STOCK TITAN

[Form 4] Pineapple Financial Inc. Insider Trading Activity

Filing Impact
(Low)
Filing Sentiment
(Neutral)
Form Type
4
Rhea-AI Filing Summary

Pineapple Financial Inc. (PAPL) – Form 4 insider activity

COO, Director and 10% owner Kendall Leo Marin disclosed a series of open-market purchases between 27 June 2025 and 2 July 2025. Four transactions coded “P” (purchase) added a cumulative 55,500 common shares at a volume-weighted average price of roughly $0.096 per share (price range $0.085–$0.10). The cash outlay is approximately $5.3 thousand.

Following the trades, Marin directly owns 2,272,823 common shares, plus 126,652 stock options (exercisable at $3.60, vesting through 2025) and 25,651 warrants. No derivative securities were bought or sold in the current period.

The incremental purchase represents an estimated +2.5% increase to Marin’s prior common-share position, signalling continued confidence at prices far below the outstanding option strike. For micro-cap investors, repeat insider buying—especially by a multi-hat executive—can be interpreted as a favorable sentiment indicator, though the dollar value remains modest.

Pineapple Financial Inc. (PAPL) – Attività insider Form 4

Il COO, Direttore e proprietario del 10% Kendall Leo Marin ha comunicato una serie di acquisti sul mercato aperto tra il 27 giugno 2025 e il 2 luglio 2025. Quattro transazioni contrassegnate come “P” (acquisto) hanno aggiunto un totale di 55.500 azioni ordinarie a un prezzo medio ponderato per volume di circa $0,096 per azione (intervallo di prezzo $0,085–$0,10). La spesa totale è di circa $5,3 mila.

Dopo queste operazioni, Marin detiene direttamente 2.272.823 azioni ordinarie, oltre a 126.652 opzioni su azioni (esercitabili a $3,60, con maturazione entro il 2025) e 25.651 warrant. Nessun titolo derivato è stato comprato o venduto nel periodo corrente.

L'acquisto incrementale rappresenta un aumento stimato del +2,5% rispetto alla posizione precedente di Marin in azioni ordinarie, segnalando una fiducia continua a prezzi ben inferiori al prezzo di esercizio delle opzioni in essere. Per gli investitori in micro-cap, acquisti ripetuti da parte di insider — specialmente di un dirigente con più ruoli — possono essere interpretati come un indicatore di sentiment favorevole, anche se il valore in dollari rimane contenuto.

Pineapple Financial Inc. (PAPL) – Actividad insider Formulario 4

El COO, Director y propietario del 10% Kendall Leo Marin reveló una serie de compras en el mercado abierto entre el 27 de junio de 2025 y el 2 de julio de 2025. Cuatro transacciones codificadas como “P” (compra) sumaron un total de 55,500 acciones comunes a un precio promedio ponderado por volumen de aproximadamente $0.096 por acción (rango de precio $0.085–$0.10). El desembolso en efectivo fue de aproximadamente $5.3 mil.

Tras estas operaciones, Marin posee directamente 2,272,823 acciones comunes, además de 126,652 opciones sobre acciones (ejercitables a $3.60, con vencimiento hasta 2025) y 25,651 warrants. No se compraron ni vendieron valores derivados en el período actual.

La compra incremental representa un aumento estimado del +2.5% en la posición previa de Marin en acciones comunes, señalando confianza continua a precios muy por debajo del precio de ejercicio de las opciones vigentes. Para los inversores en micro-cap, las compras repetidas por parte de insiders — especialmente de un ejecutivo con múltiples roles — pueden interpretarse como un indicador positivo de sentimiento, aunque el valor en dólares es modesto.

Pineapple Financial Inc. (PAPL) – Form 4 내부자 거래 활동

COO이자 이사이며 10% 지분 보유자인 Kendall Leo Marin2025년 6월 27일부터 2025년 7월 2일 사이에 공개 시장에서 일련의 주식 매입을 공시했습니다. “P”(구매)로 표시된 네 건의 거래를 통해 총 55,500 보통주를 주당 약 $0.096의 거래량 가중 평균 가격(가격 범위 $0.085–$0.10)으로 매입했습니다. 현금 지출은 약 $5,300입니다.

거래 후 Marin은 직접 2,272,823 보통주를 보유하고 있으며, 126,652 주식 매수선택권(행사가 $3.60, 2025년까지 권리 취득)과 25,651 워런트도 보유하고 있습니다. 이번 기간에는 파생 증권의 매매가 없었습니다.

