Insider at

04

Insider transactions

05
0 buys (P) 6 sells (S) Net: $-8,582,453 + 37 non-open-market transactions below last 12 months, based on the transactions shown below

Price change vs current quote, split-adjusted for corporate actions since the filing — not benchmarked, not annualized, not size-weighted

37 other filings hidden
DateTickerCodeSharesPriceValue Owned afterΔ ownA/Dvs now
Sept. 3, 2026 LMND S 1,893 $54.63 $103,415 172,370 Direct -1.09% Disposed -14.9% (price as of 2026-10-02)
July 7, 2026 LMND S 10b5-1 73,000 $79.18 $5,780,140 174,263 Direct -29.52% Disposed -41.3% (price as of 2026-10-02)
June 3, 2026 LMND S 2,227 $53.17 $118,410 247,263 Direct -0.89% Disposed -12.6% (price as of 2026-10-02)
March 3, 2026 LMND S 2,135 $50.12 $107,006 249,490 Direct -0.85% Disposed -7.2% (price as of 2026-10-02)
Dec. 2, 2025 LMND S 2,862 $72.74 $208,182 251,625 Direct -1.12% Disposed -36.1% (price as of 2026-10-02)
Nov. 11, 2025 LMND S 30,000 $75.51 $2,265,300 0 Indirect -100.00% Disposed -38.4% (price as of 2026-10-02)
Sept. 3, 2025 LMND S 2,906 $50.34 $146,288 260,487 Direct -1.10% Disposed -7.6% (price as of 2026-10-02)
July 21, 2025 LMND S 10b5-1 1,000 $42.70 $42,700 263,393 Direct -0.38% Disposed 8.9% (price as of 2026-10-02)
July 18, 2025 LMND S 10b5-1 6,000 $42.50 $255,000 263,393 Direct -2.23% Disposed 9.4% (price as of 2026-10-02)
July 14, 2025 LMND S 10b5-1 5,000 $38.16 $190,800 263,393 Direct -1.86% Disposed 21.8% (price as of 2026-10-02)
July 7, 2025 LMND S 10b5-1 5,000 $42.28 $211,400 269,393 Direct -1.82% Disposed 10.0% (price as of 2026-10-02)
July 7, 2025 LMND S 10b5-1 6,000 $42.50 $255,000 263,393 Direct -2.23% Disposed 9.4% (price as of 2026-10-02)
June 30, 2025 LMND S 10b5-1 11,000 $42.69 $469,590 263,393 Direct -4.01% Disposed 8.9% (price as of 2026-10-02)
June 23, 2025 LMND S 10b5-1 11,000 $43.36 $476,960 263,393 Direct -4.01% Disposed 7.2% (price as of 2026-10-02)
June 16, 2025 LMND S 10b5-1 5,000 $41.06 $205,300 269,393 Direct -1.82% Disposed 13.2% (price as of 2026-10-02)
June 16, 2025 LMND S 10b5-1 6,000 $42.50 $255,000 263,393 Direct -2.23% Disposed 9.4% (price as of 2026-10-02)
June 11, 2025 LMND S 10b5-1 6,000 $42.50 $255,000 263,393 Direct -2.23% Disposed 9.4% (price as of 2026-10-02)
June 9, 2025 LMND S 10b5-1 5,000 $40.30 $201,500 263,393 Direct -1.86% Disposed 15.4% (price as of 2026-10-02)
June 5, 2025 LMND S 10b5-1 5,000 $37.50 $187,500 263,393 Direct -1.86% Disposed 24.0% (price as of 2026-10-02)
June 3, 2025 LMND S 1,916 $35.25 $67,539 263,393 Direct -0.72% Disposed 31.9% (price as of 2026-10-02)
March 24, 2025 LMND S 10b5-1 5,000 $37.50 $187,500 265,309 Direct -1.85% Disposed 24.0% (price as of 2026-10-02)
March 4, 2025 LMND S 6,243 $33.79 $210,951 265,309 Direct -2.30% Disposed 37.6% (price as of 2026-10-02)
Sept. 10, 2024 LMND S 2,050 $18.24 $37,392 271,552 Direct -0.75% Disposed 154.9% (price as of 2026-10-02)
June 14, 2024 LMND P 5,000 $14.40 $72,000 30,000 Indirect +20.00% Acquired 222.8% (price as of 2026-10-02)
June 13, 2024 LMND P 15,000 $15.51 $232,650 25,000 Indirect +150.00% Acquired 199.7% (price as of 2026-10-02)
June 4, 2024 LMND S 2,077 $16.03 $33,294 273,602 Direct -0.75% Disposed 190.0% (price as of 2026-10-02)
March 6, 2024 LMND P 10,000 $16.54 $165,400 10,000 Indirect · Acquired 181.1% (price as of 2026-10-02)
March 5, 2024 LMND S 2,161 $16.52 $35,700 275,679 Direct -0.78% Disposed 181.4% (price as of 2026-10-02)
Dec. 5, 2023 LMND S 1,746 $17.70 $30,904 277,840 Direct -0.62% Disposed 162.7% (price as of 2026-10-02)
Sept. 7, 2023 LMND S 1,968 $13.68 $26,922 279,586 Direct -0.70% Disposed 239.8% (price as of 2026-10-02)
