Financial Services / Insurance - Property & Casualty
Exclusive insider sentiment analysis for the Insurance - Property & Casualty sector. Track real-time Director purchases and institutional money flow to identify high-conviction opportunities before the market reacts.
| Filing Date | Trade Date | Ticker | Company Name | Reporting Person | Relationship | Industry | Type | Price | Qty | Total, $ | Owned After | Change, % |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 2026-06-15 21:13 | 2026-06-12 | SKWD | Skyward Specialty Insurance Group, Inc. | Schmitt Thomas N | Officer; CPO, Skyward Group | Insurance - Property & Casualty | SALE | $51.32 | 8,397 | $430,963 | 10,353 | -44.8% |
| 2026-06-15 12:22 | 2026-06-11 | DGICA | DONEGAL GROUP INC | DONEGAL MUTUAL INSURANCE CO | 10% owner | Insurance - Property & Casualty | BUY | $17.59 | 19,582 | $344,445 | 14,136,691 | +0.1% |
| 2026-06-12 22:05 | 2026-06-10 | SLDE | Slide Insurance Holdings, Inc. | LARSON MATTHEW PAUL | Officer; Chief Risk Officer | Insurance - Property & Casualty | OPT+S | $17.07 | 13,750 | $234,713 | 0 | -100.0% |
| 2026-06-12 22:04 | 2026-06-10 | SLDE | Slide Insurance Holdings, Inc. | Lucas Shannon | Director, Officer, 10% owner; President & COO | Insurance - Property & Casualty | SALE | $17.05 | 23,717 | $404,320 | 1,118,756 | -2.1% |
| 2026-06-12 22:04 | 2026-06-10 | SLDE | Slide Insurance Holdings, Inc. | Lucas Bruce | Director, Officer, 10% owner; Chief Executive Officer | Insurance - Property & Casualty | SALE | $17.05 | 237,162 | $4,042,877 | 34,506,199 | -0.7% |
| 2026-06-12 21:01 | 2026-06-11 | UVE | UNIVERSAL INSURANCE HOLDINGS, INC. | DOWNES SEAN P | Director, Officer; Executive Chairman | Insurance - Property & Casualty | SALE | $38.22 | 20,000 | $764,336 | 1,148,255 | -1.7% |
| 2026-06-11 22:33 | 2026-06-05 | AII | American Integrity Insurance Group, Inc. | SOWELL JAMES E | 10% owner | Insurance - Property & Casualty | BUY | $16.88 | 136,356 | $2,301,239 | 4,610,180 | +3.0% |
| 2026-06-11 21:16 | 2026-06-09 | HIPO | Hippo Holdings Inc. | McCathron Richard | Director, Officer; Chief Executive Officer | Insurance - Property & Casualty | SALE | $25.00 | 5,000 | $125,000 | 590,433 | -0.8% |
| 2026-06-10 20:10 | 2026-06-08 | CB | Chubb Ltd | Ortega Juan Luis | Officer; Executive Vice President* | Insurance - Property & Casualty | OPT+S | $322.08 | 3,886 | $1,251,603 | 28,859 | -11.9% |
| 2026-06-09 20:07 | 2026-06-08 | KNSL | Kinsale Capital Group, Inc. | Tangard Christopher R. | Officer; SVP, Chief Accounting Officer | Insurance - Property & Casualty | BUY | $304.00 | 330 | $100,320 | 380 | +660.0% |
| 2026-06-09 23:28 | 2026-06-05 | TRUP | TRUPANION, INC. | WEINRAUCH STEVE | Officer; EVP, North Am & Vet Strategy | Insurance - Property & Casualty | OPT+S | $22.00 | 6,674 | $146,828 | 78,062 | -7.9% |
| 2026-06-09 13:39 | 2026-06-05 | UFCS | UNITED FIRE GROUP INC | MILLIGAN GEORGE D | Director | Insurance - Property & Casualty | BUY | $45.23 | 4,500 | $203,535 | 90,034 | +5.3% |
