Kingsway (KWY) Stock Analysis & Price (Updated Oct 16, 2026, 4:00 PM ET)
Updated Oct 16, 2026, 4:00 PM ET
KWY dips 1.2% to $9.59. Closed at $9.59, -1.24% vs the prior close of $9.71. Day range $9.35–$9.68, opened at $9.72.
KWY daily analysis — what happened
A plain-English, data-only note written after every US trading day. Newest first; older days stay archived below.
Oct 16, 2026 — KWY dips 1.2% to $9.59
- Closed at $9.59, -1.24% vs the prior close of $9.71. Day range $9.35–$9.68, opened at $9.72.
- Volume was 18.97K shares, 0.4x its 50-day average of 49.73K — lighter than usual.
- Price is -1.6% vs its 50-day average ($9.75) and -11.0% vs its 200-day average ($10.78).
- 52-week range $8.41–$16.23; today's close sits at 15% of that range, 40.9% below the 52-week high.
Oct 15, 2026 — KWY rises 2.4% to $9.71
- Closed at $9.71, +2.43% vs the prior close of $9.48. Day range $9.57–$9.99, opened at $9.58.
- Volume was 26.20K shares, 0.5x its 50-day average of 50.47K — lighter than usual.
- Price is -0.3% vs its 50-day average ($9.74) and -10.1% vs its 200-day average ($10.80).
- 52-week range $8.41–$16.25; today's close sits at 17% of that range, 40.2% below the 52-week high.
Oct 14, 2026 — KWY dips 0.3% to $9.48
- Closed at $9.48, -0.32% vs the prior close of $9.51. Day range $9.32–$9.58, opened at $9.47.
- Volume was 37.70K shares, 0.7x its 50-day average of 50.94K.
- Price is -2.6% vs its 50-day average ($9.73) and -12.4% vs its 200-day average ($10.82).
- 52-week range $8.41–$16.25; today's close sits at 14% of that range, 41.7% below the 52-week high.
Oct 13, 2026 — KWY rises 0.5% to $9.51
- Closed at $9.51, +0.53% vs the prior close of $9.46. Day range $9.40–$9.70, opened at $9.50.
- Volume was 61.70K shares, 1.2x its 50-day average of 51.23K.
- Price is -2.2% vs its 50-day average ($9.72) and -12.3% vs its 200-day average ($10.84).
- 52-week range $8.41–$16.51; today's close sits at 14% of that range, 42.4% below the 52-week high.
Oct 12, 2026 — KWY rises 0.6% to $9.46
- Closed at $9.46, +0.64% vs the prior close of $9.40. Day range $9.32–$9.49, opened at $9.40.
- Volume was 27.10K shares, 0.5x its 50-day average of 51.63K — lighter than usual.
- Price is -2.7% vs its 50-day average ($9.72) and -12.9% vs its 200-day average ($10.86).
- 52-week range $8.41–$16.51; today's close sits at 13% of that range, 42.7% below the 52-week high.
Oct 9, 2026 — KWY dips 0.9% to $9.40
- Closed at $9.40, -0.95% vs the prior close of $9.49. Day range $9.37–$9.50, opened at $9.41.
- Volume was 49.10K shares, 1.0x its 50-day average of 51.53K.
- Price is -3.2% vs its 50-day average ($9.71) and -13.6% vs its 200-day average ($10.88).
- 52-week range $8.41–$16.51; today's close sits at 12% of that range, 43.1% below the 52-week high.
Oct 8, 2026 — KWY rises 0.5% to $9.49
- Closed at $9.49, +0.53% vs the prior close of $9.44. Day range $9.38–$9.53, opened at $9.40.
- Volume was 41.90K shares, 0.8x its 50-day average of 52.01K.
- Price is -2.2% vs its 50-day average ($9.70) and -12.9% vs its 200-day average ($10.90).
- 52-week range $8.41–$16.51; today's close sits at 13% of that range, 42.5% below the 52-week high.
Oct 7, 2026 — KWY dips 1.3% to $9.44
- Closed at $9.44, -1.26% vs the prior close of $9.56. Day range $9.35–$9.54, opened at $9.43.
- Volume was 41.80K shares, 0.8x its 50-day average of 52.06K.
- Price is -2.5% vs its 50-day average ($9.69) and -13.5% vs its 200-day average ($10.92).
- 52-week range $8.41–$16.51; today's close sits at 13% of that range, 42.8% below the 52-week high.
Oct 6, 2026 — KWY rises 2.6% to $9.56
- Closed at $9.56, +2.58% vs the prior close of $9.32. Day range $9.36–$9.61, opened at $9.45.
