Chegg Inc (CHGG)

The most recent insider trading activity occurred on February 13, 2026, with a significant BUY transaction by the President, CEO, and Executive Chairman. Prior to this, several SELL and PROPOSED_SALE transactions were noted from June 2025 through September 2023, involving Directors and Officers, including the Chief Operating Officer and Chief Financial Officer.
Stock chart
Ticker: CHGG Exchange: NYS


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Purchase Sale Planned purchase Planned sale Net purchase Net sale Activity signal Earnings
Top insiders
Trades
ROSENSWEIG DANIEL
PRESIDENT, CEO, EXEC CHAIRMAN
1 purchase — total 56,360 USD
Buy 13 Feb 2026
Value US$2,886,718.39 | Price 370.17 | Shares 13,703
Sale 6 Jun 2025
Value US$368,786.39 | Price 379.67 | Shares 36,651
Proposed sale 6 Jun 2025
Value US$39,559.42 | Price 1.41 | Shares 27,973
Planned sale 13 Dec 2023
Value US$14,054.31 | Price 10.41 | Shares 1,350
Proposed sale 13 Dec 2023
Value US$14,242.50 | Price 10.55 | Shares 1,350
Planned sale 4 Dec 2023
Value US$6,382.15 | Price 10.13 | Shares 630
Proposed sale 4 Dec 2023
Value US$6,444.90 | Price 10.23 | Shares 630
Planned sale 27 Nov 2023
Value US$169,548.42 | Price 10.02 | Shares 16,921
Proposed sale 27 Nov 2023
Value US$168,524.80 | Price 9.96 | Shares 16,921
Planned sale 13 Sep 2023
Value US$15,562.82 | Price 10.06 | Shares 1,547
Proposed sale 13 Sep 2023
Value US$15,562.82 | Price 10.06 | Shares 1,547
Planned sale 5 Sep 2023
Value US$8,671.86 | Price 10.60 | Shares 818
Proposed sale 5 Sep 2023
Value US$8,703.52 | Price 10.64 | Shares 818
Proposed sale 14 Jun 2023
Value US$18,578.11 | Price 10.61 | Shares 1,751
Planned sale 14 Jun 2023
Value US$18,823.43 | Price 10.75 | Shares 1,751
Proposed sale 5 Jun 2023
Value US$7,860.98 | Price 10.93 | Shares 719
Planned sale 5 Jun 2023
Value US$7,816.48 | Price 9.56 | Shares 818
Planned sale 15 Mar 2023
Value US$112,800.79 | Price 16.10 | Shares 7,007
Planned sale 6 Mar 2023
Value US$96,127.65 | Price 16.86 | Shares 5,700
Planned sale 2 Mar 2023
Value US$63,203.66 | Price 15.64 | Shares 4,041
Planned sale 1 Feb 2023
Value US$85,606.51 | Price 20.68 | Shares 4,140
Planned sale 3 Jan 2023
Value US$633,745.00 | Price 25.35 | Shares 25,000
Sale 15 Nov 2022
Value US$360,920.00 | Price 28.00 | Shares 12,890
Buy 2 Dec 2021
Value US$1,012,313.80 | Price 28.54 | Shares 35,470
Buy 1 Dec 2021
Value US$468,421.79 | Price 28.81 | Shares 16,259
Buy 1 Dec 2021
Value US$244,485.77 | Price 27.97 | Shares 8,741
Planned sale 26 Apr 2021
Value US$2,857,800.00 | Price 95.26 | Shares 30,000
Planned sale 23 Apr 2021
Value US$28,110.00 | Price 93.70 | Shares 300
Planned sale 23 Apr 2021
Value US$990,454.40 | Price 92.80 | Shares 10,673
Planned sale 23 Apr 2021
Value US$1,752,006.16 | Price 92.08 | Shares 19,027
Planned sale 15 Mar 2021
Value US$813,052.00 | Price 89.84 | Shares 9,050
Planned sale 15 Mar 2021
Value US$2,264,574.84 | Price 89.16 | Shares 25,399
Planned sale 3 Mar 2021
Value US$48,295.00 | Price 96.59 | Shares 500
Planned sale 3 Mar 2021
Value US$23,140.80 | Price 96.42 | Shares 240
Planned sale 3 Mar 2021
