| 2026-05-28 | Mr. Luyang FuSenior VP & Chief Actuary | -99,00 | 7,48k | Derivative Exercise and Sale | 85,67 - 161,20 | 12,37k | - |
| 2026-05-28 | Mr. Luyang FuSenior VP & Chief Actuary | 675,00 | 57,83k | Derivative Exercise and Retained Stock | 85,67 | 12,37k | 5,77% |
| 2026-05-11 | Mr. Charles Odell SchiffNon-Independent Director | -27,12k | 0,00 | Other Disposition | - | 966,27k | -2,73% |
| 2026-05-07 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | -219,00 | 19,77k | Derivative Exercise and Sale | 70,70 - 160,96 | 19,84k | - |
| 2026-05-07 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | 1,23k | 87,08k | Derivative Exercise and Retained Stock | 70,70 - 71,19 | 19,84k | 6,58% |
| 2026-05-05 | Mr. Roger Andrew BrownSenior VP & COO of The Cincinnati Life Insurance Company | -285,00 | 0,00 | Other Disposition | - | 76,65k | -0,37% |
| 2026-05-05 | Mr. Roger Andrew BrownSenior VP & COO of The Cincinnati Life Insurance Company | -6,90k | 257,83k | Derivative Exercise and Sale | 71,19 - 159,88 | 76,65k | - |
| 2026-05-01 | Mr. Michael James SewellCFO, Principal Accounting Officer, Exec. VP & Treasurer | -8,82k | 819,03k | Derivative Exercise and Sale | 70,70 - 163,54 | 140,01k | - |
| 2026-05-01 | Mr. Michael James SewellCFO, Principal Accounting Officer, Exec. VP & Treasurer | 28,09k | 1,99M | Derivative Exercise and Retained Stock | 70,70 | 140,01k | 25,09% |
| 2026-04-29 | Mr. John Scott KellingtonChief Information Officer & Exec. VP of The Cincinnati Insurance Company | -18,94k | 1,76M | Derivative Exercise and Sale | 71,19 - 163,92 | 120,37k | - |
| 2026-04-29 | Mr. John Scott KellingtonChief Information Officer & Exec. VP of The Cincinnati Insurance Company | 9,22k | 656,44k | Derivative Exercise and Retained Stock | 71,19 | 120,37k | 8,30% |
| 2026-04-29 | Ms. Teresa Currin CracasChief Risk Officer & Exec. VP of The Cincinnati Insurance Company | -10,32k | 962,12k | Derivative Exercise and Sale | 70,70 - 163,92 | 57,44k | - |
| 2026-04-29 | Ms. Teresa Currin CracasChief Risk Officer & Exec. VP of The Cincinnati Insurance Company | 5,07k | 358,10k | Derivative Exercise and Retained Stock | 70,70 | 57,44k | 9,67% |
| 2026-04-29 | Mr. Luyang FuSenior VP & Chief Actuary | -147,00 | 13,63k | Derivative Exercise and Sale | 71,19 - 163,92 | 11,68k | - |
| 2026-04-29 | Mr. Luyang FuSenior VP & Chief Actuary | 810,00 | 57,66k | Derivative Exercise and Retained Stock | 71,19 | 11,68k | 7,45% |
| 2026-03-02 | Mr. Stephen Michael SprayPresident, CEO & Director | 8,96k | 0,00 | Derivative Exercise and Retained Stock | - | 72,73k | 14,04% |
| 2026-03-02 | Mr. Stephen Michael SprayPresident, CEO & Director | -6,73k | 1,10M | Derivative Exercise and Sale | 163,43 | 72,73k | - |
| 2026-03-02 | Mr. William Harold Van Den HeuvelExec. VP | 5,36k | 0,00 | Derivative Exercise and Retained Stock | - | 41,45k | 14,84% |
| 2026-03-02 | Mr. William Harold Van Den HeuvelExec. VP | -2,87k | 469,70k | Derivative Exercise and Sale | 163,43 | 41,45k | - |
| 2026-03-02 | Mr. Steven Anthony SoloriaExec. VP & Chief Investment Officer | 5,39k | 0,00 | Derivative Exercise and Retained Stock | - | 20,30k | 36,19% |
| 2026-03-02 | Mr. Steven Anthony SoloriaExec. VP & Chief Investment Officer | -2,91k | 474,93k | Derivative Exercise and Sale | 163,43 | 20,30k | - |