- Volume was 36.90K shares, 0.7x its 50-day average of 52.34K.
- Price is -1.3% vs its 50-day average ($9.68) and -12.6% vs its 200-day average ($10.93).
- 52-week range $8.41–$16.51; today's close sits at 14% of that range, 42.1% below the 52-week high.
Oct 5, 2026 — KWY dips 1.2% to $9.32
- Closed at $9.32, -1.17% vs the prior close of $9.43. Day range $9.29–$9.50, opened at $9.36.
- Volume was 39.60K shares, 0.7x its 50-day average of 53.17K.
- Price is -3.7% vs its 50-day average ($9.68) and -14.9% vs its 200-day average ($10.95).
- 52-week range $8.41–$16.51; today's close sits at 11% of that range, 43.5% below the 52-week high.
Oct 2, 2026 — KWY rises 1.1% to $9.43
- Closed at $9.43, +1.07% vs the prior close of $9.33. Day range $9.38–$9.91, opened at $9.48.
- Volume was 45.60K shares, 0.8x its 50-day average of 55.13K.
- Price is -2.4% vs its 50-day average ($9.66) and -14.0% vs its 200-day average ($10.96).
- 52-week range $8.41–$16.51; today's close sits at 13% of that range, 42.9% below the 52-week high.
KWY latest news & SEC filings
Every SEC filing by or about KWY in the last 120 days, explained in plain English. Updated daily, with a same-day refresh for new filings.
Oct 16, 2026 · Form 4 — Insider trade
Insider trade report (Form 4) — a director, officer or 10%+ owner changed their holdings
- Fitzgerald John Taylor Maloney bought 357 shares at $9.74 (≈$3.48K) on Oct 15, 2026; now holds 1,427,787
Open-market purchases (P) and sales (S) are shown in colour; awards, exercises and tax withholding are routine pay-related moves. Many sales are pre-planned under 10b5-1 plans.
Oct 16, 2026 · Form 4 — Insider trade
Insider trade report (Form 4) — a director, officer or 10%+ owner changed their holdings
- Hansen Kent A bought 160 shares at $9.74 (≈$1.56K) on Oct 16, 2026; now holds 136,832
Open-market purchases (P) and sales (S) are shown in colour; awards, exercises and tax withholding are routine pay-related moves. Many sales are pre-planned under 10b5-1 plans.
Sep 30, 2026 · Form 4 — Insider trade
Insider trade report (Form 4) — a director, officer or 10%+ owner changed their holdings
- Horowitz Joshua bought 2,717 shares at $9.28 (≈$25.20K) on Sep 28, 2026; now holds 383,820
- Horowitz Joshua bought 858 shares at $9.23 (≈$7.92K) on Sep 30, 2026; now holds 384,678
Open-market purchases (P) and sales (S) are shown in colour; awards, exercises and tax withholding are routine pay-related moves. Many sales are pre-planned under 10b5-1 plans.
Sep 30, 2026 · Form 4 — Insider trade
Insider trade report (Form 4) — a director, officer or 10%+ owner changed their holdings
- Fitzgerald John Taylor Maloney bought 269 shares at $9.30 (≈$2.50K) on Sep 30, 2026; now holds 1,427,430
Open-market purchases (P) and sales (S) are shown in colour; awards, exercises and tax withholding are routine pay-related moves. Many sales are pre-planned under 10b5-1 plans.
Sep 30, 2026 · Form 4 — Insider trade
Insider trade report (Form 4) — a director, officer or 10%+ owner changed their holdings
- Hansen Kent A bought 169 shares at $9.30 (≈$1.57K) on Sep 30, 2026; now holds 136,672
Open-market purchases (P) and sales (S) are shown in colour; awards, exercises and tax withholding are routine pay-related moves. Many sales are pre-planned under 10b5-1 plans.
Sep 16, 2026 · Form 4 — Insider trade
Insider trade report (Form 4) — a director, officer or 10%+ owner changed their holdings
- Hansen Kent A bought 159 shares at $9.82 (≈$1.56K) on Sep 15, 2026; now holds 136,503
Open-market purchases (P) and sales (S) are shown in colour; awards, exercises and tax withholding are routine pay-related moves. Many sales are pre-planned under 10b5-1 plans.
Aug 6, 2026 · Form 8-K — Major event / current report
Current report — a filing companies must make within 4 business days of a major event
- Item 2.02 — Reported results of operations (earnings release).
This is a results-day filing: the earnings press release is attached as an exhibit.