Value US$392,542.02 | Price 96.07 | Shares 4,086
Planned sale 3 Mar 2021
Value US$159,314.40 | Price 91.56 | Shares 1,740
Planned sale 3 Mar 2021
Value US$764,529.39 | Price 90.81 | Shares 8,419
Planned sale 3 Mar 2021
Value US$1,800,773.70 | Price 89.85 | Shares 20,042
Planned sale 3 Mar 2021
Value US$595,094.00 | Price 88.82 | Shares 6,700
Planned sale 3 Mar 2021
Value US$859,290.64 | Price 87.88 | Shares 9,778
Sale 22 Feb 2021
Value US$29,865,600.00 | Price 99.55 | Shares 300,000
Planned sale 7 Jan 2021
Value US$9,193.00 | Price 91.93 | Shares 100
Planned sale 7 Jan 2021
Value US$2,144,389.18 | Price 91.34 | Shares 23,477
Planned sale 7 Jan 2021
Value US$398,423.84 | Price 90.08 | Shares 4,423
Planned sale 21 Dec 2020
Value US$7,437,711.60 | Price 90.20 | Shares 82,458
Planned sale 11 Dec 2020
Value US$2,277,240.00 | Price 81.33 | Shares 28,000
Planned sale 3 Dec 2020
Value US$173,481.58 | Price 76.66 | Shares 2,263
Planned sale 3 Dec 2020
Value US$99,801.55 | Price 75.55 | Shares 1,321
Planned sale 20 Nov 2020
Value US$2,287,543.20 | Price 71.45 | Shares 32,016
Planned sale 19 Nov 2020
Value US$1,977,920.00 | Price 70.64 | Shares 28,000
Planned sale 12 Oct 2020
Value US$2,302,720.00 | Price 82.24 | Shares 28,000
Planned sale 1 Oct 2020
Value US$733,800.00 | Price 73.38 | Shares 10,000
Planned sale 22 Sep 2020
Value US$1,855,280.00 | Price 66.26 | Shares 28,000
Planned sale 3 Sep 2020
Value US$167,213.07 | Price 73.89 | Shares 2,263
Planned sale 2 Sep 2020
Value US$102,681.33 | Price 77.73 | Shares 1,321
Buy 6 Aug 2020
Value US$99,923.56 | Price 84.04 | Shares 1,189
Planned sale 5 Aug 2020
Value US$2,369,080.00 | Price 84.61 | Shares 28,000
Planned sale 31 Jul 2020
Value US$6,624,756.06 | Price 80.34 | Shares 82,459
Planned sale 7 Jul 2020
Value US$1,983,240.00 | Price 70.83 | Shares 28,000
Planned sale 1 Jul 2020
Value US$39,678.98 | Price 68.06 | Shares 583
Planned sale 1 Jul 2020
Value US$640,544.34 | Price 68.02 | Shares 9,417
Planned sale 29 Jun 2020
Value US$1,815,520.00 | Price 64.84 | Shares 28,000
Planned sale 22 Jun 2020
Value US$2,462,475.77 | Price 70.19 | Shares 35,083
Planned sale 3 Jun 2020
Value US$82,298.30 | Price 62.30 | Shares 1,321
Planned sale 3 Jun 2020
Value US$138,857.68 | Price 61.36 | Shares 2,263
Planned sale 18 May 2020
Value US$3,206,313.70 | Price 64.85 | Shares 49,442
Planned sale 14 May 2020
Value US$1,786,680.00 | Price 63.81 | Shares 28,000
Sale 13 May 2020
Value US$4,339,289.94 | Price 65.09 | Shares 66,666
Planned sale 5 May 2020
Value US$2,842,560.00 | Price 60.00 | Shares 47,376
Planned sale 17 Apr 2020
Value US$159,118.75 | Price 36.37 | Shares 4,375
Planned sale 13 Apr 2020
Value US$462,504.70 | Price 37.03 | Shares 12,490
Planned sale 13 Apr 2020
Value US$335,417.74 | Price 37.03 | Shares 9,058
Planned sale 9 Apr 2020
Value US$1,026,200.00 | Price 36.65 | Shares 28,000
Planned sale 1 Apr 2020
Value US$344,500.00 | Price 34.45 | Shares 10,000
Planned sale 16 Mar 2020
Value US$1,793,425.92 | Price 32.89 | Shares 54,528
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value
Number of shares Price Value Details
2026-02-18 2026-02-13 B Purchase