| 2026-06-08 18:07 | 2026-06-05 | PGR | PROGRESSIVE CORP/OH/ | Broz Steven | Officer; Chief Information Officer | Insurance - Property & Casualty | SALE | $200.00 | 1,157 | $231,400 | 28,668 | -3.9% |
| 2026-06-08 18:11 | 2026-06-05 | PGR | PROGRESSIVE CORP/OH/ | Murphy John Jo | Officer; Claims President | Insurance - Property & Casualty | SALE | $200.00 | 5,916 | $1,183,200 | 41,290 | -12.5% |
| 2026-06-05 21:35 | 2026-06-03 | LMND | Lemonade, Inc. | BIXBY TIMOTHY E | Officer; Chief Financial Officer | Insurance - Property & Casualty | SALE | $53.17 | 2,227 | $118,410 | 247,263 | -0.9% |
| 2026-06-05 21:29 | 2026-06-03 | LMND | Lemonade, Inc. | Prosor Maya | Officer; Chief Business Officer | Insurance - Property & Casualty | SALE | $53.17 | 1,220 | $64,867 | 187,573 | -0.6% |
| 2026-06-05 21:33 | 2026-06-03 | LMND | Lemonade, Inc. | Peters John Sheldon | Officer; Chief Insurance Officer | Insurance - Property & Casualty | SALE | $53.01 | 5,343 | $283,258 | 81,386 | -6.2% |
| 2026-06-04 20:11 | 2026-06-03 | THG | HANOVER INSURANCE GROUP, INC. | Salvatore Bryan J | Officer; Executive Vice President | Insurance - Property & Casualty | OPT+S | $185.76 | 16,394 | $3,045,349 | 29,069 | -36.1% |
| 2026-06-04 13:57 | 2026-06-02 | HMN | HORACE MANN EDUCATORS CORP /DE/ | ZURAITIS MARITA | Director, Officer; President & CEO | Insurance - Property & Casualty | SALE | $46.25 | 7,500 | $346,845 | 307,812 | -2.4% |
| 2026-06-04 12:31 | 2026-06-02 | DGICA | DONEGAL GROUP INC | DONEGAL MUTUAL INSURANCE CO | 10% owner | Insurance - Property & Casualty | BUY | $16.81 | 18,500 | $310,989 | 14,117,109 | +0.1% |
| 2026-06-03 20:10 | 2026-05-27 | RLI | RLI CORP | Kliethermes Craig W | Officer; CHIEF EXECUTIVE OFFICER | Insurance - Property & Casualty | BUY | $52.00 | 5,000 | $260,000 | 153,990 | +3.4% |
| 2026-06-03 00:44 | 2026-06-01 | ALL | ALLSTATE CORP | REDMOND ANDREA | Director | Insurance - Property & Casualty | OPT+S | $202.91 | 2,225 | $451,475 | 0 | -100.0% |
| 2026-06-03 00:47 | 2026-06-01 | SLDE | Slide Insurance Holdings, Inc. | LARSON MATTHEW PAUL | Officer; Chief Risk Officer | Insurance - Property & Casualty | OPT+S | $17.79 | 2,500 | $44,475 | 0 | -100.0% |
| 2026-06-02 20:30 | 2026-06-01 | STC | STEWART INFORMATION SERVICES CORP | BRADLEY C ALLEN JR | Director | Insurance - Property & Casualty | BUY | $63.87 | 1,000 | $63,869 | 25,034 | +4.2% |
| 2026-06-02 15:44 | 2026-05-29 | DGICA | DONEGAL GROUP INC | DONEGAL MUTUAL INSURANCE CO | 10% owner | Insurance - Property & Casualty | BUY | $16.93 | 17,000 | $287,807 | 14,098,609 | +0.1% |
| 2026-06-02 00:34 | 2026-05-28 | TRUP | TRUPANION, INC. | GALLAGHER JOHN R | Officer; Chief Operating Officer | Insurance - Property & Casualty | SALE | $21.69 | 3,603 | $78,153 | 33,065 | -9.8% |