Aug 6, 2026 · Form 10-Q — Quarterly report
Quarterly report (unaudited financial statements for the quarter)
Quarter ended Jun 30, 2026:
- Revenue: $39.44M (prior year $30.92M) (+27.6% vs Jun 30, 2025)
- Diluted EPS: -$0.03 (prior year -$0.13) (loss narrowed vs Jun 30, 2025)
Jul 13, 2026 · Form SCHEDULE 13G/A — Update to a passive 5%+ stake (13G)
Update to a passive 5%+ stake (13G)
Filed by an outside investor (not the company). It reports a holding of more than 5% of a share class; percentage and holder name are in the filing.
Things to know before you trade KWY
- Last results release: Aug 6, 2026 (8-K Item 2.02). Previous ones: May 7, 2026, Mar 12, 2026, Nov 6, 2025. Based on that rhythm, the next report is likely around Nov 5, 2026 — an estimate, not a confirmed date.
- How much it moves: over the last 20 sessions the average daily move was 1.52% (largest 4.3%).
- Liquidity: about 46.16K shares (≈$442.71K) trade per day on average. Thin volume can mean wider bid/ask spreads.
- 52-week position: $9.59 vs a range of $8.41–$16.23 (15% of the range).
- Dividends: no cash dividends in the last 2 years.
- Splits: none in the last 2 years.
- Insider trades (Form 4, last 12 months, recent 25 shown): 25 open-market buys, 0 sales; latest: John Taylor Maloney Fitzgerald bought 269 shares on Sep 30, 2026.
- Latest filings: 8-K Aug 6, 2026; 10-Q Aug 6, 2026; 8-K May 21, 2026.
- Share count: 28.93M shares outstanding (Aug 6, 2026), +0.2% vs a year earlier.
- Listing: NYSE · industry: Fire, Marine & Casualty Insurance.
KWY market data (last 20 sessions)
| Date | Open | High | Low | Close | Volume |
|---|---|---|---|---|---|
| Oct 16, 2026 | 9.72 | 9.68 | 9.35 | 9.59 | 18.97K |
| Oct 15, 2026 | 9.58 | 9.99 | 9.57 | 9.71 | 26.20K |
| Oct 14, 2026 | 9.47 | 9.58 | 9.32 | 9.48 | 37.70K |
| Oct 13, 2026 | 9.50 | 9.70 | 9.40 | 9.51 | 61.70K |
| Oct 12, 2026 | 9.40 | 9.49 | 9.32 | 9.46 | 27.10K |
| Oct 9, 2026 | 9.41 | 9.50 | 9.37 | 9.40 | 49.10K |
| Oct 8, 2026 | 9.40 | 9.53 | 9.38 | 9.49 | 41.90K |
| Oct 7, 2026 | 9.43 | 9.54 | 9.35 | 9.44 | 41.80K |
| Oct 6, 2026 | 9.45 | 9.61 | 9.36 | 9.56 | 36.90K |
| Oct 5, 2026 | 9.36 | 9.50 | 9.29 | 9.32 | 39.60K |
| Oct 2, 2026 | 9.48 | 9.91 | 9.38 | 9.43 | 45.60K |
| Oct 1, 2026 | 9.50 | 9.52 | 9.25 | 9.33 | 32.90K |
| Sep 30, 2026 | 9.25 | 9.56 | 9.16 | 9.50 | 138.50K |
| Sep 29, 2026 | 9.10 | 9.24 | 9.07 | 9.19 | 26.10K |
| Sep 28, 2026 | 9.05 | 9.28 | 9.01 | 9.20 | 46.00K |
| Sep 25, 2026 | 9.13 | 9.16 | 8.96 | 9.03 | 31.60K |
| Sep 24, 2026 | 9.06 | 9.18 | 8.98 | 9.15 | 34.00K |
| Sep 23, 2026 | 9.53 | 9.53 | 9.04 | 9.09 | 82.40K |
| Sep 22, 2026 | 9.92 | 10.00 | 9.41 | 9.50 | 78.20K |
| Sep 21, 2026 | 9.77 | 9.90 | 9.64 | 9.79 | 27.00K |
About Kingsway
Kingsway (KWY) is listed on the NYSE and classified by the SEC under “Fire, Marine & Casualty Insurance”. Its business address is in CHICAGO, IL. State of incorporation: DE. Fiscal year ends December 31. SEC CIK 1072627.
KWY board of directors & executives
From SEC Form 3/4/5 insider filings made in the last 12 months (date = latest filing).
