Form 4: Pineapple Financial COO Boosts Stake with Significant Open Market Share Purchases

Kendall Leo Marin, Chief Operating Officer, Director, and 10% Owner of Pineapple Financial Inc., reported multiple open market purchases of common shares in late June 2025, significantly increasing his direct beneficial ownership.

Summary

• Kendall Leo Marin, COO, Director, and 10% Owner of Pineapple Financial Inc. (PAPL), acquired a total of 138,800 common shares through multiple open market purchases on June 25 and June 26, 2025.
• The purchases were made at prices ranging from $0.062 to $0.09 per share.
• Following these transactions, Mr. Marin's direct beneficial ownership of common shares increased to 2,217,323.
• The reported beneficial ownership excludes 126,652 stock options and 25,651 warrants held by Mr. Marin.
• The stock options were granted on November 3, 2023, under the 2022 Omnibus Equity Incentive Compensation Plan, exercisable at $3.60 per share, with 25% vesting on the grant date and the remainder vesting in equal installments every 6 months over two years.

Sentiment

Score: 7

Explanation: The sentiment is positive due to significant insider buying by a high-ranking executive and major shareholder, indicating strong internal confidence in the company's value and future prospects. The low share price of the purchases could be seen as an opportunistic buy.

Positives

• Significant insider buying by a key executive (COO) and director indicates strong confidence in the company's future prospects and current valuation.
• The accumulation of shares by a 10% owner further aligns management's interests with those of public shareholders.

Future Outlook

The document does not provide explicit forward-looking statements or guidance regarding the company's future performance or strategic direction, focusing solely on insider transaction details.

Industry Context

This Form 4 filing reflects an individual insider's investment decision within Pineapple Financial Inc., a company operating in the financial services sector. While not providing broad industry trends, insider buying can signal internal confidence, which may be a positive indicator for investors considering the company's position within its competitive landscape.

Related Party Transactions

• The reported transactions are open market purchases of common shares by Kendall Leo Marin, who is a Director, Chief Operating Officer, and 10% Owner of Pineapple Financial Inc. These transactions are considered related party dealings due to Mr. Marin's insider status.

Stakeholder Impact

• Shareholders may view the insider purchases as a positive signal, potentially increasing investor confidence and demand for the company's stock.
• Employees may perceive this as a sign of stability and belief in the company's future from leadership.

Key Dates

Keywords

Pineapple Financial, PAPL, SEC Form 4, Insider Trading, Share Purchase, Beneficial Ownership, Kendall Leo Marin, COO, Director, 10% Owner, Equity Incentive Plan