June 5, 2023 LMND S 1,474 $18.26 $26,915 268,581 Direct -0.55% Disposed 154.6% (price as of 2026-10-02)
March 7, 2023 LMND S 1,945 $14.94 $29,058 270,055 Direct -0.72% Disposed 211.2% (price as of 2026-10-02)
Nov. 3, 2021 LMND S 10b5-1 5,000 $72.00 $360,000 215,000 Direct -2.27% Disposed -35.4% (price as of 2026-10-02)
Nov. 3, 2021 LMND S 10b5-1 5,000 $73.90 $369,500 210,000 Direct -2.33% Disposed -37.1% (price as of 2026-10-02)
Nov. 3, 2021 LMND S 10b5-1 5,000 $78.90 $394,500 205,000 Direct -2.38% Disposed -41.1% (price as of 2026-10-02)
Nov. 1, 2021 LMND S 10b5-1 5,000 $63.90 $319,500 220,000 Direct -2.22% Disposed -27.2% (price as of 2026-10-02)
Oct. 29, 2021 RENT P 5,000 $21.00 $105,000 72,838 Direct +7.37% Acquired -99.6% (price as of 2026-10-02)
Oct. 18, 2021 LMND S 10b5-1 5,000 $64.97 $324,850 225,000 Direct -2.17% Disposed -28.4% (price as of 2026-10-02)
Jan. 19, 2021 LMND S 50,000 $159.43 $7,971,500 230,000 Direct -17.86% Disposed -70.8% (price as of 2026-10-02)
Dec. 3, 2020 LMND S 10b5-1 9,900 $69.00 $683,100 290,000 Direct -3.30% Disposed -32.6% (price as of 2026-10-02)
Dec. 3, 2020 LMND S 10b5-1 10,000 $79.00 $790,000 280,000 Direct -3.45% Disposed -41.2% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 2,072 $63.81 $132,214 317,928 Direct -0.65% Disposed -27.1% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 3,707 $64.62 $239,546 314,221 Direct -1.17% Disposed -28.1% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 1,621 $65.67 $106,451 312,600 Direct -0.52% Disposed -29.2% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 1,400 $66.90 $93,660 311,200 Direct -0.45% Disposed -30.5% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 600 $68.06 $40,836 310,600 Direct -0.19% Disposed -31.7% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 600 $68.70 $41,220 310,000 Direct -0.19% Disposed -32.3% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 2,444 $63.90 $156,172 307,556 Direct -0.79% Disposed -27.2% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 3,950 $64.74 $255,723 303,606 Direct -1.28% Disposed -28.2% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 1,106 $65.75 $72,720 302,500 Direct -0.36% Disposed -29.3% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 1,300 $66.90 $86,970 301,200 Direct -0.43% Disposed -30.5% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 700 $68.08 $47,656 300,500 Direct -0.23% Disposed -31.7% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 500 $68.76 $34,380 300,000 Direct -0.17% Disposed -32.4% (price as of 2026-10-02)
Dec. 1, 2020 LMND S 10b5-1 100 $69.00 $6,900 299,900 Direct -0.03% Disposed -32.6% (price as of 2026-10-02)
Nov. 24, 2020 LMND S 10b5-1 10,000 $69.04 $690,400 320,000 Direct -3.03% Disposed -32.7% (price as of 2026-10-02)
Nov. 17, 2020 LMND S 10b5-1 1,200 $62.99 $75,588 348,800 Direct -0.34% Disposed -26.2% (price as of 2026-10-02)
Nov. 17, 2020 LMND S 10b5-1 2,383 $64.02 $152,560 346,417 Direct -0.68% Disposed -27.4% (price as of 2026-10-02)
Nov. 17, 2020 LMND S 10b5-1 5,817 $64.84 $377,174 340,600 Direct -1.68% Disposed -28.3% (price as of 2026-10-02)
Nov. 17, 2020 LMND S 10b5-1 600 $65.58 $39,348 340,000 Direct -0.18% Disposed -29.1% (price as of 2026-10-02)
Nov. 17, 2020 LMND S 10b5-1 1,300 $63.16 $82,108 338,700 Direct -0.38% Disposed -26.4% (price as of 2026-10-02)
Nov. 17, 2020 LMND S 10b5-1 4,700 $64.24 $301,928 334,000 Direct -1.39% Disposed -27.6% (price as of 2026-10-02)
Nov. 17, 2020 LMND S 10b5-1 4,000 $64.88 $259,520 330,000 Direct -1.20% Disposed -28.3% (price as of 2026-10-02)
March 4, 2015 SSTK S 2,067 $58.54 $121,002 14,651 Direct -12.36% Disposed -93.5% (price as of 2026-10-02)

