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. (NYSE American: PAPL) files a range of documents with the U.S. Securities and Exchange Commission that shed light on its mortgage technology and brokerage operations, capital structure, and digital asset treasury strategy. As a Canadian mortgage technology and brokerage company and an emerging growth company, Pineapple uses SEC filings to describe its business model, risk factors, and material agreements.
Key filings include current reports on Form 8-K, which Pineapple uses to disclose material definitive agreements, private placements, amendments to securities purchase agreements, and the formation of advisory committees. For example, 8-K filings describe the company’s securities purchase agreement and subscription receipt agreement for a private placement intended to fund a $100 million Injective (INJ) digital asset treasury strategy, as well as subsequent amendments to escrow deadlines and registration requirements. Other 8-Ks outline the creation of a Special Advisory Committee to oversee the digital asset treasury strategy, the appointment of a new director nominated by the Injective Foundation, and entry into an ISDA Master Agreement and related credit support annex to manage risk associated with the INJ treasury strategy.
Pineapple’s Form S-1 registration statement provides a detailed description of the company as a Canadian mortgage technology and brokerage company, including its mortgage brokerage services, technology solutions, and back-office and pre-underwriting support services. The S-1 also covers the resale of common shares issued in connection with the private placement, outlines the company’s status as a smaller reporting company and emerging growth company, and sets out risk factors and plan of distribution information for selling shareholders.
Proxy materials such as the DEF 14A definitive proxy statement document shareholder meetings and proposals, including approval of the issuance of common shares in exchange for subscription receipts and amendments to the company’s articles to remove transfer restrictions on common shares. These materials explain voting procedures, shareholder rights, and the matters brought before shareholders.
On Stock Titan’s SEC filings page for PAPL, users can review these filings as they are made available through EDGAR, including 8-Ks describing digital asset treasury arrangements, subscription receipt mechanics, and advisory agreements, as well as the S-1 and proxy statements that provide broader context on Pineapple’s mortgage technology business and capital markets activities. AI-powered summaries can help interpret complex agreements, highlight key terms in the securities purchase and registration rights agreements, and clarify how Pineapple’s Injective-based treasury strategy and mortgage technology operations are reflected in its regulatory disclosures.
Pineapple Financial Inc. (PAPL) – Form 4 insider activity: Chief Operating Officer, director and 10% shareholder Kendall Leo Marin reported open-market purchases of 9,000 common shares on 3 & 7 July 2025 at prices of $0.094-$0.099 per share, spending roughly $860. Following these trades, Marin directly owns 2,281,823 shares, up about 0.4% from prior holdings. The filing also discloses—but excludes from the share count—126,652 stock options (exercise price $3.60, vesting over two years) and 25,651 warrants. While the dollar amount is small relative to Marin’s existing stake, insider buying by a C-suite executive and large holder can be viewed as a confidence signal, especially with the stock trading below $0.10.
Pineapple Financial (NYSE:PAPL) filed an 8-K disclosing results of its 26 Jun 2025 special meeting.
- Reverse Stock Split: Shareholders empowered the Board to implement a 1-for-10 to 1-for-20 consolidation of outstanding common shares. Votes: 4,964,012 for, 506,880 against, 27,757 abstain.
- 20%+ Share Issuance: Approved, for NYSE American compliance, the potential issuance of ≥20% of shares outstanding as of 13 Nov 2024 upon exercise of warrants under the November 2024 securities purchase agreement. Votes: 3,132,095 for, 310,271 against, 30,446 abstain, 2,025,837 broker non-votes.
Both proposals give the Board flexibility to shore up the share price and raise capital but introduce dilution risk and signal ongoing price pressure. No other matters were presented.
Kendall Marin, COO and Director of Pineapple Financial (PAPL), significantly increased their direct ownership position through multiple share purchases over two days:
On June 25, 2025:
- 46,100 shares at $0.08
- 32,000 shares at $0.0629
- 1,500 shares at $0.062
On June 26, 2025:
- 38,000 shares at $0.09
- 1,500 shares at $0.085
- 15,000 shares at $0.0899
- 2,700 shares at $0.08
- 2,000 shares at $0.0798
Total direct ownership following transactions: 2,217,323 shares. Additionally holds 126,652 options ($3.60 strike, vesting over 2 years) and 25,651 warrants. As both COO and 10% owner, these insider purchases may signal management's confidence in the company's prospects.
Pineapple Financial Inc. (PAPL) Form 4 filing: Chief Operating Officer, Director and >10% owner Kendall Leo Marin disclosed open-market purchases on 23-24 June 2025.
- Shares acquired: 9,475 common shares across four purchases at prices ranging from $0.0490 to $0.0695.
- Post-transaction holding: 2,078,523 common shares held directly, in addition to 126,652 stock options and 25,651 warrants previously granted.
- Transaction code: “P” (open-market purchase), suggesting voluntary buying rather than option exercise.
- Relative size: The purchase increases Marin’s direct equity stake by roughly 0.46%, indicating incremental rather than transformative buying.
- Alignment of interests: Continued accumulation by a senior executive with significant existing ownership may be viewed as a confidence signal, especially at a depressed share price below ten cents.
No derivative transactions were reported in this filing. The option package referenced was granted on 3-Nov-2023 under the 2022 Omnibus Plan and is unaffected by the current purchases.
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