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Insight funds trim Coursera (NYSE: COUR) stake with 1.9M-share sale

Filing Impact
(Very High)
Filing Sentiment
(Very Negative)
Form Type
4

Rhea-AI Filing Summary

Coursera, Inc. shareholder entities affiliated with Insight sold a total of 1,921,372 shares of Coursera common stock in open-market transactions. The sales occurred on May 19–20, 2026 at prices of $5.4097 and $5.2441 per share.

After these transactions, Insight-affiliated vehicles continued to report large indirect holdings, including 19,072,248 shares, 18,136,652 shares, 8,396,004 shares, 1,206,373 shares, 798,413 shares, 776,113 shares, 738,040 shares, 441,439 shares and 419,784 shares of Coursera common stock.

Positive

  • None.

Negative

  • None.

Insights

Insight-affiliated funds executed a sizable but still partial trim of their Coursera position.

Entities affiliated with Insight Venture Partners reported open-market sales totaling 1,921,372 shares of Coursera common stock on May 19–20, 2026. Prices ranged from $5.2441 to $5.4097 per share, and all transactions were coded as open-market sales.

The filing shows only non-derivative sales, with no option exercises or new derivative positions. Multiple Insight-related vehicles still hold multi-million-share stakes, such as 19,072,248 and 18,136,652 shares, indicating that this was a reduction rather than a full exit. Overall, this looks like portfolio rebalancing by a large shareholder, with the precise impact dependent on Coursera’s total shares outstanding, which is not detailed here.

