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LendingTree, Inc. (TREE) · Insider trading

What LendingTree's directors, officers and largest holders bought and sold themselves, from the Form 4 each of them files with the SEC within two business days of a trade. Open-market purchases and sales first: those are the trades somebody chose to make at the market price.

Bought, 12 months
$0
0 insiders, 0 trades
Sold, 12 months
$0
0 insiders
Net, 12 months
$0
bought less sold
Latest filing
2026-10-02
filings read to 2026-10-21

Bought and sold at the market, by month

Two years. Purchases above the line, sales below, in dollars.

2024-11: $4,829 bought 2024-11: $34,461 sold 2024-12: $661,085 bought 2025-01 2025-03: $2.04M bought 2025-05: $45,301 sold 2025-07 2025-08: $598,332 sold 2026-01 2026-07
Bought Sold Largest month: $2.04M

Who traded, two years

InsiderBoughtSold TradesLast tradeHolds after
Peyree ScottChief Operating Officer $2.04M – 10 2025-03-13 90,870
Lebda Douglas RDirector, Chairman & CEO, 10% owner $516,360 – 1 2024-12-06 121,599
Bengel JasonChief Financial Officer – $445,455 1 2025-08-25 6,517
Totman Scott V.Chief Technology Officer $144,725 – 3 2024-12-06 15,692
Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. – $144,074 5 2025-08-22 1,058
Rodriguez Diego ADirector $4,829 $88,565 3 2025-08-25 8,113

Open-market purchases and sales

Newest first. “Plan” marks a trade made under a 10b5-1 plan set up in advance.

DateInsiderTradeShares PriceValueHolds afterFiling
2025-08-25 Bengel JasonChief Financial Officer Sale 6,469 68.86 $445,455 6,517 Form 4
2025-08-25 Rodriguez Diego ADirector Sale 1,200 69.78 $83,736 8,113 Form 4
2025-08-22 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Sale 970 69.14 $67,066 1,058 Form 4
2025-08-22 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Sale 30 69.16 $2,075 1,028 Form 4
2025-05-27 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Sale 13 36.28 $472 3,265 Form 4
2025-05-27 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Sale 1,237 36.24 $44,829 2,028 Form 4
2025-03-13 Peyree ScottChief Operating Officer Buy 3,098 45.21 $140,061 90,870 Form 4
2025-03-13 Peyree ScottChief Operating Officer Buy 5,616 46.47 $260,976 96,486 Form 4
2025-03-13 Peyree ScottChief Operating Officer Buy 1,080 47.00 $50,760 97,566 Form 4
2025-03-12 Peyree ScottChief Operating Officer Buy 2,518 44.15 $111,170 79,278 Form 4
2025-03-12 Peyree ScottChief Operating Officer Buy 5,444 45.26 $246,395 84,722 Form 4
2025-03-12 Peyree ScottChief Operating Officer Buy 3,050 46.04 $140,422 87,772 Form 4
2025-03-11 Peyree ScottChief Operating Officer Buy 18,061 41.60 $751,338 73,776 Form 4
2025-03-11 Peyree ScottChief Operating Officer Buy 2,984 42.26 $126,104 76,760 Form 4
2025-03-10 Peyree ScottChief Operating Officer Buy 2,027 41.80 $84,729 52,593 Form 4
2025-03-10 Peyree ScottChief Operating Officer Buy 3,122 42.36 $132,248 55,715 Form 4
2024-12-06 Totman Scott V.Chief Technology Officer Buy 1,250 38.34 $47,925 15,692 Form 4
2024-12-06 Totman Scott V.Chief Technology Officer Buy 1,250 38.25 $47,812 16,942 Form 4
2024-12-06 Totman Scott V.Chief Technology Officer Buy 1,250 39.19 $48,988 18,192 Form 4
2024-12-06 Lebda Douglas RDirector, Chairman & CEO, 10% owner Buy 13,000 39.72 $516,360 121,599 Form 4
2024-11-11 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Sale 564 52.54 $29,633 0 Form 4
2024-11-05 Rodriguez Diego ADirector Buy 102 47.34 $4,829 4,313 Form 4/A
2024-11-05 Rodriguez Diego ADirector Sale 102 47.34 $4,829 4,109 Form 4

Grants, exercises and other transactions

Pay, tax and paperwork rather than a choice to trade at the market price. Two years.