PRESIDENT, CEO, EXEC CHAIRMAN

Executive Director
13,703 +15.0%
370.17
US$2,886,718
13,703 +15.0% 370.17 US$2,886,718
2025-06-10 2025-06-06 S Sale Non-Executive Director
36,651 -35.3%
379.67
US$368,786
36,651 -35.3% 379.67 US$368,786
2025-06-06 2025-06-06 PrS Proposed sale

Director

Non-Executive Director
38,083
163.79
US$2,715,655
38,083 163.79 US$2,715,655
2023-12-14 2023-12-13 PlS Planned sale

CHIEF OPERATING OFFICER

Officer
1,350 -0.3%
10.41
US$14,054
1,350 -0.3% 10.41 US$14,054
2023-12-13 2023-12-13 PrS Proposed sale

Officer

Officer
1,350
10.55
US$14,242
1,350 10.55 US$14,242
2023-12-05 2023-12-04 PlS Planned sale

CHIEF OPERATING OFFICER

Officer
630 -0.1%
10.13
US$6,382
630 -0.1% 10.13 US$6,382
2023-12-04 2023-12-04 PrS Proposed sale

Officer

Officer
630
10.23
US$6,445
630 10.23 US$6,445
2023-11-29 2023-11-27 PlS Planned sale

CHIEF FINANCIAL OFFICER

Officer
16,921 -15.5%
10.02
US$169,548
16,921 -15.5% 10.02 US$169,548
2023-11-27 2023-11-27 PrS Proposed sale

Officer

Officer
16,921
9.96
US$168,525
16,921 9.96 US$168,525
2023-09-14 2023-09-13 PlS Planned sale

CHIEF OPERATING OFFICER

Officer
1,547 -0.4%
10.06
US$15,563
1,547 -0.4% 10.06 US$15,563
2023-09-13 2023-09-13 PrS Proposed sale

Officer

Officer
1,547
10.06
US$15,563
1,547 10.06 US$15,563
2023-09-06 2023-09-05 PlS Planned sale

CHIEF OPERATING OFFICER

Officer
818 -0.2%
10.60
US$8,672
818 -0.2% 10.60 US$8,672
2023-09-05 2023-09-05 PrS Proposed sale

Officer

Officer
818
10.64
US$8,704
818 10.64 US$8,704
2023-06-14 2023-06-14 PrS Proposed sale

Officer

Officer
1,751
10.61
US$18,578
1,751 10.61 US$18,578
2023-06-14 2023-06-14 PlS Planned sale

CHIEF OPERATING OFFICER

Officer
1,751 -0.4%
10.75
US$18,823
1,751 -0.4% 10.75 US$18,823
2023-06-05 2023-06-05 PrS Proposed sale

Officer

Officer
719
10.93
US$7,861
719 10.93 US$7,861
2023-06-05 2023-06-05 PlS Planned sale

CHIEF OPERATING OFFICER

Officer
818 -0.2%
9.56
US$7,816
818 -0.2% 9.56 US$7,816
2023-03-17 2023-03-15 PlS Planned sale

Chief Operating Officer

Officer
7,007 -2.9%
16.10
US$112,801
7,007 -2.9% 16.10 US$112,801
2023-03-08 2023-03-06 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
5,700 -3.2%
16.86
US$96,128
5,700 -3.2% 16.86 US$96,128
2023-03-03 2023-03-02 PlS Planned sale

Chief Operating Officer

Officer
4,041 -1.8%
15.64
US$63,204
4,041 -1.8% 15.64 US$63,204
2023-02-03 2023-02-01 PlS Planned sale

Chief Operating Officer

Officer
4,140 -1.7%
20.68
US$85,607
4,140 -1.7% 20.68 US$85,607
2023-01-05 2023-01-03 PlS Planned sale