Insider Insight Holdings Group, LLC, Insight Venture Associates VII, Ltd., Insight Venture Associates VII, L.P., Insight Venture Partners VII, L.P., Insight Venture Partners VII (Co-Investors), L.P., Insight Venture Partners (Cayman) VII, L.P., Insight Venture Partners (Delaware) VII, L.P., Insight Associates XI, Ltd., Insight Associates XI, L.P., Grace Software Cross Fund Holdings, LLC
Role null | null | null | null | null | null | null | null | null | null
Sold 1,921,372 shs ($10.15M)
Type Security Shares Price Value
Sale Common Stock 935,596 $5.2441 $4.91M
Sale Common Stock 21,655 $5.2441 $114K
Sale Common Stock 59,179 $5.2441 $310K
Sale Common Stock 411,869 $5.2441 $2.16M
Sale Common Stock 38,073 $5.2441 $200K
Sale Common Stock 290,305 $5.4097 $1.57M
Sale Common Stock 6,719 $5.4097 $36K
Sale Common Stock 18,363 $5.4097 $99K
Sale Common Stock 127,799 $5.4097 $691K
Sale Common Stock 11,814 $5.4097 $64K
Holdings After Transaction: Common Stock — 18,136,652 shares (Indirect, See Footnote)
Footnotes (1)
  1. See Exhibit 99.1 See Exhibit 99.1 See Exhibit 99.1 See Exhibit 99.1 See Exhibit 99.1 See Exhibit 99.1 See Exhibit 99.1
Total shares sold 1,921,372 shares Open-market sales on May 19–20, 2026
Sale price May 19 $5.4097 per share Coursera common stock open-market sales
Sale price May 20 $5.2441 per share Coursera common stock open-market sales
Largest post-sale holding 19,072,248 shares Indirect Coursera holding following transactions
Second-largest post-sale holding 18,136,652 shares Indirect Coursera holding following transactions
Additional holding 8,396,004 shares Indirect Coursera holding following transactions
open-market sale financial
"transaction_action": "open-market sale""
An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.
ten percent owner regulatory
""is_ten_percent_owner": 1"
indirect ownership financial
""ownership_type": "indirect""
non-derivative financial
""transaction_type": "non-derivative""
transaction code "S" regulatory
""transaction_code": "S""
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Form 4 Insider Transactions: What Each Field Means →
SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
X
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Insight Holdings Group, LLC
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)		2. Issuer Name and Ticker or Trading Symbol
Coursera, Inc. [ COUR ] 		5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
DirectorX10% Owner
Officer (give title below)Other (specify below)
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
05/19/2026		6. Individual or Joint/Group Filing (Check Applicable Line)
Form filed by One Reporting Person
XForm filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Common Stock05/19/2026S290,305D$5.4097(1)19,072,248ISee Footnote(3)
Common Stock05/19/2026S6,719D$5.4097(1)441,439ISee Footnote(4)
Common Stock05/19/2026S18,363D$5.4097(1)1,206,373ISee Footnote(5)
Common Stock05/19/2026S127,799D$5.4097(1)8,396,004ISee Footnote(6)
Common Stock05/19/2026S11,814D$5.4097(1)776,113ISee Footnote(7)
Common Stock05/20/2026S935,596D$5.2441(2)18,136,652ISee Footnote(3)
Common Stock05/20/2026S21,655D$5.2441(2)419,784ISee Footnote(4)
Common Stock05/20/2026S59,179D$5.2441(2)1,147,194ISee Footnote(5)
Common Stock05/20/2026S411,869D$5.2441(2)7,984,135ISee Footnote(6)
Common Stock05/20/2026S38,073D$5.2441(2)738,040ISee Footnote(7)
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
1. Name and Address of Reporting Person*
Insight Holdings Group, LLC
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Venture Associates VII, Ltd.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Venture Associates VII, L.P.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Venture Partners VII, L.P.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Venture Partners VII (Co-Investors), L.P.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Venture Partners (Cayman) VII, L.P.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Venture Partners (Delaware) VII, L.P.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Associates XI, Ltd.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Insight Associates XI, L.P.
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
1. Name and Address of Reporting Person*
Grace Software Cross Fund Holdings, LLC
(Last)(First)(Middle)
C/O INSIGHT PARTNERS
1114 AVENUE OF THE AMERICAS, 36TH FLOOR
(Street)
NEW YORK NEW YORK 10036
(City)(State)(Zip)
UNITED STATES
(Country)
Relationship of Reporting Person(s) to Issuer
DirectorX10% Owner
Officer (give title below)Other (specify below)
Explanation of Responses:
1. See Exhibit 99.1
2. See Exhibit 99.1
3. See Exhibit 99.1
4. See Exhibit 99.1
5. See Exhibit 99.1
6. See Exhibit 99.1
7. See Exhibit 99.1
Remarks:
This Form 4 is the second of two Forms 4 filed relating to the same event. The Form 4 has been split into two filings because there are more than 10 reporting persons in total, and the SEC's EDGAR filing system limits a single Form 4 to a maximum of 10 reporting persons. Each Form 4 is filed by Designated Filer, Insight Holdings Group, LLC.
Insight Venture Associates VII, Ltd. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Venture Associates VII, L.P. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Venture Partners VII, L.P. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Holdings Group, LLC By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Venture Partners VII (Co-Investors) L.P. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Venture Partners (Cayman) VII, L.P. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Venture Partners (Delaware) VII, L.P. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Associates XI, Ltd. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Insight Associates XI, L.P. By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
Grace Software Cross Fund Holdings, LLC By: /s/ Andrew Prodromos, Attorney-in-Fact05/20/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR

FAQ

How many Coursera (COUR) shares did Insight-affiliated entities sell?

Insight-affiliated investment entities sold a combined 1,921,372 shares of Coursera common stock. These were reported as open-market sales across multiple accounts, reflecting a reduction in their indirect holdings rather than a complete exit from the position.

At what prices were the Coursera (COUR) shares sold by Insight entities?

The Coursera shares were sold at $5.4097 and $5.2441 per share. Transactions on May 19, 2026 occurred at $5.4097, while those on May 20, 2026 were executed at $5.2441, all reported as open-market or private sale transactions.

Do Insight-affiliated entities still hold Coursera (COUR) shares after these sales?

Yes. After the reported sales, Insight-affiliated vehicles still reported large indirect holdings, including 19,072,248 shares and 18,136,652 shares. Several other vehicles held hundreds of thousands to over a million shares, indicating an ongoing significant ownership position.

Were the Coursera (COUR) transactions by Insight entities open-market sales?

All reported transactions were coded as open-market sales of Coursera common stock. The filing labels each trade with transaction code “S” and describes the action as a “Sale in open market or private transaction,” consistent with routine secondary-market selling.

Did Insight entities exercise options or trade derivatives in Coursera (COUR) in this filing?

No. The filing only reports non-derivative transactions in Coursera common stock. The derivative section is empty, and the transaction summary shows zero derivative exercises, meaning no options or other derivative securities were exercised or converted in this particular report.