69 × option exercise51 × shares withheld for tax7 × grant or award5 × other
Show them
DateInsiderWhatShares PriceHolds afterFiling
2026-09-30 Peyree ScottChief Executive Officer Option exercise M +4,000 – 126,983 Form 4
2026-09-30 Peyree ScottChief Executive Officer Shares withheld for tax F −1,574 24.35 125,409 Form 4
2026-06-11 Dalporto GabrielDirector Option exercise M +5,000 – 18,478 Form 4
2026-06-11 Davidson Thomas M JrDirector Option exercise M +5,000 – 18,139 Form 4
2026-06-11 Ernst Mark ADirector Option exercise M +5,000 – 49,421 Form 4
2026-06-11 Henderson RobinDirector Option exercise M +5,000 – 17,231 Form 4
2026-06-11 Ozonian StevenDirector Option exercise M +5,000 – 20,784 Form 4
2026-06-11 Rodriguez Diego ADirector Option exercise M +5,000 – 13,113 Form 4
2026-06-11 Sarasvathy SarasDirector Option exercise M +5,000 – 19,314 Form 4
2026-06-11 Thompson G KennedyDirector Option exercise M +5,000 – 18,845 Form 4
2026-03-10 Bengel JasonChief Financial Officer Option exercise M +6,666 – 17,429 Form 4
2026-03-10 Bengel JasonChief Financial Officer Shares withheld for tax F −1,896 42.65 15,533 Form 4
2026-03-10 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Option exercise M +5,666 – 9,598 Form 4
2026-03-10 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Shares withheld for tax F −1,612 42.65 7,986 Form 4
2026-03-10 Shumate CarlaChief Accounting Officer Option exercise M +4,166 – 20,785 Form 4
2026-03-10 Shumate CarlaChief Accounting Officer Shares withheld for tax F −1,185 42.65 19,600 Form 4
2026-03-10 Smith Ian MalcolmChief Operating Officer Option exercise M +3,333 – 21,316 Form 4
2026-03-10 Smith Ian MalcolmChief Operating Officer Shares withheld for tax F −989 42.65 20,327 Form 4
2026-03-10 Olmstead JillChief Human Resources Officer Option exercise M +9,999 – 43,963 Form 4
2026-03-10 Olmstead JillChief Human Resources Officer Shares withheld for tax F −3,689 42.65 40,274 Form 4
2026-03-10 Peyree ScottChief Executive Officer Option exercise M +7,499 – 122,428 Form 4
2026-03-10 Peyree ScottChief Executive Officer Shares withheld for tax F −2,962 42.65 119,466 Form 4
2026-03-10 Peyree ScottChief Executive Officer Option exercise M +5,000 – 124,466 Form 4
2026-03-10 Peyree ScottChief Executive Officer Shares withheld for tax F −1,968 42.65 122,498 Form 4
2026-03-02 Bengel JasonChief Financial Officer Option exercise M +1,000 – 11,048 Form 4
2026-03-02 Bengel JasonChief Financial Officer Shares withheld for tax F −285 37.37 10,763 Form 4
2026-03-02 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Option exercise M +938 – 4,199 Form 4
2026-03-02 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Shares withheld for tax F −267 37.37 3,932 Form 4
2026-03-02 Olmstead JillChief Human Resources Officer Option exercise M +3,750 – 35,031 Form 4
2026-03-02 Olmstead JillChief Human Resources Officer Shares withheld for tax F −1,067 37.37 33,964 Form 4
2026-03-02 Peyree ScottChief Executive Officer Option exercise M +6,875 – 116,604 Form 4
2026-03-02 Peyree ScottChief Executive Officer Shares withheld for tax F −1,675 37.37 114,929 Form 4
2026-03-02 Shumate CarlaChief Accounting Officer Option exercise M +1,250 – 16,964 Form 4
2026-03-02 Shumate CarlaChief Accounting Officer Shares withheld for tax F −345 37.37 16,619 Form 4
2026-03-02 Smith Ian MalcolmChief Operating Officer Option exercise M +1,375 – 17,983 Form 4