이번 추가 매입은 Marin의 기존 보통주 지분 대비 약 +2.5% 증가한 것으로 추정되며, 현재 행사 가격보다 훨씬 낮은 가격에서 지속적인 신뢰를 나타냅니다. 마이크로캡 투자자들에게 다중 역할을 수행하는 임원의 반복적인 내부자 매수는 긍정적인 심리 신호로 해석될 수 있으나, 금액은 비교적 적은 편입니다.

Pineapple Financial Inc. (PAPL) – Activité d’initié Formulaire 4

Le COO, directeur et détenteur de 10% Kendall Leo Marin a déclaré une série d’achats sur le marché libre entre le 27 juin 2025 et le 2 juillet 2025. Quatre transactions codées « P » (achat) ont ajouté un total cumulé de 55 500 actions ordinaires à un prix moyen pondéré d’environ 0,096 $ par action (fourchette de prix de 0,085 $ à 0,10 $). La dépense en espèces s’élève à environ 5,3 milliers de dollars.

Après ces opérations, Marin détient directement 2 272 823 actions ordinaires, ainsi que 126 652 options d’achat d’actions (exerçables à 3,60 $, acquises jusqu’en 2025) et 25 651 bons de souscription. Aucun titre dérivé n’a été acheté ou vendu durant la période en cours.

L’achat supplémentaire représente une augmentation estimée de +2,5 % par rapport à la position précédente de Marin en actions ordinaires, signalant une confiance continue à des prix bien inférieurs au prix d’exercice des options en circulation. Pour les investisseurs en micro-cap, les achats répétés d’initiés — en particulier par un dirigeant aux multiples casquettes — peuvent être interprétés comme un indicateur de sentiment favorable, bien que la valeur en dollars reste modeste.

Pineapple Financial Inc. (PAPL) – Insider-Aktivitäten Form 4

Der COO, Direktor und 10%-Eigentümer Kendall Leo Marin meldete eine Reihe von Käufen am offenen Markt zwischen dem 27. Juni 2025 und dem 2. Juli 2025. Vier Transaktionen mit dem Code „P“ (Kauf) fügten kumulativ 55.500 Stammaktien zu einem volumen-gewichteten Durchschnittspreis von etwa $0,096 pro Aktie hinzu (Preisspanne $0,085–$0,10). Der Bargeldaufwand beläuft sich auf ungefähr $5,3 Tausend.

Nach den Transaktionen besitzt Marin direkt 2.272.823 Stammaktien sowie 126.652 Aktienoptionen (ausübbar zu $3,60, mit Vesting bis 2025) und 25.651 Bezugsrechte. Im aktuellen Zeitraum wurden keine Derivate gekauft oder verkauft.

Der zusätzliche Kauf stellt eine geschätzte Steigerung von +2,5% gegenüber Marins vorheriger Stammaktienposition dar und signalisiert anhaltendes Vertrauen zu Preisen weit unter dem Ausübungspreis der ausstehenden Optionen. Für Micro-Cap-Investoren kann wiederholter Insiderkauf – insbesondere durch einen Manager mit mehreren Funktionen – als positives Stimmungszeichen gewertet werden, auch wenn der Dollarwert moderat bleibt.

Positive
  • Repeat insider buying by COO/Director/10% owner indicates management confidence.
  • Ownership increase of 55,500 shares raises direct stake to over 2.27 million shares, enhancing alignment with shareholders.
Negative
  • Purchases total only ~$5k, a small dollar commitment that may limit market impact.

Insights

TL;DR – Executive adds 55.5k shares at ~$0.10; signals confidence but dollar size small.

The Form 4 shows steady accumulation by PAPL’s COO/Director. Although $5 k is immaterial in absolute terms, the trades lift his stake by ~2.5%. Given the deep discount to the $3.60 option strike, the purchases suggest management views current prices as undervalued. For a thinly traded micro-cap, any insider buying can tighten the public float and improve sentiment. I view the filing as a modestly positive data point, but not thesis-changing unless follow-on buying continues.

TL;DR – Routine insider buy, aligns interests; governance impact limited.

The transaction complies with Section 16 reporting rules and involves open-market purchases, avoiding related-party complexity. While additional ownership aligns incentives, the relative size versus existing holdings is minor. No derivative exercises or sales were disclosed, which removes potential conflict signals. Overall governance impact is neutral-to-positive; investors should watch for consistent buying patterns or larger dollar commitments.

