| Date | Insider | Title | Code | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Jun 30, 2026 | LEFEVRE DEBORAH L. HALL | Director | A | 505 | $138.9400 | $70.16K |
| Jun 30, 2026 | CONNELLY ELIZABETH H. | Director | A | 474 | $138.9400 | $65.86K |
| Jun 30, 2026 | CRIST PETER D | Director | A | 710 | $138.9400 | $98.65K |
| Jun 30, 2026 | WASHINGTON ALEX E III | Director | A | 534 | $138.9400 | $74.19K |
| Jun 30, 2026 | KENNEY BRIAN A | Director | A | 488 | $138.9400 | $67.80K |
| Jun 30, 2026 | GLABE MARLA F | Director | A | 416 | $138.9400 | $57.80K |
| Jun 30, 2026 | RICHTER DAVID S | Director | A | 424 | $138.9400 | $58.91K |
| Jun 30, 2026 | TEGLIA KARIN GUSTAFSON | Director | A | 485 | $138.9400 | $67.39K |
| Jun 30, 2026 | Kohl Laura A. | Director | A | 399 | $138.9400 | $55.44K |
| Jun 30, 2026 | MCKINNEY SUZET M | Director | A | 408 | $138.9400 | $56.69K |
| Jun 30, 2026 | Smith Gregory A | Director | A | 447 | $138.9400 | $62.11K |
| May 28, 2026 | WEHMER EDWARD J | FOUNDER AND SENIOR ADVISOR | A | 220 | $150.6900 | $33.15K |
| May 28, 2026 | DYKSTRA DAVID A | VICE CHAIRMAN AND COO | A | 154 | $150.6900 | $23.21K |
| May 5, 2026 | MURPHY RICHARD B | VICE CHAIR,CHIEF LENDING OFC | G | 1,661 | $0.0000 | $0.00 |
| May 4, 2026 | MCKINNEY SUZET M | Director | S | 500 | $148.9600 | $74.48K |
| Apr 27, 2026 | DYKSTRA DAVID A | VICE CHAIRMAN AND COO | S | 9,579 | $148.8200 | $1.43M |
| Apr 23, 2026 | STOEHR DAVID L | CHIEF FINANCIAL OFFICER | S | 3,020 | $150.4500 | $454.36K |
| Mar 31, 2026 | HACKETT H PATRICK JR | Director | A | 12 | $139.8200 | $1.68K |
| Mar 31, 2026 | RICHTER DAVID S | Director | A | 405 | $139.8200 | $56.63K |
| Mar 31, 2026 | WASHINGTON ALEX E III | Director | A | 524 | $139.8200 | $73.27K |
| Mar 31, 2026 | DOYLE WILLIAM J | Director | A | 466 | $139.8200 | $65.16K |
| Mar 31, 2026 | TEGLIA KARIN GUSTAFSON | Director | A | 479 | $139.8200 | $66.97K |
| Mar 31, 2026 | KENNEY BRIAN A | Director | A | 438 | $139.8200 | $61.24K |
| Mar 31, 2026 | Kohl Laura A. | Director | A | 395 | $139.8200 | $55.23K |
| Mar 31, 2026 | CONNELLY ELIZABETH H. | Director | A | 470 | $139.8200 | $65.72K |
| Mar 31, 2026 | GLABE MARLA F | Director | A | 412 | $139.8200 | $57.60K |
| Mar 31, 2026 | Smith Gregory A | Director | A | 438 | $139.8200 | $61.24K |
| Mar 31, 2026 | CRIST PETER D | Director | A | 703 | $139.8200 | $98.29K |
| Mar 31, 2026 | LEFEVRE DEBORAH L. HALL | Director | A | 500 | $139.8200 | $69.91K |
| Mar 31, 2026 | MCKINNEY SUZET M | Director | A | 404 | $139.8200 | $56.49K |
| Mar 27, 2026 | WEHMER EDWARD J | FOUNDER AND SENIOR ADVISOR | F | 5,929 | $132.9800 | $788.44K |
| Mar 4, 2026 | Hahnfeld Jeffrey D | EVP-CONTROLLER & CHIEF ACC OFF | S | 530 | $145.6500 | $77.19K |
| Mar 2, 2026 | MURPHY RICHARD B | VICE CHAIR,CHIEF LENDING OFC | S | 3,979 | $147.1200 | $585.39K |
| Feb 25, 2026 | Hahnfeld Jeffrey D | EVP-CONTROLLER & CHIEF ACC OFF | F | 222 | $149.8300 | $33.26K |
| Feb 25, 2026 | Boege Kathleen M | EVP, CHIEF LEGAL OFC, AND SEC | F | 1,916 | $149.8300 | $287.07K |
| Feb 25, 2026 | Lee David Eric | VICE CHAIR, WINTRUST FINANCIAL | F | 356 | $149.8300 | $53.34K |
| Feb 25, 2026 | STOEHR DAVID L | CHIEF FINANCIAL OFFICER | F | 2,405 | $149.8300 | $360.34K |
| Feb 25, 2026 | MURPHY RICHARD B | VICE CHAIR,CHIEF LENDING OFC | F | 3,166 | $149.8300 | $474.36K |
| Feb 25, 2026 | CRANE TIMOTHY | PRESIDENT & CEO | F | 8,506 | $149.8300 | $1.27M |
| Feb 25, 2026 | ZIDAR THOMAS P | CHAIRMAN SR MKT HD WEALTH -MTG | F | 1,632 | $149.8300 | $244.52K |
| Feb 25, 2026 | DYKSTRA DAVID A | VICE CHAIRMAN AND COO | F | 4,172 | $149.8300 | $625.09K |
| Feb 20, 2026 | DYKSTRA DAVID A | VICE CHAIRMAN AND COO | A | 151 | $153.4900 | $23.18K |
| Feb 20, 2026 | WEHMER EDWARD J | FOUNDER AND SENIOR ADVISOR | A | 263 | $153.4900 | $40.37K |
| Feb 4, 2026 | Boege Kathleen M | EVP, CHIEF LEGAL OFC, AND SEC | G | 1,000 | $0.0000 | $0.00 |
| Feb 4, 2026 | Boege Kathleen M | EVP, CHIEF LEGAL OFC, AND SEC | S | 5,000 | $159.6100 | $798.05K |
| Jan 30, 2026 | Lee David Eric | VICE CHAIR, WINTRUST FINANCIAL | S | 558 | $147.4200 | $82.26K |
| Jan 29, 2026 | STOEHR DAVID L | CHIEF FINANCIAL OFFICER | S | 2,499 | $146.1600 | $365.25K |
| Jan 29, 2026 | MURPHY RICHARD B | VICE CHAIR,CHIEF LENDING OFC | S | 3,291 | $146.0500 | $480.65K |
| Jan 29, 2026 | Boege Kathleen M | EVP, CHIEF LEGAL OFC, AND SEC | S | 2,066 | $146.3700 | $302.40K |
| Jan 29, 2026 | Boege Kathleen M | EVP, CHIEF LEGAL OFC, AND SEC | S | 2,934 | $146.3900 | $429.51K |