Showing latest 100 of 284 transactions

P = Open-market purchase · S = Sale · A = Grant/award · M = Option exercise · G = Gift · F = Tax withholding

Insider transactions are not a recommendation; sales are often driven by liquidity or tax reasons.

Derivative holdings (Form 4 Table II) Options, RSUs and convertible securities reported on Form 4 Table II.

06
DateTickerSecurityUnderlying Exercise priceExpirationSharesA/D
Aug. 21, 2025 LMND STOCK OPTION COMMON STOCK (127,780) $59.74 Aug. 18, 2035 127,780 Acquired
July 21, 2025 LMND STOCK OPTION COMMON STOCK (1,000) $23.69 Sept. 25, 2029 1,000 Disposed
July 18, 2025 LMND STOCK OPTION COMMON STOCK (6,000) $23.69 Sept. 25, 2029 6,000 Disposed
July 14, 2025 LMND STOCK OPTION COMMON STOCK (5,000) $23.69 Sept. 25, 2029 5,000 Disposed
July 7, 2025 LMND STOCK OPTION COMMON STOCK (11,000) $23.69 Sept. 25, 2029 11,000 Disposed
June 30, 2025 LMND STOCK OPTION COMMON STOCK (11,000) $23.69 Sept. 25, 2029 11,000 Disposed
June 23, 2025 LMND STOCK OPTION COMMON STOCK (11,000) $23.69 Sept. 25, 2029 11,000 Disposed
June 16, 2025 LMND STOCK OPTION COMMON STOCK (11,000) $23.69 Sept. 25, 2029 11,000 Disposed
June 11, 2025 LMND STOCK OPTION COMMON STOCK (6,000) $23.69 Sept. 25, 2029 6,000 Disposed
June 9, 2025 LMND STOCK OPTION COMMON STOCK (5,000) $23.69 Sept. 25, 2029 5,000 Disposed
June 5, 2025 LMND STOCK OPTION COMMON STOCK (5,000) $23.69 Sept. 25, 2029 5,000 Disposed
March 24, 2025 LMND STOCK OPTION COMMON STOCK (5,000) $23.69 Sept. 25, 2029 5,000 Disposed
June 24, 2024 LMND STOCK OPTION COMMON STOCK (178,890) $15.90 June 23, 2034 178,890 Acquired
Aug. 11, 2023 LMND STOCK OPTION COMMON STOCK (94,200) $15.13 Aug. 11, 2033 94,200 Acquired
Feb. 7, 2023 LMND STOCK OPTION COMMON STOCK (66,000) $18.17 Feb. 7, 2033 66,000 Acquired
April 5, 2022 LMND STOCK OPTION COMMON STOCK (212,500) $27.35 April 5, 2032 212,500 Acquired
June 25, 2014 SSTK Stock Option (right to buy) Common Stock (57,564) $15.00 March 31, 2021 57,564 Disposed
June 19, 2014 SSTK Stock Option (right to buy) Common Stock (2,348) $15.00 March 31, 2021 2,348 Disposed
June 17, 2014 SSTK Stock Option (right to buy) Common Stock (88) $15.00 March 31, 2021 88 Disposed
Dec. 16, 2009 LPSN Stock Option (right to buy) Common Stock (45,191) $0.72 Dec. 12, 2012 45,191 Disposed
Dec. 2, 2009 LPSN Stock Option (right to buy) Common Stock (400) $0.72 Dec. 12, 2012 400 Disposed
Dec. 1, 2009 LPSN Stock Option (right to buy) Common Stock (1,300) $0.72 Dec. 12, 2012 1,300 Disposed
Nov. 19, 2009 LPSN Stock Option (right to buy) Common Stock (600) $0.72 Dec. 12, 2012 600 Disposed
Nov. 18, 2009 LPSN Stock Option (right to buy) Common Stock (28,100) $0.72 Dec. 12, 2012 28,100 Disposed
Nov. 17, 2009 LPSN Stock Option (right to buy) Common Stock (4,909) $0.72 Dec. 12, 2012 4,909 Disposed
Nov. 17, 2009 LPSN Stock Option (right to buy) Common Stock (19,500) $0.29 Nov. 9, 2011 19,500 Disposed
Oct. 7, 2009 LPSN Stock Option (right to buy) Common Stock (100,000) $0.29 Nov. 9, 2011 100,000 Disposed
Sept. 18, 2009 LPSN Stock Option (right to buy) Common Stock (5,000) $0.29 Nov. 9, 2011 5,000 Disposed
Sept. 18, 2009 LPSN Stock Option (right to buy) Common Stock (30,029) $0.35 April 19, 2011 30,029 Disposed
Sept. 17, 2009 LPSN Stock Option (right to buy) Common Stock (25,700) $0.35 April 18, 2011 25,700 Disposed
Sept. 16, 2009 LPSN Stock Option (right to buy) Common Stock (14,271) $0.35 April 18, 2011 14,271 Disposed
Sept. 16, 2009 LPSN Stock Option (right to buy) Common Stock (12,329) $1.94 Oct. 20, 2010 12,329 Disposed