| 2026-06-01 20:30 | 2026-06-01 | RLI | RLI CORP | KELLOGG CLARK C | Director | Insurance - Property & Casualty | BUY | $50.90 | 3,000 | $152,700 | 4,502 | +199.7% |
| 2026-06-01 12:59 | 2026-05-29 | L | LOEWS CORP | Robusto Dino | Director | Insurance - Property & Casualty | BUY | $104.74 | 5,000 | $523,700 | 10,235 | +95.5% |
| 2026-06-01 11:54 | 2026-05-28 | KINS | KINGSTONE COMPANIES, INC. | Newgarden Thomas | Director | Insurance - Property & Casualty | BUY | $15.21 | 14,000 | $212,958 | 99,366 | +16.4% |
| 2026-06-01 10:01 | 2026-05-27 | SLDE | Slide Insurance Holdings, Inc. | Lucas Shannon | Director, Officer, 10% owner; President & COO | Insurance - Property & Casualty | SALE | $18.95 | 22,548 | $427,285 | 1,142,473 | -1.9% |
| 2026-06-01 10:01 | 2026-05-27 | SLDE | Slide Insurance Holdings, Inc. | Lucas Bruce | Director, Officer, 10% owner; Chief Executive Officer | Insurance - Property & Casualty | SALE | $18.95 | 227,987 | $4,320,354 | 34,743,361 | -0.7% |
| 2026-05-29 20:10 | 2026-05-27 | CB | Chubb Ltd | Keogh John W | Officer; President &COO | Insurance - Property & Casualty | SALE | $321.51 | 23,000 | $7,394,739 | 203,322 | -10.2% |
| 2026-05-29 20:15 | 2026-05-28 | RLI | RLI CORP | Duclos David B. | Director | Insurance - Property & Casualty | BUY | $51.99 | 2,500 | $129,975 | 9,780 | +34.3% |
| 2026-05-29 12:53 | 2026-05-28 | DGICA | DONEGAL GROUP INC | DONEGAL MUTUAL INSURANCE CO | 10% owner | Insurance - Property & Casualty | BUY | $16.98 | 8,500 | $144,356 | 14,081,609 | +0.1% |
| 2026-05-28 20:15 | 2026-05-27 | RLI | RLI CORP | Klobnak Jennifer L | Officer; CHIEF OPERATING OFFICER | Insurance - Property & Casualty | BUY | $52.72 | 2,000 | $105,440 | 104,318 | +2.0% |
| 2026-05-28 20:15 | 2026-05-27 | RLI | RLI CORP | Kliethermes Craig W | Officer; CHIEF EXECUTIVE OFFICER | Insurance - Property & Casualty | BUY | $52.00 | 2,000 | $104,000 | 150,990 | +1.3% |
| 2026-05-28 12:24 | 2026-05-26 | DGICA | DONEGAL GROUP INC | DONEGAL MUTUAL INSURANCE CO | 10% owner | Insurance - Property & Casualty | BUY | $17.24 | 17,000 | $293,068 | 14,073,109 | +0.1% |
| 2026-05-27 20:10 | 2026-05-22 | AII | American Integrity Insurance Group, Inc. | Smathers Steven E | Director | Insurance - Property & Casualty | BUY | $16.99 | 2,900 | $49,271 | 177,827 | +1.7% |
| 2026-05-27 20:06 | 2026-05-26 | TRV | TRAVELERS COMPANIES, INC. | Klein Michael Frederick | Officer; EVP & President, Personal Ins. | Insurance - Property & Casualty | OPT+S | $307.65 | 10,000 | $3,076,546 | 45,125 | -18.1% |
| 2026-05-27 20:05 | 2026-05-26 | KNSL | Kinsale Capital Group, Inc. | Allibhai Salmaan K. | Officer; Chief Analytics & Tech Officer | Insurance - Property & Casualty | OPT+S | $311.17 | 250 | $77,793 | 3,645 | -6.4% |
| 2026-05-28 01:40 | 2026-05-27 | TRUP | TRUPANION, INC. | Qureshi Fawwad | Officer; Chief Financial Officer | Insurance - Property & Casualty | OPT+S | $22.18 | 6,177 | $137,016 | 2,081 | -74.8% |