| 2026-03-02 | Chet Hogan SwisherSVP of Commercial Lines | 556,00 | 25,10k | Derivative Exercise and Retained Stock | 70,70 | 5,82k | 10,56% |
| 2026-03-02 | Chet Hogan SwisherSVP of Commercial Lines | -572,00 | 60,60k | Derivative Exercise and Sale | 70,70 - 167,16 | 5,82k | - |
| 2026-03-02 | Mr. Michael James SewellCFO, Principal Accounting Officer, Exec. VP & Treasurer | 10,29k | 0,00 | Derivative Exercise and Retained Stock | - | 111,92k | 10,13% |
| 2026-03-02 | Mr. Michael James SewellCFO, Principal Accounting Officer, Exec. VP & Treasurer | -6,80k | 1,11M | Derivative Exercise and Sale | 163,43 | 111,92k | - |
| 2026-03-02 | Mr. Marc Jon SchambowInsider | 5,35k | 0,00 | Derivative Exercise and Retained Stock | - | 29,69k | 21,97% |
| 2026-03-02 | Mr. Marc Jon SchambowInsider | -3,05k | 498,46k | Derivative Exercise and Sale | 163,43 | 29,69k | - |
| 2026-03-02 | Scott Alan SchulerSVP of Personal Lines | 178,00 | 0,00 | Derivative Exercise and Retained Stock | - | 1,51k | 13,35% |
| 2026-03-02 | Scott Alan SchulerSVP of Personal Lines | -72,00 | 11,77k | Derivative Exercise and Sale | 163,43 | 1,51k | - |
| 2026-03-02 | Mr. John Scott KellingtonChief Information Officer & Exec. VP of The Cincinnati Insurance Company | 7,42k | 0,00 | Derivative Exercise and Retained Stock | - | 110,58k | 7,19% |
| 2026-03-02 | Mr. John Scott KellingtonChief Information Officer & Exec. VP of The Cincinnati Insurance Company | -4,50k | 735,27k | Derivative Exercise and Sale | 163,43 | 110,58k | - |
| 2026-03-02 | Mr. Steven Justus JohnstonExecutive Chairman | 18,17k | 0,00 | Derivative Exercise and Retained Stock | - | 213,84k | 9,28% |
| 2026-03-02 | Mr. Steven Justus JohnstonExecutive Chairman | -12,70k | 2,08M | Derivative Exercise and Sale | 163,43 | 213,84k | - |
| 2026-03-02 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | 238,00 | 0,00 | Derivative Exercise and Retained Stock | - | 18,60k | 1,30% |
| 2026-03-02 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | -95,00 | 15,53k | Derivative Exercise and Sale | 163,43 | 18,60k | - |
| 2026-03-02 | Ms. Teresa Currin CracasChief Risk Officer & Exec. VP of The Cincinnati Insurance Company | 6,91k | 0,00 | Derivative Exercise and Retained Stock | - | 52,38k | 15,19% |
| 2026-03-02 | Ms. Teresa Currin CracasChief Risk Officer & Exec. VP of The Cincinnati Insurance Company | -3,95k | 645,06k | Derivative Exercise and Sale | 163,43 | 52,38k | - |
| 2026-03-02 | Angela Ossello DelaneySVP of The Cincinnati Insurance Company | 4,61k | 0,00 | Derivative Exercise and Retained Stock | - | 19,79k | 30,34% |
| 2026-03-02 | Angela Ossello DelaneySVP of The Cincinnati Insurance Company | -3,06k | 499,28k | Derivative Exercise and Sale | 163,43 | 19,79k | - |
| 2026-03-02 | Mr. Sean Michael GivlerExec. VP of The Cincinnati Insurance Company | 5,63k | 0,00 | Derivative Exercise and Retained Stock | - | 34,34k | 19,61% |
| 2026-03-02 | Mr. Sean Michael GivlerExec. VP of The Cincinnati Insurance Company | -3,11k | 507,45k | Derivative Exercise and Sale | 163,43 | 34,34k | - |
| 2026-03-02 | Mr. Roger Andrew BrownSenior VP & COO of The Cincinnati Life Insurance Company | 4,15k | 0,00 | Derivative Exercise and Retained Stock | - | 76,85k | 5,70% |
| 2026-03-02 | Mr. Roger Andrew BrownSenior VP & COO of The Cincinnati Life Insurance Company | -1,79k | 292,21k | Derivative Exercise and Sale | 163,43 | 76,85k | - |