2026-03-01 Bengel JasonChief Financial Officer Option exercise M +4,000 – 10,517 Form 4
2026-03-01 Bengel JasonChief Financial Officer Shares withheld for tax F −1,242 37.37 9,275 Form 4
2026-03-01 Bengel JasonChief Financial Officer Option exercise M +1,167 – 10,442 Form 4
2026-03-01 Bengel JasonChief Financial Officer Shares withheld for tax F −394 37.37 10,048 Form 4
2026-03-01 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Option exercise M +3,333 – 4,361 Form 4
2026-03-01 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Shares withheld for tax F −1,100 37.37 3,261 Form 4
2026-03-01 Olmstead JillChief Human Resources Officer Option exercise M +10,000 – 34,270 Form 4
2026-03-01 Olmstead JillChief Human Resources Officer Shares withheld for tax F −2,989 37.37 31,281 Form 4
2026-03-01 Peyree ScottChief Executive Officer Option exercise M +5,667 – 111,198 Form 4
2026-03-01 Peyree ScottChief Executive Officer Shares withheld for tax F −1,469 37.37 109,729 Form 4
2026-03-01 Shumate CarlaChief Accounting Officer Option exercise M +3,333 – 16,836 Form 4
2026-03-01 Shumate CarlaChief Accounting Officer Shares withheld for tax F −1,122 37.37 15,714 Form 4
2026-03-01 Smith Ian MalcolmChief Operating Officer Option exercise M +1,500 – 16,608 Form 4
2025-12-15 Beason Marion Brent10% owner Other J −12,524 – 0 Form 4
2025-12-10 Beason Marion Brent10% owner Other J −433,159 – 0 Form 4
2025-12-10 Beason Marion Brent10% owner Other J −300,000 – 0 Form 4
2025-12-10 Greuling Megan10% owner Other J −1,325,000 – 0 Form 4
2025-12-10 Greuling Megan10% owner Other J −300,000 – 0 Form 4
2025-09-30 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +7,500 – 49,434 Form 4
2025-09-30 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −3,128 64.73 46,306 Form 4
2025-09-30 Peyree ScottChief Operating Officer Option exercise M +4,000 – 107,037 Form 4
2025-09-30 Peyree ScottChief Operating Officer Shares withheld for tax F −1,506 64.73 105,531 Form 4
2025-09-24 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +7,500 – 45,204 Form 4
2025-09-24 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −3,270 70.40 41,934 Form 4
2025-09-24 Peyree ScottChief Operating Officer Option exercise M +4,000 – 104,611 Form 4
2025-09-24 Peyree ScottChief Operating Officer Shares withheld for tax F −1,574 70.40 103,037 Form 4
2025-08-04 Bengel JasonChief Financial Officer Option exercise M +1,399 – 13,387 Form 4
2025-08-04 Bengel JasonChief Financial Officer Shares withheld for tax F −401 49.47 12,986 Form 4
2025-06-11 Henderson RobinDirector Option exercise M +5,000 – 12,231 Form 4
2025-06-11 Rodriguez Diego ADirector Option exercise M +5,000 – 9,313 Form 4
2025-06-11 Ozonian StevenDirector Option exercise M +5,000 – 15,784 Form 4
2025-06-11 Dalporto GabrielDirector Option exercise M +5,000 – 13,478 Form 4
2025-06-11 Ernst Mark ADirector Option exercise M +5,000 – 44,421 Form 4
2025-06-11 Davidson Thomas M JrDirector Option exercise M +5,000 – 13,139 Form 4
2025-06-11 Thompson G KennedyDirector Option exercise M +5,000 – 13,845 Form 4
2025-06-11 Sarasvathy SarasDirector Option exercise M +5,000 – 14,314 Form 4
2025-05-16 Peyree ScottChief Operating Officer Option exercise M +4,000 – 101,566 Form 4
2025-05-16 Peyree ScottChief Operating Officer Shares withheld for tax F −1,598 37.62 99,968 Form 4
