Lendingtree Inc
NASDAQ: TREE · FINANCIAL SERVICES · FINANCIAL CONGLOMERATES
Updated 2026-06-03
Lendingtree Inc (TREE) Insider transactions
All transactions
| Date | Insider | Title | Type | Shares | Price | Value |
|---|---|---|---|---|---|---|
| 2026-03-10 | SMITH, IAN MALCOLM | Chief Operating Officer | Sale | 3,333 | — | — |
| 2026-03-10 | SMITH, IAN MALCOLM | Chief Operating Officer | Buy | 3,333 | — | — |
| 2026-03-10 | SMITH, IAN MALCOLM | Chief Operating Officer | Sale | 989 | $42.65 | $42180.85 |
| 2026-03-10 | SHUMATE, CARLA | Chief Accounting Officer | Sale | 4,166 | — | — |
| 2026-03-10 | SHUMATE, CARLA | Chief Accounting Officer | Buy | 4,166 | — | — |
| 2026-03-10 | SHUMATE, CARLA | Chief Accounting Officer | Sale | 1,185 | $42.65 | $50540.25 |
| 2026-03-10 | PEYREE, SCOTT | Chief Executive Officer | Sale | 7,499 | — | — |
| 2026-03-10 | PEYREE, SCOTT | Chief Executive Officer | Sale | 5,000 | — | — |
| 2026-03-10 | PEYREE, SCOTT | Chief Executive Officer | Buy | 7,499 | — | — |
| 2026-03-10 | PEYREE, SCOTT | Chief Executive Officer | Buy | 5,000 | — | — |
| 2026-03-10 | PEYREE, SCOTT | Chief Executive Officer | Sale | 2,962 | $42.65 | $126329.30 |
| 2026-03-10 | PEYREE, SCOTT | Chief Executive Officer | Sale | 1,968 | $42.65 | $83935.20 |
| 2026-03-10 | OLMSTEAD, JILL | Chief Human Resources Officer | Sale | 9,999 | — | — |
| 2026-03-10 | OLMSTEAD, JILL | Chief Human Resources Officer | Buy | 9,999 | — | — |
| 2026-03-10 | OLMSTEAD, JILL | Chief Human Resources Officer | Sale | 3,689 | $42.65 | $157335.85 |
| 2026-03-10 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 5,666 | — | — |
| 2026-03-10 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Buy | 5,666 | — | — |
| 2026-03-10 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 1,612 | $42.65 | $68751.80 |
| 2026-03-10 | BENGEL, JASON | Chief Financial Officer | Sale | 6,666 | — | — |
| 2026-03-10 | BENGEL, JASON | Chief Financial Officer | Buy | 6,666 | — | — |
| 2026-03-10 | BENGEL, JASON | Chief Financial Officer | Sale | 1,896 | $42.65 | $80864.40 |
| 2026-03-05 | SMITH, IAN MALCOLM | Chief Operating Officer | Buy | 10,000 | — | — |
| 2026-03-05 | SMITH, IAN MALCOLM | Chief Operating Officer | Buy | 17,500 | — | — |
| 2026-03-05 | SHUMATE, CARLA | Chief Accounting Officer | Buy | 15,000 | — | — |
| 2026-03-05 | PEYREE, SCOTT | Chief Executive Officer | Buy | 30,000 | — | — |
| 2026-03-05 | PEYREE, SCOTT | Chief Executive Officer | Buy | 45,300 | — | — |
| 2026-03-05 | OLMSTEAD, JILL | Chief Human Resources Officer | Buy | 20,000 | — | — |
| 2026-03-05 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Buy | 20,000 | — | — |
| 2026-03-05 | BENGEL, JASON | Chief Financial Officer | Buy | 30,000 | — | — |
| 2026-03-02 | SMITH, IAN MALCOLM | Chief Operating Officer | Sale | 1,375 | — | — |
| 2026-03-02 | SMITH, IAN MALCOLM | Chief Operating Officer | Buy | 1,375 | — | — |
| 2026-03-02 | SHUMATE, CARLA | Chief Accounting Officer | Sale | 1,250 | — | — |
| 2026-03-02 | SHUMATE, CARLA | Chief Accounting Officer | Buy | 1,250 | — | — |
| 2026-03-02 | SHUMATE, CARLA | Chief Accounting Officer | Sale | 345 | $37.37 | $12892.65 |
| 2026-03-02 | PEYREE, SCOTT | Chief Executive Officer | Sale | 6,875 | — | — |