Chief Operating Officer

Officer
25,000 -9.5%
25.35
US$633,745
25,000 -9.5% 25.35 US$633,745
2022-11-17 2022-11-15 S Sale Non-Executive Director
12,890 -52.1%
28.00
US$360,920
12,890 -52.1% 28.00 US$360,920
2021-12-03 2021-12-02 B Purchase Non-Executive Director
35,470 +78.8%
28.54
US$1,012,314
35,470 +78.8% 28.54 US$1,012,314
2021-12-01 2021-12-01 B Purchase

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
16,259 +49.7%
28.81
US$468,422
16,259 +49.7% 28.81 US$468,422
2021-12-01 2021-12-01 B Purchase

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
8,741 +36.4%
27.97
US$244,486
8,741 +36.4% 27.97 US$244,486
2021-04-27 2021-04-26 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
30,000 -12.2%
95.26
US$2,857,800
30,000 -12.2% 95.26 US$2,857,800
2021-04-27 2021-04-23 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
300 -0.1%
93.70
US$28,110
300 -0.1% 93.70 US$28,110
2021-04-27 2021-04-23 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
10,673 -4.2%
92.80
US$990,454
10,673 -4.2% 92.80 US$990,454
2021-04-27 2021-04-23 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
19,027 -6.9%
92.08
US$1,752,006
19,027 -6.9% 92.08 US$1,752,006
2021-03-17 2021-03-15 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
9,050 -5.7%
89.84
US$813,052
9,050 -5.7% 89.84 US$813,052
2021-03-17 2021-03-15 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
25,399 -13.9%
89.16
US$2,264,575
25,399 -13.9% 89.16 US$2,264,575
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
500 -0.4%
96.59
US$48,295
500 -0.4% 96.59 US$48,295
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
240 -0.2%
96.42
US$23,141
240 -0.2% 96.42 US$23,141
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
4,086 -3.3%
96.07
US$392,542
4,086 -3.3% 96.07 US$392,542
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
1,740 -1.4%
91.56
US$159,314
1,740 -1.4% 91.56 US$159,314
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
8,419 -6.3%
90.81
US$764,529
8,419 -6.3% 90.81 US$764,529
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
20,042 -13.1%
89.85
US$1,800,774
20,042 -13.1% 89.85 US$1,800,774
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
6,700 -4.2%
88.82
US$595,094
6,700 -4.2% 88.82 US$595,094
2021-03-05 2021-03-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
9,778 -5.8%
87.88
US$859,291
9,778 -5.8% 87.88 US$859,291
2021-02-23 2021-02-22 S Sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
300,000 -15.7%
99.55
US$29,865,600
300,000 -15.7% 99.55 US$29,865,600
2021-01-08 2021-01-07 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
100 -0.0%
91.93
US$9,193
100 -0.0% 91.93 US$9,193
2021-01-08 2021-01-07 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
23,477 -1.2%
91.34
US$2,144,389
23,477 -1.2% 91.34 US$2,144,389
2021-01-08 2021-01-07 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
4,423 -0.2%
90.08
US$398,424
4,423 -0.2% 90.08 US$398,424
2020-12-22 2020-12-21 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
82,458 -26.7%
90.20
US$7,437,712
82,458 -26.7% 90.20 US$7,437,712
2020-12-14 2020-12-11 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.4%
81.33
US$2,277,240
28,000 -1.4% 81.33 US$2,277,240
2020-12-03 2020-12-03 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
2,263 -1.5%
76.66
US$173,482
2,263 -1.5% 76.66 US$173,482
2020-12-03 2020-12-03 PlS Planned sale

PRESIDENT, CHEGG SKILLS

Officer
1,321 -1.0%
75.55
US$99,802
1,321 -1.0% 75.55 US$99,802
2020-11-23 2020-11-20 PlS Planned sale