| 2026-03-02 | Dawn Shannon ChapelSVP of Excess & Surplus Lines | 178,00 | 0,00 | Derivative Exercise and Retained Stock | - | 4,97k | 3,72% |
| 2026-03-02 | Dawn Shannon ChapelSVP of Excess & Surplus Lines | -72,00 | 11,77k | Derivative Exercise and Sale | 163,43 | 4,97k | - |
| 2026-02-25 | Mr. Michael James SewellCFO, Principal Accounting Officer, Exec. VP & Treasurer | -1,08k | 0,00 | Other Disposition | - | 101,63k | -1,05% |
| 2026-02-17 | Mr. Andrew Michael SchnellVP | 232,00 | 17,09k | Derivative Exercise and Retained Stock | 70,70 - 85,67 | 5,76k | 4,20% |
| 2026-02-17 | Mr. Andrew Michael SchnellVP | -397,00 | 35,14k | Derivative Exercise and Sale | 71,19 - 165,24 | 5,76k | - |
| 2026-02-12 | Chet Hogan SwisherSVP of Commercial Lines | -304,00 | 49,59k | Derivative Exercise and Sale | 163,12 | 5,27k | - |
| 2026-02-12 | Chet Hogan SwisherSVP of Commercial Lines | 610,00 | 0,00 | Derivative Exercise and Retained Stock | - | 5,27k | 13,10% |
| 2026-02-12 | Scott Alan SchulerSVP of Personal Lines | 142,00 | 0,00 | Derivative Exercise and Retained Stock | - | 1,33k | 11,92% |
| 2026-02-12 | Scott Alan SchulerSVP of Personal Lines | -74,00 | 12,07k | Derivative Exercise and Sale | 163,12 | 1,33k | - |
| 2026-02-12 | Mr. Robert Phillip SandercoxSenior VP, MD & Head of Specialty Casualty Reinsurance | 1,21k | 0,00 | Derivative Exercise and Retained Stock | - | 2,33k | 108,89% |
| 2026-02-12 | Mr. Robert Phillip SandercoxSenior VP, MD & Head of Specialty Casualty Reinsurance | -616,00 | 100,48k | Derivative Exercise and Sale | 163,12 | 2,33k | - |
| 2026-02-12 | Mr. Luyang FuSenior VP & Chief Actuary | 207,00 | 0,00 | Derivative Exercise and Retained Stock | - | 10,76k | 1,96% |
| 2026-02-12 | Mr. Luyang FuSenior VP & Chief Actuary | -106,00 | 17,29k | Derivative Exercise and Sale | 163,12 | 10,76k | - |
| 2026-02-12 | Mr. Andrew Michael SchnellVP | 417,00 | 0,00 | Derivative Exercise and Retained Stock | - | 5,53k | 8,16% |
| 2026-02-12 | Mr. Andrew Michael SchnellVP | -224,00 | 36,54k | Derivative Exercise and Sale | 163,12 | 5,53k | - |
| 2026-02-12 | Dawn Shannon ChapelSVP of Excess & Surplus Lines | 166,00 | 0,00 | Derivative Exercise and Retained Stock | - | 4,79k | 3,59% |
| 2026-02-12 | Dawn Shannon ChapelSVP of Excess & Surplus Lines | -86,00 | 14,03k | Derivative Exercise and Sale | 163,12 | 4,79k | - |
| 2026-02-12 | Angela Ossello DelaneySVP of The Cincinnati Insurance Company | 2,75k | 234,74k | Derivative Exercise and Retained Stock | 85,67 | 15,18k | 22,13% |
| 2026-02-12 | Angela Ossello DelaneySVP of The Cincinnati Insurance Company | -5,21k | 411,46k | Derivative Exercise and Sale | 71,19 - 164,01 | 15,18k | - |
| 2026-02-12 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | 1,10k | 0,00 | Derivative Exercise and Retained Stock | - | 18,36k | 6,38% |
| 2026-02-12 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | -494,00 | 80,58k | Derivative Exercise and Sale | 163,12 | 18,36k | - |
| 2026-02-12 | Mr. Marc Jon SchambowInsider | 1,56k | 123,99k | Derivative Exercise and Retained Stock | 71,19 - 85,67 | 24,34k | 6,84% |
| 2026-02-12 | Mr. Marc Jon SchambowInsider | -302,00 | 28,03k | Derivative Exercise and Sale | 71,19 - 164,01 | 24,34k | - |
| 2026-02-11 | Mr. Dirk John DebbinkLead Independent Director | 1.000,00 | 162,58k | Kauf | 162,58 | 60,56k | 1,68% |
| 2025-12-16 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | -312,00 | 0,00 | Other Disposition | - | 17,25k | -1,78% |