| 2026-03-02 | PEYREE, SCOTT | Chief Executive Officer | Buy | 6,875 | — | — |
| 2026-03-02 | PEYREE, SCOTT | Chief Executive Officer | Sale | 1,675 | $37.37 | $62594.75 |
| 2026-03-02 | OLMSTEAD, JILL | Chief Human Resources Officer | Sale | 3,750 | — | — |
| 2026-03-02 | OLMSTEAD, JILL | Chief Human Resources Officer | Buy | 3,750 | — | — |
| 2026-03-02 | OLMSTEAD, JILL | Chief Human Resources Officer | Sale | 1,067 | $37.37 | $39873.79 |
| 2026-03-02 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 938 | — | — |
| 2026-03-02 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Buy | 938 | — | — |
| 2026-03-02 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 267 | $37.37 | $9977.79 |
| 2026-03-02 | BENGEL, JASON | Chief Financial Officer | Sale | 1,000 | — | — |
| 2026-03-02 | BENGEL, JASON | Chief Financial Officer | Buy | 1,000 | — | — |
| 2026-03-02 | BENGEL, JASON | Chief Financial Officer | Sale | 285 | $37.37 | $10650.45 |
| 2026-03-01 | SMITH, IAN MALCOLM | Chief Operating Officer | Sale | 1,500 | — | — |
| 2026-03-01 | SMITH, IAN MALCOLM | Chief Operating Officer | Buy | 1,500 | — | — |
| 2026-03-01 | SHUMATE, CARLA | Chief Accounting Officer | Sale | 3,333 | — | — |
| 2026-03-01 | SHUMATE, CARLA | Chief Accounting Officer | Buy | 3,333 | — | — |
| 2026-03-01 | SHUMATE, CARLA | Chief Accounting Officer | Sale | 1,122 | $37.37 | $41929.14 |
| 2026-03-01 | PEYREE, SCOTT | Chief Executive Officer | Sale | 5,667 | — | — |
| 2026-03-01 | PEYREE, SCOTT | Chief Executive Officer | Buy | 5,667 | — | — |
| 2026-03-01 | PEYREE, SCOTT | Chief Executive Officer | Sale | 1,469 | $37.37 | $54896.53 |
| 2026-03-01 | OLMSTEAD, JILL | Chief Human Resources Officer | Sale | 10,000 | — | — |
| 2026-03-01 | OLMSTEAD, JILL | Chief Human Resources Officer | Buy | 10,000 | — | — |
| 2026-03-01 | OLMSTEAD, JILL | Chief Human Resources Officer | Sale | 2,989 | $37.37 | $111698.93 |
| 2026-03-01 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 3,333 | — | — |
| 2026-03-01 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Buy | 3,333 | — | — |
| 2026-03-01 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 1,100 | $37.37 | $41107.00 |
| 2026-03-01 | BENGEL, JASON | Chief Financial Officer | Sale | 4,000 | — | — |
| 2026-03-01 | BENGEL, JASON | Chief Financial Officer | Sale | 1,167 | — | — |
| 2026-03-01 | BENGEL, JASON | Chief Financial Officer | Buy | 4,000 | — | — |
| 2026-03-01 | BENGEL, JASON | Chief Financial Officer | Sale | 1,242 | $37.37 | $46413.54 |
| 2026-03-01 | BENGEL, JASON | Chief Financial Officer | Buy | 1,167 | — | — |
| 2026-03-01 | BENGEL, JASON | Chief Financial Officer | Sale | 394 | $37.37 | $14723.78 |
| 2026-02-24 | LEBDA, DOUGLAS R | Director, Chairman & CEO, 10% Owner | Buy | 5,973 | — | — |
| 2025-12-31 | PEYREE, SCOTT | CEO & President | Buy | 45,000 | — | — |
| 2025-12-15 | BEASON, MARION BRENT | 10% Owner | Sale | 12,524 | — | — |
| 2025-12-10 | GREULING, MEGAN | 10% Owner | Sale | 1,325,000 | — | — |
| 2025-12-10 | GREULING, MEGAN | 10% Owner | Sale | 300,000 | — | — |
| 2025-12-10 | BEASON, MARION BRENT | 10% Owner | Sale | 433,159 | — | — |
| 2025-12-10 | BEASON, MARION BRENT | 10% Owner | Sale | 300,000 | — | — |
| 2025-12-03 | OLMSTEAD, JILL | Chief Human Resources Officer | Buy | 5,250 | — | — |
