Welcome to our dedicated page for Pineapple Financial SEC filings (Ticker: PAPL), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
Pineapple Financial Inc. filings document a Canadian fintech and mortgage brokerage issuer with public-company reporting on operating results, capital structure, governance and risk. Current reports describe board-approved share repurchase authority, private placement and subscription receipt arrangements, executive and director agreements, and board or advisory-committee matters related to the company's digital asset treasury strategy.
Proxy and annual-meeting materials cover director elections, auditor ratification and audited consolidated financial statements. Other filings include Form 12b-25 reporting-status notices, registration statement materials, accounting timelines, capital-raising activity and the company's common-share securities.
Pineapple Financial Inc. filed a notification that it will be late in submitting its Quarterly Report on Form 10-Q for the quarter ended November 30, 2025. The company explains that it needs additional time to finalize its financial statements and for its independent public accounting firm to complete its audit. Pineapple Financial states it will use its best efforts to try to file the Form 10-Q within the five calendar-day extension period permitted under Rule 12b-25(b) of the Securities Exchange Act.
Injective Foundation and Glenn Kennedy filed a Schedule 13D reporting beneficial ownership of 9,615,385 Pineapple Financial Inc. common shares, representing 36.99% of the class. These shares arise from subscription receipts purchased by the Foundation, each exchangeable into one common share after escrow conditions were satisfied.
The Foundation acquired 9,615,385 subscription receipts at a purchase price of $4.16 per receipt, for an aggregate consideration of 2,877,697 INJ tokens, as part of Pineapple’s INJ digital asset treasury strategy. The filing notes that the Foundation holds the shares directly, while Kennedy may be deemed to share voting and dispositive power but disclaims beneficial ownership.
The Foundation and Kennedy may discuss Pineapple’s business, strategy and board composition with management and other shareholders. Under the purchase agreement, Pineapple added Anthony Georgiades to its board after consultation with the Foundation. A lock-up agreement restricts the Foundation from disposing of its securities for 12 months after the effective date, with staged 25% releases if the share price reaches $7.588, $11.382, $15.176 or $18.970.
Pineapple Financial Inc. reported an initial statement of insider holdings related to director Glenn Kennedy. The filing shows Injective Foundation directly holds 9,615,385 common shares of Pineapple Financial Inc., and this position may be deemed beneficially owned by Mr. Kennedy because, as a director of Injective Foundation, he has investment and dispositive control over these securities. The filing also states that Mr. Kennedy disclaims beneficial ownership, has no pecuniary interest in these shares, and that this disclosure should not be taken as an admission that he is the beneficial owner.
Pineapple Financial Inc. reported that its board has appointed Anthony Georgiades, nominated by the Injective Foundation, as a new director effective December 18, 2025. His appointment fulfills a commitment under a previously disclosed securities purchase agreement related to a private placement of subscription receipts priced at $3.80 or $4.16 per subscription receipt for different purchasers.
The board also created a Special Advisory Committee to oversee the company’s digital asset treasury strategy and treasury reserve policy. Georgiades will chair this committee, which initially includes directors Drew Green and Paul Baron. The committee may hire independent legal, financial, and compliance advisors, including three strategic advisors identified by the Injective Foundation, each receiving annual cash compensation of $5,000.
Pineapple Financial Inc. is registering 25,682,046 common shares for resale by existing investors, largely tied to a recent private placement that raised approximately $100 million to fund an INJ-focused digital asset treasury strategy. The resale includes shares issuable from subscription receipts and 1,039,346 warrant shares for a consultant, and the company will not receive any proceeds from investors’ sales. As of December 12, 2025, 1,345,941 common shares were outstanding, so the registered amount is large relative to the current equity base. The company plans to concentrate its treasury in INJ tokens, use staking and derivatives, employ external asset managers, and has drawn on a $15 million credit facility to buy additional INJ, while highlighting extensive risks around digital-asset volatility, regulation, custody, illiquidity and potential discounts of its share price to net asset value, alongside its existing Canadian mortgage technology and brokerage business.
Pineapple Financial Inc. (PAPL) filed an amended annual report to revise its assessment of controls and procedures for the year ended August 31, 2025. The company now concludes that its disclosure controls and procedures were not effective as of that date, citing the late filing of its annual report and a material weakness in internal control over financial reporting related to segregation of duties in the finance function.
As of August 31, 2025, the aggregate market value of common shares held by non-affiliates was about $5.391 million, and 1,345,941 common shares were outstanding as of December 12, 2025. Management outlines steps taken and planned to improve controls, including hiring qualified personnel, enhancing review and approval processes, restricting system access, and engaging external expertise, while stating that the financial statements still fairly present the company’s results in conformity with GAAP.
Pineapple Financial Inc. reported multiple amendments to its financing and registration agreements tied to a private placement of subscription receipts. The fourth amendment to its Securities Purchase Agreement extends the escrow deadline to 120 days from the closing date and adds governance conditions linked to the Injective Foundation.
Before escrow funds are released, the Company will appoint an additional director nominated by the Injective Foundation and create a three-member Special Advisory Committee to oversee its digital asset treasury strategy and reserve policy, with authority to hire independent and strategic advisors. Separate amendments require Pineapple to file a resale registration statement with the SEC by December 15, 2025 and to have it declared effective no later than the escrow deadline.
Pineapple Financial Inc. (PAPL) files its annual report as a Canadian mortgage technology and brokerage platform centered on its cloud-based MyPineapple system, which supports hundreds of field agents across multiple provinces. Revenue is primarily from lender commissions, with smaller streams from platform subscriptions and pre-underwriting fees.
The company is expanding into insurance through wholly owned subsidiary Pineapple Insurance, officially launched in October 2024 to offer life, critical illness and related products integrated into MyPineapple. Management outlines an organic growth strategy focused on agent recruitment, national expansion and deeper use of analytics.
After year-end, Pineapple entered a US$100 million private placement in subscription receipts funded partly with Injective (INJ) tokens, a US$15 million Voltedge revolving credit facility largely invested in INJ, and a US$250 million equity line with White Lion. A new INJ-focused digital asset treasury and on-chain mortgage R&D introduce significant volatility, regulatory and operational risks highlighted extensively in the risk factors section.
Pineapple Financial Inc. (PAPL) filed an 8-K disclosing amendments to prior financing agreements. The company and a majority of investors signed a Third Amendment to the Securities Purchase Agreement and a First Amendment to the Registration Rights Agreement. These amendments require the company to file a registration statement with the SEC by December 5, 2025 and to seek its effectiveness as soon as possible and not later than the Escrow Deadline.
The original private placement, entered on September 2, 2025 and amended September 4, 2025, involved subscription receipts priced at $3.80 for certain purchasers and $4.16 for others. The updated commitments center on timing for the resale registration rather than changing economic terms.