VP, CORPORATE CONTROLLER

Officer
32,016 -36.6%
71.45
US$2,287,543
32,016 -36.6% 71.45 US$2,287,543
2020-11-20 2020-11-19 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.4%
70.64
US$1,977,920
28,000 -1.4% 70.64 US$1,977,920
2020-10-14 2020-10-12 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.4%
82.24
US$2,302,720
28,000 -1.4% 82.24 US$2,302,720
2020-10-02 2020-10-01 PlS Planned sale Non-Executive Director
10,000 -37.3%
73.38
US$733,800
10,000 -37.3% 73.38 US$733,800
2020-09-24 2020-09-22 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.4%
66.26
US$1,855,280
28,000 -1.4% 66.26 US$1,855,280
2020-09-03 2020-09-03 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
2,263 -1.4%
73.89
US$167,213
2,263 -1.4% 73.89 US$167,213
2020-09-03 2020-09-02 PlS Planned sale

CHIEF STRATEGY OFFICER

Officer
1,321 -1.0%
77.73
US$102,681
1,321 -1.0% 77.73 US$102,681
2020-08-06 2020-08-06 B Purchase Non-Executive Director
1,189 +11.6%
84.04
US$99,924
1,189 +11.6% 84.04 US$99,924
2020-08-07 2020-08-05 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.3%
84.61
US$2,369,080
28,000 -1.3% 84.61 US$2,369,080
2020-08-04 2020-07-31 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
82,459 -26.1%
80.34
US$6,624,756
82,459 -26.1% 80.34 US$6,624,756
2020-07-07 2020-07-07 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.3%
70.83
US$1,983,240
28,000 -1.3% 70.83 US$1,983,240
2020-07-02 2020-07-01 PlS Planned sale Non-Executive Director
583 -3.4%
68.06
US$39,679
583 -3.4% 68.06 US$39,679
2020-07-02 2020-07-01 PlS Planned sale Non-Executive Director
9,417 -35.9%
68.02
US$640,544
9,417 -35.9% 68.02 US$640,544
2020-07-01 2020-06-29 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.3%
64.84
US$1,815,520
28,000 -1.3% 64.84 US$1,815,520
2020-06-24 2020-06-22 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
35,083 -13.1%
70.19
US$2,462,476
35,083 -13.1% 70.19 US$2,462,476
2020-06-03 2020-06-03 PlS Planned sale

CHIEF STRATEGY OFFICER

Officer
1,321 -0.9%
62.30
US$82,298
1,321 -0.9% 62.30 US$82,298
2020-06-03 2020-06-03 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
2,263 -1.4%
61.36
US$138,858
2,263 -1.4% 61.36 US$138,858
2020-05-18 2020-05-18 PlS Planned sale

CHIEF STRATEGY OFFICER

Officer
49,442 -25.6%
64.85
US$3,206,314
49,442 -25.6% 64.85 US$3,206,314
2020-05-14 2020-05-14 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.3%
63.81
US$1,786,680
28,000 -1.3% 63.81 US$1,786,680
2020-05-14 2020-05-13 S Sale Non-Executive Director
66,666 -52.6%
65.09
US$4,339,290
66,666 -52.6% 65.09 US$4,339,290
2020-05-07 2020-05-05 PlS Planned sale

PRESIDENT OF LEARNING SERVICES

Officer
47,376 -16.7%
60.00
US$2,842,560
47,376 -16.7% 60.00 US$2,842,560
2020-04-17 2020-04-17 PlS Planned sale Non-Executive Director
4,375 -45.1%
36.37
US$159,119
4,375 -45.1% 36.37 US$159,119
2020-04-14 2020-04-13 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
12,490 -7.0%
37.03
US$462,505
12,490 -7.0% 37.03 US$462,505
2020-04-14 2020-04-13 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
9,058 -4.8%
37.03
US$335,418
9,058 -4.8% 37.03 US$335,418
2020-04-09 2020-04-09 PlS Planned sale

PRESIDENT, CEO & CO-CHAIRMAN

Executive Director
28,000 -1.3%
36.65
US$1,026,200
28,000 -1.3% 36.65 US$1,026,200
2020-04-03 2020-04-01 PlS Planned sale Non-Executive Director
10,000 -42.5%
34.45
US$344,500
10,000 -42.5% 34.45 US$344,500
2020-03-17 2020-03-16 PlS Planned sale

CHIEF MARKETING OFFICER

Officer
54,528 -22.5%
32.89
US$1,793,426
54,528 -22.5% 32.89 US$1,793,426