# EDGAR Filing Document

**Accession Number:** 0001938109
**File Stem:** 0001493152-25-020721
**Filing Date:** 2025-11
**Character Count:** 11518
**Document Hash:** 1a96931fa03d079397b496bb57f67991
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0001493152-25-020721.hdr.sgml**: 20251104

**ACCESSION NUMBER**: 0001493152-25-020721

**CONFORMED SUBMISSION TYPE**: 8-K

**PUBLIC DOCUMENT COUNT**: 13

**CONFORMED PERIOD OF REPORT**: 20251031

**ITEM INFORMATION**: Entry into a Material Definitive Agreement

**ITEM INFORMATION**: Submission of Matters to a Vote of Security Holders

**ITEM INFORMATION**: Financial Statements and Exhibits

**FILED AS OF DATE**: 20251104

**DATE AS OF CHANGE**: 20251104

**FILER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** Pineapple Financial Inc.
- **CENTRAL INDEX KEY:** 0001938109
- **STANDARD INDUSTRIAL CLASSIFICATION:** FINANCE SERVICES [6199]
- **ORGANIZATION NAME:** 02 Finance
- **EIN:** 000000000
- **STATE OF INCORPORATION:** A1

**FILING VALUES:**
- **FORM TYPE:** 8-K
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-41738
- **FILM NUMBER:** 251448975

**BUSINESS ADDRESS:**
- **ADDRESS IS A NON US LOCATION:** YES
- **STREET 1:** 111 GORDON BAKER ROAD, SUITE 200
- **CITY:** NORTH YORK
- **PROVINCE COUNTRY:** A1
- **ZIP:** M2H3R1
- **BUSINESS PHONE:** 416-371-0835

**MAIL ADDRESS:**
- **ADDRESS IS A NON US LOCATION:** YES
- **STREET 1:** 111 GORDON BAKER ROAD, SUITE 200
- **CITY:** NORTH YORK
- **PROVINCE COUNTRY:** A1
- **ZIP:** M2H3R1

?xml version='1.0' encoding='ASCII'?

**UNITED STATES**

**SECURITIES AND EXCHANGE COMMISSION**

**Washington, D.C. 20549**

**FORM 8-K**

**CURRENT REPORT**

**Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934**

Date of Report (Date of earliest event reported): October 31, 2025

**PINEAPPLE FINANCIAL INC.**

(Exact name of registrant as specified in charter)

---

| | | |
|:---|:---|:---|
| **Canada** | **001-41738** | **Not applicable** |
| (State or other jurisdiction | (Commission | (IRS Employer |
| of incorporation) | File Number) | Identification No.) |

---

**Unit 200, 111 Gordon Baker Road**

**North York** **, Ontario** **M2H 3R1**

(Address of principal executive offices) (Zip Code)

**(416) 669-2046**

(Registrant's telephone number, including area code)

**Not Applicable**

(Former name or former address, if changed since last report)

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions (<u>see</u> General Instruction A.2. below):

☐ Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)

☐ Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)

☐ Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))

☐ Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

Securities registered pursuant to Section 12(b) of the Act:

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| | | |
|:---|:---|:---|
| **Title of each class** | **Trading Symbol(s)** | **Name of each exchange on which registered** |
| Common Shares, no par value | PAPL | NYSE American |

---

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§ 240.12b-2 of this chapter).

Emerging growth ☒

If an emerging growth company, indicate by check mart if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐

**Item 1.01 Entry into a Material Definitive Agreement.**

***Second Amendment to Securities Purchase Agreement***

As previously disclosed, on September 2, 2025, Pineapple Financial Inc. (the "Company") entered into a securities purchase agreement, as amended on September 4, 2025 (the "Securities Purchase Agreement"), with certain accredited investors (the "Purchasers") pursuant to which the Company agreed to sell and issue to the Purchasers in a private placement offering subscription receipts (the "Subscription Receipts") of the Company at an offering price of $3.80 per Subscription Receipt, with respect to certain purchasers, and $4.16 per Subscription Receipt with respect to certain purchasers.

On November 3, 2025, the Company and the Purchasers of at least 50.1% in interest of the Subscription Receipts, entered into a second amendment to the Securities Purchase Agreement (the "Second SPA Amendment"). Pursuant to the Second SPA Amendment, the parties agreed to amend and restate the Escrow Deadline (as defined therein) in the Securities Purchase Agreement to ninety (90) days from the Closing Date, subject to further extension as set forth in the Second SPA Amendment.

The foregoing summary of the Second SPA Amendment does not purport to be complete and is qualified in its entirety by reference to the complete text of the agreement, which is attached hereto as Exhibit 10.1 to this Current Report on Form 8-K and is hereby incorporated by reference herein.

**Item 5.07 Submission of Matters to a Vote of Security Holders.**

On October 31, 2025, at the Special Meeting of Shareholders (the "Meeting") of the Company, the shareholders voted on the matters described below.