Directors
| Name | Role | Latest filing |
|---|---|---|
| John Taylor Maloney Fitzgerald | President and CEO | Sep 30, 2026 |
| Gregory Paul Hannon | Director | Dec 19, 2025 |
| Joshua Horowitz | Director | Sep 30, 2026 |
| Terence Michael Kavanagh | Director | Dec 19, 2025 |
| Adam Jonathan Patinkin | Director | May 20, 2026 |
| Joseph Stilwell | Director | Aug 17, 2026 |
Executive officers
| Name | Title | Latest filing |
|---|---|---|
| John Taylor Maloney Fitzgerald | President and CEO | Sep 30, 2026 |
| Kent A Hansen | CFO & EVP | Sep 30, 2026 |
Recent insider buys & sales
| Date | Insider | Type | Shares | Price |
|---|---|---|---|---|
| Sep 30, 2026 | John Taylor Maloney Fitzgerald | Buy | 269 | $9.30 |
| Sep 30, 2026 | John Taylor Maloney Fitzgerald | Buy | 269 | $9.30 |
| Sep 30, 2026 | John Taylor Maloney Fitzgerald | Buy | 269 | $9.30 |
| Sep 30, 2026 | John Taylor Maloney Fitzgerald | Buy | 269 | $9.30 |
| Sep 30, 2026 | Joshua Horowitz | Buy | 858 | $9.23 |
| Sep 30, 2026 | Joshua Horowitz | Buy | 858 | $9.23 |
| Sep 30, 2026 | Joshua Horowitz | Buy | 858 | $9.23 |
| Sep 30, 2026 | Joshua Horowitz | Buy | 858 | $9.23 |
| Sep 30, 2026 | Kent A Hansen | Buy | 169 | $9.30 |
| Sep 30, 2026 | Kent A Hansen | Buy | 169 | $9.30 |
| Sep 30, 2026 | Kent A Hansen | Buy | 169 | $9.30 |
| Sep 30, 2026 | Kent A Hansen | Buy | 169 | $9.30 |
| Sep 28, 2026 | Joshua Horowitz | Buy | 2,717 | $9.28 |
| Sep 28, 2026 | Joshua Horowitz | Buy | 2,717 | $9.28 |
| Sep 28, 2026 | Joshua Horowitz | Buy | 2,717 | $9.28 |
KWY financials (annual, from XBRL filings)
| Fiscal year end | Revenue | Net income | Diluted EPS | Operating cash flow |
|---|---|---|---|---|
| Dec 31, 2025 | $135.00M | — | -0.43 | $-3.00K |
| Dec 31, 2024 | $109.38M | — | -0.35 | $1.07M |
| Dec 31, 2023 | $103.24M | — | 0.89 | $-26.19M |
| Dec 31, 2022 | $93.28M | — | 0.98 | $-14.57M |
| Dec 31, 2021 | $78.40M | — | -0.04 | $-5.91M |
Latest balance sheet: total assets $227.83M, total liabilities $195.49M, cash $7.37M (as of Jun 30, 2026).
KWY earnings / results-day log
| Date | Filing | Close that day |
|---|---|---|
| Aug 6, 2026 | 8-K Item 2.02 (results) | $9.08 |
| May 7, 2026 | 8-K Item 2.02 (results) | $10.70 |
| Mar 12, 2026 | 8-K Item 2.02 (results) | $10.96 |
| Nov 6, 2025 | 8-K Item 2.02 (results) | $14.60 |
| Aug 7, 2025 | 8-K Item 2.02 (results) | $13.90 |
| May 8, 2025 | 8-K Item 2.02 (results) | $8.89 |
| Mar 17, 2025 | 8-K Item 2.02 (results) | $7.60 |
| Nov 6, 2024 | 8-K Item 2.02 (results) | $9.55 |
| Aug 6, 2024 | 8-K Item 2.02 (results) | — |
| May 8, 2024 | 8-K Item 2.02 (results) | — |
| Mar 5, 2024 | 8-K Item 2.02 (results) | — |
| Nov 7, 2023 | 8-K Item 2.02 (results) | — |
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Information only, not investment advice. BuyMeWhiskey is not a registered investment adviser or broker-dealer; nothing here is a recommendation to buy, sell or hold any security, and there are no price targets. Data comes from SEC EDGAR filings and public end-of-day market data and may be delayed or contain errors. Verify with the company's filings before making decisions. Prices: end-of-day data as of Oct 16, 2026, 4:00 PM ET. Filings: SEC EDGAR. Updated after every US trading day.