2025-05-16 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +7,500 – 138,660 Form 4
2025-05-16 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −3,270 37.62 135,390 Form 4
2025-04-23 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +166 – 5,856 Form 4
2025-04-23 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −48 44.52 5,808 Form 4
2025-03-02 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +737 – 5,527 Form 4
2025-03-02 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −250 40.39 5,277 Form 4
2025-03-02 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +625 – 5,902 Form 4
2025-03-02 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −212 40.39 5,690 Form 4
2025-03-02 Olmstead JillChief Human Resources Officer Option exercise M +2,355 – 22,267 Form 4
2025-03-02 Olmstead JillChief Human Resources Officer Shares withheld for tax F −674 40.39 21,593 Form 4
2025-03-02 Olmstead JillChief Human Resources Officer Option exercise M +3,750 – 25,343 Form 4
2025-03-02 Olmstead JillChief Human Resources Officer Shares withheld for tax F −1,073 40.39 24,270 Form 4
2025-03-02 Totman Scott V.Chief Technology Officer Option exercise M +2,576 – 24,281 Form 4
2025-03-02 Totman Scott V.Chief Technology Officer Shares withheld for tax F −776 40.39 23,505 Form 4
2025-03-02 Totman Scott V.Chief Technology Officer Option exercise M +3,125 – 26,630 Form 4
2025-03-02 Totman Scott V.Chief Technology Officer Shares withheld for tax F −941 40.39 25,689 Form 4
2025-03-02 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Option exercise M +516 – 2,757 Form 4
2025-03-02 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Shares withheld for tax F −148 40.39 2,609 Form 4
2025-03-02 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Option exercise M +937 – 3,546 Form 4
2025-03-02 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Shares withheld for tax F −268 40.39 3,278 Form 4
2025-03-02 Peyree ScottChief Operating Officer Option exercise M +3,679 – 46,323 Form 4
2025-03-02 Peyree ScottChief Operating Officer Shares withheld for tax F −918 40.39 45,405 Form 4
2025-03-02 Peyree ScottChief Operating Officer Option exercise M +6,875 – 52,280 Form 4
2025-03-02 Peyree ScottChief Operating Officer Shares withheld for tax F −1,714 40.39 50,566 Form 4
2025-03-02 Bengel JasonChief Financial Officer Option exercise M +1,000 – 11,834 Form 4
2025-03-02 Bengel JasonChief Financial Officer Shares withheld for tax F −287 40.39 11,547 Form 4
2025-03-02 Bengel JasonChief Financial Officer Option exercise M +619 – 12,166 Form 4
2025-03-02 Bengel JasonChief Financial Officer Shares withheld for tax F −178 40.39 11,988 Form 4
2025-03-02 Shumate CarlaChief Accounting Officer Option exercise M +737 – 12,306 Form 4
2025-03-02 Shumate CarlaChief Accounting Officer Shares withheld for tax F −210 40.39 12,096 Form 4
2025-03-02 Shumate CarlaChief Accounting Officer Option exercise M +1,250 – 13,346 Form 4
2025-03-02 Shumate CarlaChief Accounting Officer Shares withheld for tax F −358 40.39 12,988 Form 4
2025-03-01 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +11,666 – 134,525 Form 4
2025-03-01 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −3,365 40.39 131,160 Form 4
2025-03-01 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +666 – 4,796 Form 4
2025-03-01 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −226 40.39 4,570 Form 4