| 2025-12-03 | Mr. Edward Scott WilkinsIndependent Director | 140,00 | 22,93k | Kauf | 163,77 | 140,00 | - |
| 2025-11-21 | Mr. Donald Joseph DoyleSVP of The Cincinnati Insurance Company | -1,50k | 0,00 | Other Disposition | - | 45,92k | -3,16% |
| 2025-11-12 | Mr. William Harold Van Den HeuvelExec. VP | 5,09k | 360,15k | Derivative Exercise and Retained Stock | 70,70 | 36,07k | 16,45% |
| 2025-11-12 | Mr. William Harold Van Den HeuvelExec. VP | -10,38k | 997,75k | Derivative Exercise and Sale | 70,70 - 166,85 | 36,07k | - |
| 2025-11-11 | Mr. Steven Anthony SoloriaExec. VP & Chief Investment Officer | 117,00 | 11,27k | Derivative Exercise and Retained Stock | 96,32 | 14,89k | 0,79% |
| 2025-11-11 | Mr. Steven Anthony SoloriaExec. VP & Chief Investment Officer | -369,00 | 26,00k | Derivative Exercise and Sale | 96,32 - 166,78 | 14,89k | - |
| 2025-11-06 | Angela Ossello DelaneySVP of The Cincinnati Insurance Company | 148,00 | 9,10k | Derivative Exercise and Retained Stock | 61,47 | 12,41k | 1,21% |
| 2025-10-29 | Mr. Steven Justus JohnstonExecutive Chairman | 3,99k | 245,20k | Derivative Exercise and Retained Stock | 61,47 | 195,67k | 2,08% |
| 2025-10-29 | Mr. Steven Justus JohnstonExecutive Chairman | -7,78k | 697,54k | Derivative Exercise and Sale | 61,47 - 151,14 | 195,67k | - |
| 2025-10-29 | Mr. Donald Joseph DoyleSVP of The Cincinnati Insurance Company | -165,00 | 0,00 | Other Disposition | - | 47,41k | -0,35% |
| 2025-10-28 | Mr. Dirk John DebbinkLead Independent Director | 1.000,00 | 153,98k | Kauf | 153,98 | 58,48k | 1,74% |
| 2025-08-27 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | 384,00 | 27,15k | Derivative Exercise and Retained Stock | 70,70 | 17,55k | 2,24% |
| 2025-08-27 | Mr. Thomas Christopher HoganExec. VP, Chief Legal Officer & Company Secretary | -116,00 | 9,63k | Derivative Exercise and Sale | 70,70 - 153,76 | 17,55k | - |
| 2025-08-15 | Mr. Steven Anthony SoloriaExec. VP & Chief Investment Officer | 194,00 | 16,62k | Derivative Exercise and Retained Stock | 85,67 | 14,78k | 1,33% |
| 2025-08-15 | Mr. Steven Anthony SoloriaExec. VP & Chief Investment Officer | -580,00 | 39,05k | Derivative Exercise and Sale | 85,67 - 152,99 | 14,78k | - |
| 2025-08-15 | Skyler FoundationUnternehmen | -3,50k | 537,40k | Verkauf | 153,54 | 181,06k | -1,90% |
| 2025-08-04 | Mr. Michael James SewellCFO, Principal Accounting Officer, Exec. VP & Treasurer | 4,11k | 252,76k | Derivative Exercise and Retained Stock | 61,47 | 116,76k | 3,65% |
| 2025-08-04 | Mr. Michael James SewellCFO, Principal Accounting Officer, Exec. VP & Treasurer | -2,14k | 185,06k | Derivative Exercise and Sale | 61,47 - 148,15 | 116,76k | - |
| 2025-07-31 | Mr. Roger Andrew BrownSenior VP & COO of The Cincinnati Life Insurance Company | -3,10k | 103,17k | Derivative Exercise and Sale | 71,19 - 148,83 | 70,74k | - |
| 2025-07-31 | Mr. Roger Andrew BrownSenior VP & COO of The Cincinnati Life Insurance Company | -1,08k | 0,00 | Other Disposition | - | 70,74k | -1,50% |
| 2025-06-03 | Mr. Donald Joseph DoyleSVP of The Cincinnati Insurance Company | 5,60k | 398,52k | Derivative Exercise and Retained Stock | 71,19 | 47,58k | 13,33% |
| 2025-06-03 | Mr. Donald Joseph DoyleSVP of The Cincinnati Insurance Company | -13,01k | 1,03M | Derivative Exercise and Sale | 71,19 - 150,34 | 47,58k | - |