Pineapple Financial Inc. (PAPL) – Attività insider Form 4

Il COO, Direttore e proprietario del 10% Kendall Leo Marin ha comunicato una serie di acquisti sul mercato aperto tra il 27 giugno 2025 e il 2 luglio 2025. Quattro transazioni contrassegnate come “P” (acquisto) hanno aggiunto un totale di 55.500 azioni ordinarie a un prezzo medio ponderato per volume di circa $0,096 per azione (intervallo di prezzo $0,085–$0,10). La spesa totale è di circa $5,3 mila.

Dopo queste operazioni, Marin detiene direttamente 2.272.823 azioni ordinarie, oltre a 126.652 opzioni su azioni (esercitabili a $3,60, con maturazione entro il 2025) e 25.651 warrant. Nessun titolo derivato è stato comprato o venduto nel periodo corrente.

L'acquisto incrementale rappresenta un aumento stimato del +2,5% rispetto alla posizione precedente di Marin in azioni ordinarie, segnalando una fiducia continua a prezzi ben inferiori al prezzo di esercizio delle opzioni in essere. Per gli investitori in micro-cap, acquisti ripetuti da parte di insider — specialmente di un dirigente con più ruoli — possono essere interpretati come un indicatore di sentiment favorevole, anche se il valore in dollari rimane contenuto.

Pineapple Financial Inc. (PAPL) – Actividad insider Formulario 4

El COO, Director y propietario del 10% Kendall Leo Marin reveló una serie de compras en el mercado abierto entre el 27 de junio de 2025 y el 2 de julio de 2025. Cuatro transacciones codificadas como “P” (compra) sumaron un total de 55,500 acciones comunes a un precio promedio ponderado por volumen de aproximadamente $0.096 por acción (rango de precio $0.085–$0.10). El desembolso en efectivo fue de aproximadamente $5.3 mil.

Tras estas operaciones, Marin posee directamente 2,272,823 acciones comunes, además de 126,652 opciones sobre acciones (ejercitables a $3.60, con vencimiento hasta 2025) y 25,651 warrants. No se compraron ni vendieron valores derivados en el período actual.

La compra incremental representa un aumento estimado del +2.5% en la posición previa de Marin en acciones comunes, señalando confianza continua a precios muy por debajo del precio de ejercicio de las opciones vigentes. Para los inversores en micro-cap, las compras repetidas por parte de insiders — especialmente de un ejecutivo con múltiples roles — pueden interpretarse como un indicador positivo de sentimiento, aunque el valor en dólares es modesto.

Pineapple Financial Inc. (PAPL) – Form 4 내부자 거래 활동

COO이자 이사이며 10% 지분 보유자인 Kendall Leo Marin2025년 6월 27일부터 2025년 7월 2일 사이에 공개 시장에서 일련의 주식 매입을 공시했습니다. “P”(구매)로 표시된 네 건의 거래를 통해 총 55,500 보통주를 주당 약 $0.096의 거래량 가중 평균 가격(가격 범위 $0.085–$0.10)으로 매입했습니다. 현금 지출은 약 $5,300입니다.

거래 후 Marin은 직접 2,272,823 보통주를 보유하고 있으며, 126,652 주식 매수선택권(행사가 $3.60, 2025년까지 권리 취득)과 25,651 워런트도 보유하고 있습니다. 이번 기간에는 파생 증권의 매매가 없었습니다.

이번 추가 매입은 Marin의 기존 보통주 지분 대비 약 +2.5% 증가한 것으로 추정되며, 현재 행사 가격보다 훨씬 낮은 가격에서 지속적인 신뢰를 나타냅니다. 마이크로캡 투자자들에게 다중 역할을 수행하는 임원의 반복적인 내부자 매수는 긍정적인 심리 신호로 해석될 수 있으나, 금액은 비교적 적은 편입니다.

Pineapple Financial Inc. (PAPL) – Activité d’initié Formulaire 4

Le COO, directeur et détenteur de 10% Kendall Leo Marin a déclaré une série d’achats sur le marché libre entre le 27 juin 2025 et le 2 juillet 2025. Quatre transactions codées « P » (achat) ont ajouté un total cumulé de 55 500 actions ordinaires à un prix moyen pondéré d’environ 0,096 $ par action (fourchette de prix de 0,085 $ à 0,10 $). La dépense en espèces s’élève à environ 5,3 milliers de dollars.

Après ces opérations, Marin détient directement 2 272 823 actions ordinaires, ainsi que 126 652 options d’achat d’actions (exerçables à 3,60 $, acquises jusqu’en 2025) et 25 651 bons de souscription. Aucun titre dérivé n’a été acheté ou vendu durant la période en cours.