2025-03-01 Lebda Douglas RDirector, Chairman & CEO, 10% owner Option exercise M +333 – 4,903 Form 4
2025-03-01 Lebda Douglas RDirector, Chairman & CEO, 10% owner Shares withheld for tax F −113 40.39 4,790 Form 4
2025-03-01 Olmstead JillChief Human Resources Officer Option exercise M +9,999 – 22,893 Form 4
2025-03-01 Olmstead JillChief Human Resources Officer Shares withheld for tax F −2,981 40.39 19,912 Form 4
2025-03-01 Totman Scott V.Chief Technology Officer Option exercise M +4,999 – 23,332 Form 4
2025-03-01 Totman Scott V.Chief Technology Officer Shares withheld for tax F −1,627 40.39 21,705 Form 4
2025-03-01 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Option exercise M +3,333 – 3,333 Form 4
2025-03-01 Enlow-Novitsky HeatherGeneral Counsel & Corp Sec. Shares withheld for tax F −1,092 40.39 2,241 Form 4
2025-03-01 Peyree ScottChief Operating Officer Option exercise M +5,666 – 44,192 Form 4
2025-03-01 Peyree ScottChief Operating Officer Shares withheld for tax F −1,548 40.39 42,644 Form 4
2025-03-01 Bengel JasonChief Financial Officer Option exercise M +3,999 – 11,287 Form 4
2025-03-01 Bengel JasonChief Financial Officer Shares withheld for tax F −1,223 40.39 10,064 Form 4
2025-03-01 Bengel JasonChief Financial Officer Option exercise M +1,166 – 11,230 Form 4
2025-03-01 Bengel JasonChief Financial Officer Shares withheld for tax F −396 40.39 10,834 Form 4
2025-03-01 Shumate CarlaChief Accounting Officer Option exercise M +3,333 – 12,669 Form 4
2025-03-01 Shumate CarlaChief Accounting Officer Shares withheld for tax F −1,100 40.39 11,569 Form 4
2025-01-17 Lebda Douglas RDirector, Chairman & CEO, 10% owner Grant or award A +69 40.64 122,859 Form 4
2025-01-03 Lebda Douglas RDirector, Chairman & CEO, 10% owner Grant or award A +352 39.99 122,790 Form 4
2024-12-20 Lebda Douglas RDirector, Chairman & CEO, 10% owner Grant or award A +417 39.61 122,438 Form 4
2024-12-06 Lebda Douglas RDirector, Chairman & CEO, 10% owner Grant or award A +422 39.18 122,021 Form 4
2024-11-22 Lebda Douglas RDirector, Chairman & CEO, 10% owner Grant or award A +376 43.99 108,599 Form 4
2024-11-08 Lebda Douglas RDirector, Chairman & CEO, 10% owner Grant or award A +348 47.42 108,223 Form 4
2024-10-25 Lebda Douglas RDirector, Chairman & CEO, 10% owner Grant or award A +310 53.37 107,875 Form 4

How to read it

Buy, sale
Code P and S on the form: shares bought or sold in the market, at the market price. The other codes are mostly pay (a grant, an option exercised) or tax (shares the company withheld), and say little about what the insider thinks of the price.
Plan
A sale or purchase under a Rule 10b5-1 plan, set up in advance and running on its own schedule. Since April 2023 the form has a box for it. Much executive selling is planned and says more about diversifying than about the company.
Holds after
The shares the insider still held after the trade, in the form the trade was in (directly, or indirectly through a trust or a fund).
Value
Shares times the price the form reports, which is often an average over several fills on the day.

Read from the SEC's own quarterly data sets of Forms 3, 4 and 5, and from each day's filings since the last one. A correcting amendment replaces the lines it restates. Every row links to its filing. None of this is advice: insiders sell for many reasons, and buy for fewer.

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