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Skyward Specialty Insurance Group stock timeline
A year of the price with every insider trade, planned sale, earnings report and material 8-K marked
252 sessions+32.2% to $60.35
Skyward Specialty Insurance Group (SKWD) stock rose 32% over the last 252 sessions, to $60.35. On the way it reported 4 quarters, its insiders filed 8 open-market trades, and the company filed 5 material 8-Ks. Each is marked on the price and listed with what the stock did next.
Each mark, and what followed
| Date | Kind | What | Next session | 5 sessions | 21 sessions |
|---|---|---|---|---|---|
| Nov 5, 2026 | Earnings | Earnings: beat the EPS estimate by 4.6% | +2.6% (+7.1% vs SPY) | — | — |
| Aug 20, 2026 | 8-K | Directors and officers: departures, appointments, pay | −1.0% (−0.1% vs SPY) | +2.9% (+3.2% vs SPY) | −0.1% (+0.6% vs SPY) |
| Aug 4, 2026 | Earnings | Earnings: beat the EPS estimate by 10.8% | +1.1% (−0.6% vs SPY) | +1.8% (−0.2% vs SPY) | −5.8% (−6.4% vs SPY) |
| Jun 12, 2026 | Insider sale | Schmitt Thomas N sold $431K | −1.5% (−2.0% vs SPY) | −0.5% (−1.9% vs SPY) | +13.9% (+11.8% vs SPY) |
| May 21, 2026 | Insider buy | Kuczinski Anthony J bought $94K | −0.8% (−1.0% vs SPY) | −5.7% (−7.5% vs SPY) | +7.0% (+6.3% vs SPY) |
| May 11, 2026 | Insider sale | Ashe Gena L sold $34K | −1.8% (−2.1% vs SPY) | −1.5% (−1.7% vs SPY) | +0.1% (+0.2% vs SPY) |
| May 6, 2026 | Earnings | Earnings: beat the EPS estimate by 12.3% | −0.2% (−1.6% vs SPY) | +3.2% (+1.3% vs SPY) | +0.2% (−4.3% vs SPY) |
| Mar 3, 2026 | Insider buy | Kuczinski Anthony J bought $48K | −0.7% (+0.2% vs SPY) | −4.9% (−3.7% vs SPY) | −10.6% (−5.5% vs SPY) |
| Mar 2, 2026 | Insider buy | Peirce Christopher Locke bought $151K | +4.4% (+4.4% vs SPY) | +4.7% (+6.7% vs SPY) | −6.1% (+1.9% vs SPY) |
| Mar 2, 2026 | Insider buy | Kuczinski Anthony J bought $98K | +4.4% (+4.4% vs SPY) | +4.7% (+6.7% vs SPY) | −6.1% (+1.9% vs SPY) |
| Feb 27, 2026 | Insider buy | Robinson Andrew S bought $1.0M | +3.2% (+3.7% vs SPY) | +8.9% (+10.0% vs SPY) | −6.6% (+1.5% vs SPY) |
| Feb 27, 2026 | Insider buy | Kuczinski Anthony J bought $94K | +3.2% (+3.7% vs SPY) | +8.9% (+10.0% vs SPY) | −6.6% (+1.5% vs SPY) |
| Feb 26, 2026 | 8-K | Directors and officers: departures, appointments, pay | +3.2% (+3.7% vs SPY) | +8.9% (+10.0% vs SPY) | −6.6% (+1.5% vs SPY) |
| Feb 23, 2026 | Earnings | Earnings: beat the EPS estimate by 14.9% | +0.6% (+1.6% vs SPY) | −0.9% (−0.4% vs SPY) | −9.4% (−4.5% vs SPY) |
| Jan 6, 2026 | 8-K | Material definitive agreement | −2.0% (−1.7% vs SPY) | −4.8% (−5.1% vs SPY) | −7.4% (−5.4% vs SPY) |
| Nov 18, 2025 | 8-K | Material definitive agreement | −0.5% (+0.4% vs SPY) | +0.1% (−0.3% vs SPY) | +2.4% (+1.5% vs SPY) |
| Nov 12, 2025 | 8-K | Directors and officers: departures, appointments, pay | −1.4% (+0.3% vs SPY) | −4.8% (−1.7% vs SPY) | +0.6% (+0.8% vs SPY) |
Insiders’ record here
In the year on the chart, Skyward Specialty Insurance Group's insiders reported 6 open-market buys ($1.5M) and 2 sales ($465K). Of the 8 old enough to score, 1 were followed by the stock doing what the trade implied over the next 63 sessions (beating SPY after a buy, lagging it after a sale); the median excess return after a buy was −15.3% and after a sale +30.3%.
Across the whole universe (19,782 scored trades), insider buys beat the market 46% of the time and sales were followed by a lagging stock 61% of the time; buys of $1M or more 39%. Every pattern →
What this kind of 8-K usually did
| Item | 8-Ks | Next session, median | Up next session | 21 sessions, median | Typical size |
|---|---|---|---|---|---|
| 5.02 Directors and officers: departures, appointments, pay | 39,174 | −0.1% | 48% | +0.7% | ±1.4% |
| 1.01 Material definitive agreement | 23,525 | 0.0% | 51% | +1.0% | ±1.4% |
| 1.02 Termination of a material agreement | 2,368 | 0.0% | 51% | +1.1% | ±1.5% |
| 2.03 New debt or off-balance-sheet obligation | 13,268 | 0.0% | 50% | +1.2% | ±1.3% |
| 2.01 Completed acquisition or disposition | 2,671 | +0.1% | 52% | +1.2% | ±1.6% |
Across every company in the move-odds universe, measured from the close before the filing. Every 8-K item ranked →
Report card: every quarter against the estimate → Skyward Specialty Insurance Group: every quarter → Live insider trades →
Prices are daily closes; filings and trades are as filed with the SEC (Form 4 within two business days of the trade, 8-K within four of the event). Moves after a mark are the stock's close-to-close change and the same for SPY; they describe the record, not what the next one will do. Not investment advice.