| 2026-05-28 01:41 | 2026-05-25 | TRUP | TRUPANION, INC. | Tooth Margaret | Director, Officer; CEO | Insurance - Property & Casualty | OPT+S | $21.86 | 491 | $10,733 | 176,379 | -0.3% |
| 2026-05-28 01:27 | 2026-05-22 | SLDE | Slide Insurance Holdings, Inc. | Bruce Beth Witte | Director | Insurance - Property & Casualty | SALE | $18.86 | 47,000 | $886,185 | 179,645 | -20.7% |
| 2026-05-28 01:28 | 2026-05-26 | SLDE | Slide Insurance Holdings, Inc. | LARSON MATTHEW PAUL | Officer; Chief Risk Officer | Insurance - Property & Casualty | OPT+S | $18.56 | 11,250 | $208,800 | 0 | -100.0% |
| 2026-05-27 21:54 | 2026-05-26 | AII | American Integrity Insurance Group, Inc. | MATHIS STEVEN B | Director | Insurance - Property & Casualty | BUY | $16.82 | 3,000 | $50,460 | 6,126 | +96.0% |
| 2026-05-27 21:29 | 2026-05-22 | ALL | ALLSTATE CORP | Prindiville Mark Q | Other | Insurance - Property & Casualty | OPT+S | $216.27 | 1,550 | $335,226 | 27,558 | -5.3% |
| 2026-05-27 20:27 | 2026-05-26 | AIZ | ASSURANT, INC. | DiRienzo Dimitry | Officer; SVP, CAO, Controller | Insurance - Property & Casualty | SALE | $255.68 | 2,000 | $511,356 | 2,741 | -42.2% |
| 2026-05-27 20:33 | 2026-05-22 | MKL | MARKEL GROUP INC. | Harris Greta J | Director | Insurance - Property & Casualty | SALE | $1,847.31 | 76 | $140,396 | 645 | -10.5% |
| 2026-05-26 20:10 | 2026-05-22 | AII | American Integrity Insurance Group, Inc. | Clark David Lewis | Director, Officer; Chairman | Insurance - Property & Casualty | BUY | $17.15 | 5,830 | $99,985 | 23,426 | +33.1% |
| 2026-05-26 20:07 | 2026-05-22 | TRV | TRAVELERS COMPANIES, INC. | BESSETTE ANDY F | Officer; EVP and Chief Admin Officer | Insurance - Property & Casualty | OPT+S | $308.11 | 4,255 | $1,311,008 | 24,284 | -14.9% |
Strategic Analysis
Analyzing insider transactions within the Insurance - Property & Casualty sector provides critical insights into institutional sentiment. When multiple executives across different companies in the same industry exhibit similar buying patterns (cluster buying), it often signals an upcoming sector-wide recovery or undervalued market conditions.
Regulatory Transparency
Our platform tracks SEC Form 4 filings in real-time. We differentiate between routine option exercises and open-market purchases to give you a clear view of "Skin in the Game". Understanding the roles of Directors vs. 10% Owners helps prioritize signals that carry the most predictive weight.
UNDERSTANDING THE DATA
FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.
TRADE DATE: The actual day the insider executed the purchase or sale in the market.
INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.
OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.
CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.
TRADE TYPES DEFINITIONS
BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.
SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.
OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.