LendingTree's three largest insider shareholders as of May 23, 2026 are Douglas R Lebda (Chairman Ceo, 1.01Mn shares), Douglas R Lebda (Chairman Ceo, 214.86K shares), Scott Peyree (Chief Executive Officer, 122.50K shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Douglas R Lebda | Chairman Ceo | 0 | 1,005,374 | 08 Dec, 2022 |
| Mark A Ernst | - | 44,421 | 0 | 13 Jun, 2025 |
| G Kennedy Thompson | - | 13,845 | 0 | 13 Jun, 2025 |
| Steven Ozonian | - | 15,784 | 0 | 13 Jun, 2025 |
| Gabriel Dalporto | Chief Financial Officer | 13,478 | 0 | 13 Jun, 2025 |
| Lisa M. Young | General Counsel | 3,456 | 0 | 06 Mar, 2023 |
| Robin Henderson | - | 12,231 | 0 | 13 Jun, 2025 |
| Neil Salvage | President, Lt Marketplace | 2,025 | 0 | 04 Nov, 2021 |
| Saras Sarasvathy | - | 14,314 | 0 | 13 Jun, 2025 |
| Thomas M Jr Davidson | - | 13,139 | 0 | 13 Jun, 2025 |
| Shiv Singh | Chief Marketing Officer | 1,494 | 0 | 11 Jan, 2023 |
| J D Moriarty | Chief Operating Officer | 12,209 | 0 | 06 Mar, 2023 |
| Jill Olmstead | Chief Human Resources Officer | 40,274 | 0 | 12 Mar, 2026 |
| Trent Ziegler | Chief Financial Officer | 359 | 0 | 05 Jun, 2024 |
| Scott Peyree | Chief Executive Officer | 122,498 | 0 | 12 Mar, 2026 |
| Diego A Rodriguez | - | 8,113 | 0 | 26 Aug, 2025 |
| Scott V. Totman | Chief Technology Officer | 25,689 | 0 | 04 Mar, 2025 |
| Heather Enlow-Novitsky | General Counsel Corp Sec. | 7,986 | 0 | 12 Mar, 2026 |
| Jason Bengel | Chief Financial Officer | 15,533 | 0 | 12 Mar, 2026 |
| Ian Malcolm Smith | Chief Operating Officer | 20,327 | 0 | 12 Mar, 2026 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 10 Mar, 2026 | Jill Olmstead | Common Stock | A | 9,999 | - | 43,963 | D | M |
| 10 Mar, 2026 | Heather Enlow-Novitsky | Common Stock | A | 5,666 | - | 9,598 | D | M |
| 10 Mar, 2026 | Ian Malcolm Smith | Common Stock | A | 3,333 | - | 21,316 | D | M |
| 10 Mar, 2026 | Ian Malcolm Smith | Common Stock | A | 3,333 | - | 21,316 | D | M |
| 10 Mar, 2026 | Jill Olmstead | Common Stock | A | 9,999 | - | 43,963 | D | M |
| 10 Mar, 2026 | Jason Bengel | Common Stock | A | 6,666 | - | 17,429 | D | M |
| 10 Mar, 2026 | Scott Peyree | Common Stock | A | 7,499 | - | 122,428 | D | M |
| 10 Mar, 2026 | Scott Peyree | Common Stock | A | 7,499 | - | 122,428 | D | M |
| 10 Mar, 2026 | Ian Malcolm Smith | Common Stock | D | 989 | $42.65 | 20,327 | D | F |
| 10 Mar, 2026 | Jill Olmstead | Common Stock | D | 3,689 | $42.65 | 40,274 | D | F |
| 10 Mar, 2026 | Jill Olmstead | Common Stock | D | 3,689 | $42.65 | 40,274 | D | F |
| 10 Mar, 2026 | Jason Bengel | Common Stock | D | 1,896 | $42.65 | 15,533 | D | F |
| 10 Mar, 2026 | Ian Malcolm Smith | Common Stock | D | 989 | $42.65 | 20,327 | D | F |
| 10 Mar, 2026 | Heather Enlow-Novitsky | Common Stock | D | 1,612 | $42.65 | 7,986 | D | F |
| 10 Mar, 2026 | Scott Peyree | Common Stock | D | 2,962 | $42.65 | 119,466 | D | F |
| 10 Mar, 2026 | Scott Peyree | Common Stock | D | 2,962 | $42.65 | 119,466 | D | F |
| 10 Mar, 2026 | Ian Malcolm Smith | Restricted Stock Units | D | 3,333 | $0.00 | 6,667 | D | M |
| 10 Mar, 2026 | Scott Peyree | Common Stock | A | 5,000 | - | 124,466 | D | M |
| 10 Mar, 2026 | Ian Malcolm Smith | Restricted Stock Units | D | 3,333 | $0.00 | 6,667 | D | M |
| 10 Mar, 2026 | Jill Olmstead | Restricted Stock Units | D | 9,999 | $0.00 | 20,001 | D | M |