| 2025-12-03 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Buy | 3,500 | — | — |
| 2025-12-03 | BENGEL, JASON | Chief Financial Officer | Buy | 5,250 | — | — |
| 2025-11-03 | OZONIAN, STEVEN | Director | Buy | 1,000 | — | — |
| 2025-09-30 | PEYREE, SCOTT | Chief Operating Officer | Sale | 4,000 | — | — |
| 2025-09-30 | PEYREE, SCOTT | Chief Operating Officer | Buy | 4,000 | — | — |
| 2025-09-30 | PEYREE, SCOTT | Chief Operating Officer | Sale | 1,506 | $64.73 | $97483.38 |
| 2025-09-30 | LEBDA, DOUGLAS R | Director, Chairman & CEO, 10% Owner | Sale | 7,500 | — | — |
| 2025-09-30 | LEBDA, DOUGLAS R | Director, Chairman & CEO, 10% Owner | Buy | 7,500 | — | — |
| 2025-09-30 | LEBDA, DOUGLAS R | Director, Chairman & CEO, 10% Owner | Sale | 3,128 | $64.73 | $202475.44 |
| 2025-09-24 | PEYREE, SCOTT | Chief Operating Officer | Sale | 4,000 | — | — |
| 2025-09-24 | PEYREE, SCOTT | Chief Operating Officer | Buy | 4,000 | — | — |
| 2025-09-24 | PEYREE, SCOTT | Chief Operating Officer | Sale | 1,574 | $70.40 | $110809.60 |
| 2025-09-24 | LEBDA, DOUGLAS R | Director, Chairman & CEO, 10% Owner | Sale | 7,500 | — | — |
| 2025-09-24 | LEBDA, DOUGLAS R | Director, Chairman & CEO, 10% Owner | Buy | 7,500 | — | — |
| 2025-09-24 | LEBDA, DOUGLAS R | Director, Chairman & CEO, 10% Owner | Sale | 3,270 | $70.40 | $230208.00 |
| 2025-08-25 | RODRIGUEZ, DIEGO A | Director | Sale | 1,200 | $69.78 | $83736.00 |
| 2025-08-25 | BENGEL, JASON | Chief Financial Officer | Sale | 6,469 | $68.86 | $445455.34 |
| 2025-08-22 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 970 | $69.14 | $67065.80 |
| 2025-08-22 | ENLOW-NOVITSKY, HEATHER | General Counsel & Corp Sec. | Sale | 30 | $69.16 | $2074.80 |
| 2025-08-04 | BENGEL, JASON | Chief Financial Officer | Sale | 1,399 | — | — |
| 2025-08-04 | BENGEL, JASON | Chief Financial Officer | Buy | 1,399 | — | — |
| 2025-08-04 | BENGEL, JASON | Chief Financial Officer | Sale | 401 | $49.47 | $19837.47 |
| 2025-06-11 | THOMPSON, G KENNEDY | Director | Sale | 5,000 | — | — |
| 2025-06-11 | THOMPSON, G KENNEDY | Director | Buy | 5,000 | — | — |
| 2025-06-11 | SARASVATHY, SARAS | Director | Buy | 5,000 | — | — |
| 2025-06-11 | SARASVATHY, SARAS | Director | Buy | 5,000 | — | — |
Frequently asked questions
Are TREE insiders buying or selling?
Over the transactions on record, TREE insiders have been net sellers, with about $2.32M in stock sold across 58 sales. The entries tagged as buys are stock grants and option exercises recorded at $0, not open-market purchases.
Does insider selling at TREE mean the stock will fall?
Not by itself. Most executive selling is pre-scheduled through 10b5-1 plans filed months in advance, and insiders sell for diversification, taxes, and liquidity far more often than out of any view on the price. Insider buying is the stronger signal, especially when several insiders buy around the same time, because there is usually only one reason to put personal cash into the stock.
Which TREE insiders are selling the most?
Recent selling is concentrated in a few names. BENGEL, JASON accounts for the largest share on record, with about $617944.98 sold. Selling by one or two individuals matters less than broad selling across the whole leadership team, which is the pattern worth watching.