, Skyward Group | Sell | 8,39710,353 held (−45%) | $51.32 | $431K | +13.6% | — |
| May 21SEC | Anthony J KuczinskiDirector | Buy | 1,00015,977 held (+7%) | $47.20 | $47K | +23.6% | 49 |
| May 21SEC | Anthony J KuczinskiDirector | Buy | 80014,977 held (+6%) | $47.00 | $38K | +24.1% | 49 |
| May 21SEC | Anthony J KuczinskiDirector | Buy | 20014,177 held (+1%) | $47.00 | $9K | +24.1% | 49 |
| May 12SEC | Gena L AsheDirector | Sell | 5004,570 held (−10%) | $46.35 | $23K | +25.8% | — |
| May 12SEC | Gena L AsheDirector | Sell | 1405,070 held (−3%) | $46.35 | $6K | +25.8% | — |
| May 12SEC | Gena L AsheDirector | Sell | 1005,210 held (−2%) | $46.35 | $5K | +25.8% | — |
| Mar 4SEC | Anthony J KuczinskiDirector | Buy | 2,00010,903 held (+22%) | $48.79 | $98K | +19.5% | 49 |
| Mar 4SEC | Anthony J KuczinskiDirector | Buy | 2,0008,903 held (+29%) | $46.88 | $94K | +24.4% | 49 |
| Mar 4SEC | Anthony J KuczinskiDirector | Buy | 1,00011,903 held (+9%) | $48.13 | $48K | +21.2% | 49 |
| Mar 3SEC | Christopher Locke PeirceDirector | Buy | 3,200new position | $47.30 | $151K | +23.3% | — |
| Mar 3SEC | Taryn Leonie MchargCFO | Buy | 100new position | $46.71 | $5K | +24.9% | — |
| Mar 3SEC | Taryn Leonie MchargCFO | Buy | 100new position | $46.49 | $5K | +25.4% | — |
| Feb 27SEC | Andrew S RobinsonCEO, Chair | Buy | 11,279167,674 held (+7%) | $46.94 | $529K | +24.2% | — |
| Feb 27SEC | Andrew S RobinsonCEO, Chair | Buy | 10,821156,395 held (+7%) | $46.57 | $504K | +25.2% | — |
| Feb 10SEC | Thomas N SchmittCpo, Skyward Group | Sell Plan | 2,61614,747 held (−15%) | $43.49 | $114K | +34.1% | — |
| Dec 19SEC | Sandip A KapadiaHead Of Actuarial | Sell Plan | 5,0308,059 held (−38%) | $50.01 | $252K | +16.6% | — |
| Dec 16SEC | Sandip A KapadiaHead Of Actuarial | Sell Plan | 1,48614,289 held (−9%) | $50.03 | $74K | +16.6% | — |
| Dec 16SEC | Sandip A KapadiaHead Of Actuarial | Sell Plan | 1,20013,089 held (−8%) | $50.01 | $60K | +16.6% | — |
| Dec 11SEC | Thomas N SchmittChief People & Admin.Officer | Sell Plan | 889,959 held (−1%) | $47.61 | $4K | +22.5% | — |
Insiders at Skyward Specialty Insurance Group, Inc.
| Insider | Bought | Sold | Last filing | Score |
|---|---|---|---|---|
| Andrew S RobinsonCEO, Chair | $1.0M | — | Feb 27, 2026 | — |
| Anthony J KuczinskiDirector | $334K | — | May 21, 2026 | 49 |
| Thomas N SchmittCpo, Skyward Group | — | $549K | Jun 15, 2026 | — |
| Christopher Locke PeirceDirector | $151K | — | Mar 3, 2026 | — |
| Sandip A KapadiaHead Of Actuarial | — | $386K | Dec 19, 2025 | — |
| Gena L AsheDirector | — | $34K | May 12, 2026 | — |
| Taryn Leonie MchargCFO | $9K | — | Mar 3, 2026 | — |
SKWD stock: common questions
Are Skyward Specialty Insurance Group, Inc. insiders buying SKWD stock?
In the past 12 months, 3 insiders reported open-market purchases of SKWD worth $1.5M. The latest was Director Anthony J Kuczinski bought $47K of SKWD at $47.20.
Are Skyward Specialty Insurance Group, Inc. insiders selling SKWD stock?
3 insiders reported sales worth $969K over the same period.
Where does this data come from?
Every transaction comes from Form 4 filings that insiders must submit to the SEC within two business days of a trade. We pull them from SEC EDGAR every night.
What is SKWD's 52-week range?
Over the past year SKWD has traded between $41.26 and $65.63. It last closed at $58.32 on Oct 9, 2026.