Sept. 15, 2009 LPSN Stock Option (right to buy) Common Stock (12,671) $1.94 Oct. 20, 2010 12,671 Disposed
Aug. 31, 2009 LPSN Stock Option (right to buy) Common Stock (14,410) $1.94 Oct. 20, 2010 14,410 Disposed
Aug. 28, 2009 LPSN Stock Option (right to buy) Common Stock (5,723) $1.94 Oct. 20, 2010 5,723 Disposed
Aug. 27, 2009 LPSN Stock Option (right to buy) Common Stock (8,000) $1.94 Oct. 20, 2010 8,000 Disposed
Aug. 26, 2009 LPSN Stock Option (right to buy) Common Stock (5,000) $1.94 Oct. 20, 2010 5,000 Disposed
Aug. 25, 2009 LPSN Stock Option (right to buy) Common Stock (28,549) $1.94 Oct. 20, 2010 28,549 Disposed
Aug. 24, 2009 LPSN Stock Option (right to buy) Common Stock (19,800) $1.94 Oct. 20, 2010 19,800 Disposed
Aug. 21, 2009 LPSN Stock Option (right to buy) Common Stock (20,556) $1.94 Oct. 20, 2010 20,556 Disposed
Aug. 20, 2009 LPSN Stock Option (right to buy) Common Stock (18,900) $1.94 Oct. 20, 2010 18,900 Disposed
Aug. 19, 2009 LPSN Stock Option (right to buy) Common Stock (14,662) $1.94 Oct. 20, 2010 14,662 Disposed
Aug. 18, 2009 LPSN Stock Option (right to buy) Common Stock (17,000) $1.94 Oct. 20, 2010 17,000 Disposed
Aug. 17, 2009 LPSN Stock Option (right to buy) Common Stock (18,900) $3.33 Jan. 28, 2010 18,900 Disposed
Aug. 17, 2009 LPSN Stock Option (right to buy) Common Stock (14,200) $1.94 Oct. 20, 2010 14,200 Disposed
Aug. 14, 2009 LPSN Stock Option (right to buy) Common Stock (56,100) $3.33 Jan. 28, 2010 56,100 Disposed
Aug. 14, 2009 LPSN Stock Option (right to buy) Common Stock (26,300) $1.94 Oct. 20, 2010 26,300 Disposed
Aug. 13, 2009 LPSN Stock Option (right to buy) Common Stock (5,900) $1.94 Oct. 20, 2010 5,900 Disposed
Aug. 13, 2009 LPSN Stock Option (right to buy) Common Stock (16,800) $2.00 Oct. 25, 2009 16,800 Disposed
Aug. 12, 2009 LPSN Stock Option (right to buy) Common Stock (45,700) $2.00 Oct. 25, 2009 45,700 Disposed
Aug. 11, 2009 LPSN Stock Option (right to buy) Common Stock (35,000) $2.00 Oct. 25, 2009 35,000 Disposed
March 5, 2009 LPSN Stock Option (right to buy) Common Stock (25,000) $1.79 March 5, 2019 25,000 Acquired
Dec. 1, 2008 LPSN Stock Option (right to buy) Common Stock (100,750) $0.67 June 23, 2009 100,750 Disposed
Oct. 27, 2008 LPSN Stock Option (right to buy) Common Stock (100,000) $0.67 June 23, 2009 100,000 Disposed
June 24, 2008 LPSN Stock Option (right to buy) Common Stock (1,750) $0.67 June 23, 2009 1,750 Disposed
April 1, 2008 LPSN Stock Option (right to buy) Common Stock (41,500) $3.23 April 1, 2017 41,500 Acquired
Nov. 2, 2007 LPSN Stock Option (right to buy) Common Stock (40,000) $0.35 April 19, 2011 40,000 Disposed
Oct. 16, 2007 LPSN Stock Option (right to buy) Common Stock (13,807) $0.35 April 19, 2011 13,807 Disposed
Oct. 15, 2007 LPSN Stock Option (right to buy) Common Stock (26,193) $0.35 April 19, 2011 26,193 Disposed
Jan. 30, 2007 LPSN Employee stock option (right to buy) Common Stock (55,000) $5.90 Jan. 30, 2017 55,000 Acquired
Dec. 6, 2005 LPSN Employee Stock Option (right to buy) Common Stock (48,000) $0.29 Nov. 9, 2011 48,000 Disposed
Dec. 5, 2005 LPSN Employee Stock Option (right to buy) Common Stock (77,500) $0.29 Nov. 9, 2011 77,500 Disposed
Jan. 27, 2005 LPSN Employee stock option (right to buy) Common Stock (145,000) $2.92 Jan. 27, 2015 145,000 Acquired
Jan. 27, 2005 LPSN Employee stock option (right to buy) Common Stock (150,000) $2.92 Jan. 27, 2015 150,000 Acquired
Nov. 25, 2003 LPSN Employee stock option (right to buy) Common Stock (300,000) $0.35 April 19, 2011 150,000 Disposed