1. The
 Company's shareholders approved, for purposes of complying with the NYSE American LLC listing rules, of the issuance of 24,642,700
 common shares without par value in the capital of the Company issuable in exchange for 24,642,700 Subscription Receipts issued and
 sold pursuant to the Securities Purchase Agreement (the "Share Issuance Proposal").The number of shares that voted for,
 against, and withheld from voting for this Share Issuance Proposal is summarized in the table below:

---

| | | |
|:---|:---|:---|
| **Votes For** | **Votes Against** | **Votes Abstain** |
| 213511 | 9970 | 2148 |

---

2. The
 Company's shareholders approved, an amendment to the Company's Articles of Continuance to remove the restriction on transfers
 of common shares without par value in the capital of the Company contained therein (the "Restriction Removal Proposal").The
 number of shares that voted for, against, and withheld from voting for this Restriction Removal Proposal is summarized in the table
 below:

---

| | | |
|:---|:---|:---|
| **Votes For** | **Votes Against** | **Votes Abstain** |
| 215795 | 9468 | 366 |

---

**Item 9.01 Financial Statements and Exhibits**

(a) Exhibits

---

| | |
|:---|:---|
| **Number** | **Description** |
| 10.1 | [<u>Second Amendment to Securities Purchase Agreement, dated as of November 3, 2025</u>](ex10-1.htm) |
| 104 | Cover Page Interactive Data File (embedded within the Inline XBRL document) |

---

**SIGNATURE**

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

Date: November 4, 2025

---

| | |
|:---|:---|
| **PINEAPPLE FINANCIAL INC.** | **PINEAPPLE FINANCIAL INC.** |
| By: | */s/ Shubha Dasgupta* |
|  | Shubha Dasgupta |
|  | Chief Executive Officer |

---

## Exhibit 10.1

**Exhibit 10.1**

**SECOND AMENDMENT** 

**TO**

**SECURITIES PURCHASE AGREEMENT**

This Second Amendment to Securities Purchase Agreement (this " <u>Second Amendment</u>") is made and entered into as of November 3, 2025, by and among Pineapple Financial Inc., a corporation continued and existing under the *Canada Business Corporations Act* (the "<u>Company</u>**"**) and each purchaser (each, including its successors and assigns, a "<u>Purchaser</u>" and collectively, the "<u>Purchasers</u>", and together with the Company, the "<u>Parties</u>") identified on the signature pages to that certain Securities Purchase Agreement, dated as of September 2, 2025, as amended on September 4, 2025 (the "<u>Purchase Agreement</u>"). Capitalized terms used herein but not otherwise defined herein shall have the respective meanings assigned to such terms in the Purchase Agreement (as defined below).

**<u>RECITALS</u>:**

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;A. **WHEREAS**, the Company and the Purchasers entered into the Purchase Agreement, which sets forth the Parties' rights and obligations with respect to the transactions contemplated thereby;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;B. **WHEREAS**, in due consideration of the promises that the Parties have made to each other in the Purchase Agreement and therewith, the Parties desire to amend the Purchase Agreement in the manner set forth herein;

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;C. **WHEREAS**, Section 5.5 of the Purchase Agreement provides that the Purchase Agreement may be amended in a written instrument signed by the Company and the Purchasers of at least 50.1% in interest of the Subscription Receipts, and the Injective Foundation, for as long as Injective Foundation is a holder of the Subscription Receipts (the "<u>Requisite Consent</u>");

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;D. **WHEREAS**, the Purchasers identified on the signature pages hereto constitute the Requisite Consent; and

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;E. **WHEREAS**, the Parties intend that this Second Amendment shall be binding upon and inure to the benefit of each of the Parties and their respective successors and permitted assigns.

**NOW, THEREFORE**, in consideration of the mutual covenants and agreements hereinafter set forth and for other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the Parties agree as follows:

**ARTICLE I <u>AMENDMENTS</u>**

&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;1.1 The definition of "Escrow Deadline" in the Purchase Agreement is hereby amended and restated in its entirety, and replaced with the following:

"<u>Escrow Deadline</u>" means ninety (90) days from the Closing Date, subject (i) to an automatic extension to an aggregate of 120 days from the Closing Date in the event that the Commission notifies the Company that it will review the Registration Statement, and (ii) such further extension(s) to be agreed to in writing by the holders of 50.1% or more of the Subscription Amounts, including Injective Foundation, acting reasonably, in accordance with the Subscription Receipt Agreement.

**ARTICLE II <u>MISCELLANEOUS</u>**

2.1 No other Amendments. Except as expressly amended hereby, the terms and conditions of the Purchase Agreement shall continue in full force and effect.

2.2 <u>Governing Law</u>. This Second Amendment shall be governed by and construed in accordance with the laws of the State of New York.

2.3 Miscellaneous. This Second Amendment may be executed in counterparts, each of which shall be deemed an original, but all of which together shall constitute one and the same instrument.

***[The remainder of this page is intentionally left blank.]***

 ****

**WHEREOF**, the Parties have caused this Second Amendment to be signed by their respective officers thereunto duly authorized, all as of the date first written above.

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| | |
|:---|:---|
| **COMPANY:** | **COMPANY:** |
| **PINEAPPLE FINANCIAL INC.** | **PINEAPPLE FINANCIAL INC.** |
| By: |  |
| Name: | Shubha Dasgupta |
| Title: | Chief Executive Officer |

---

---

| |
|:---|
| **PURCHASER:** |
| By: |
| Name: |
| Title: |

---