L’achat supplémentaire représente une augmentation estimée de +2,5 % par rapport à la position précédente de Marin en actions ordinaires, signalant une confiance continue à des prix bien inférieurs au prix d’exercice des options en circulation. Pour les investisseurs en micro-cap, les achats répétés d’initiés — en particulier par un dirigeant aux multiples casquettes — peuvent être interprétés comme un indicateur de sentiment favorable, bien que la valeur en dollars reste modeste.

Pineapple Financial Inc. (PAPL) – Insider-Aktivitäten Form 4

Der COO, Direktor und 10%-Eigentümer Kendall Leo Marin meldete eine Reihe von Käufen am offenen Markt zwischen dem 27. Juni 2025 und dem 2. Juli 2025. Vier Transaktionen mit dem Code „P“ (Kauf) fügten kumulativ 55.500 Stammaktien zu einem volumen-gewichteten Durchschnittspreis von etwa $0,096 pro Aktie hinzu (Preisspanne $0,085–$0,10). Der Bargeldaufwand beläuft sich auf ungefähr $5,3 Tausend.

Nach den Transaktionen besitzt Marin direkt 2.272.823 Stammaktien sowie 126.652 Aktienoptionen (ausübbar zu $3,60, mit Vesting bis 2025) und 25.651 Bezugsrechte. Im aktuellen Zeitraum wurden keine Derivate gekauft oder verkauft.

Der zusätzliche Kauf stellt eine geschätzte Steigerung von +2,5% gegenüber Marins vorheriger Stammaktienposition dar und signalisiert anhaltendes Vertrauen zu Preisen weit unter dem Ausübungspreis der ausstehenden Optionen. Für Micro-Cap-Investoren kann wiederholter Insiderkauf – insbesondere durch einen Manager mit mehreren Funktionen – als positives Stimmungszeichen gewertet werden, auch wenn der Dollarwert moderat bleibt.

SEC Form 4
FORM 4 UNITED 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
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*
Marin Kendall Leo

(Last) (First) (Middle)
1 COUNTRY CLUB CRECENT

(Street)
UXBRIDGE A6 L9P 0B8

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Pineapple Financial Inc. [ PAPL ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
X Director X 10% Owner
X Officer (give title below) Other (specify below)
COO
3. Date of Earliest Transaction (Month/Day/Year)
06/27/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
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)
Code V Amount (A) or (D) Price
Common Shares 06/27/2025 P 19,500 A $0.095(1) 2,236,823(2) D
Common Shares 06/30/2025 P 18,000 A $0.094(1) 2,254,823(2) D
Common Shares 07/01/2025 P 4,000 A $0.1 2,258,823(2) D
Common Shares 07/02/2025 P 14,000 A $0.1 2,272,823(2) D
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)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Explanation of Responses:
1. The reported price is a weighted average price. These shares were purchased in multiple transactions ranging from $0.085 to $0.10, inclusive. The reporting person undertakes to provide Pineapple Financial Inc., any security holder of Pineapple Financial Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares bought at each separate price within the range set forth in this footnote to this Form 4.
2. Total excludes the 126,652 options and 25,651 warrants owned by the Reporting Person. The stock options were issued to the Reporting Person, pursuant to 2022 Omnibus Equity Incentive Compensation Plan on November 03, 2023, the options are exercisable at $3.60 per share and vest over 2 years whereby 25% of the options granted vested on the date of grant, and the remaining unvested options vest in equal installments every 6 months thereafter.
/s/ Kendall Marin 07/03/2025
** Signature of Reporting Person Date
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.

FAQ

How many PAPL shares did Kendall Leo Marin purchase in this Form 4?

The insider bought 55,500 common shares between 27 June and 2 July 2025.

What price did the PAPL insider pay for the shares?

Shares were bought at a $0.085–$0.10 range, with a weighted average of roughly $0.096.

What is Kendall Leo Marin’s total PAPL ownership after the transactions?

He directly owns 2,272,823 common shares, plus 126,652 options and 25,651 warrants.

Were any derivative securities exercised or sold in this filing?

No. Only common shares were purchased; no options or warrants were exercised or disposed.

Does the Form 4 indicate a Rule 10b5-1 trading plan?

The filing does not mark the Rule 10b5-1 checkbox, suggesting trades were not executed under a pre-arranged plan.
Pineapple Financial Inc.

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