Exercise/conversion price is blank when not applicable (e.g. RSUs).

Initial ownership (Form 3) 5 holdings

07

Securities held when first becoming an insider, per SEC Form 3.

DateTickerSecuritySharesOwnership
Oct. 26, 2021 RENT Common Stock 67,838 Direct
July 2, 2020 LMND Common Stock 350,000 Direct
July 2, 2020 LMND Stock Option→ Common Stock (354,300) 354,300 Direct
Oct. 10, 2012 SSTK Stock Option (right to buy)→ Common Stock (255,000) 255,000 Direct
Oct. 10, 2012 SSTK Stock Option (right to buy)→ Common Stock (50,000) 50,000 Direct

Compensation (DEF 14A)

08

Matched by name from proxy statements (DEF 14A) — verify against the filing.

CIK 1102993

CFO
Fiscal yearSalaryBonusStock awards Option awardsNon-equity incentivePension changeOtherTotal
2010 $325,000 · · · $161,000 · $28,012 $514,012
2009 $325,000 · · $26,138 $325,000 · $25,636 $701,774
2008 $325,000 · · $80,722 $150,000 · $24,416 $580,138
Fiscal yearSalaryBonusStock awards Option awardsNon-equity incentivePension changeOtherTotal
2015 $354,615 · · · · · $368,177 $2,424,792
2014 $361,923 · $1,472,550 · $247,350 · $7,800 $2,089,623
2013 $350,962 · · · $287,375 · $7,650 $645,987

LMND

CFO
Fiscal yearSalaryBonusStock awards Option awardsNon-equity incentivePension changeOtherTotal
2025 $685,000 · · · · · $14,000 $6,097,705
2024 $685,000 · $219,503 · · · $13,800 $2,848,526
2023 $685,000 · $1,217,390 · · · $13,200 $3,678,556

Figures from the Summary Compensation Table of the company's proxy statement (DEF 14A). Compensation is not a recommendation.