Pineapple Financial Inc. (PAPL) — SEC Filings

Pineapple Financial Inc. (PAPL) — 41 SEC filings. Latest: 8-K (Dec 29, 2025). Includes 20 8-K, 6 10-Q, 4 DEF 14A.

View Pineapple Financial Inc. on SEC EDGAR

Overview

Pineapple Financial Inc. (PAPL) is a publicly traded company tracked on ReadTheFiling. The most recent enriched filing is a S-1 filed on Dec 12, 2025: Pineapple Financial Inc. (PAPL), a Canadian mortgage technology and brokerage company, filed an S-1 on December 12, 2025, to register 25,682,046 common shares for resale by selling shareholders. The company recently completed a private placement on September 4, 2025, raising approximately $100 milli

Sentiment Summary

Across 41 filings, the sentiment breakdown is: 4 bearish, 35 neutral, 2 mixed. The dominant filing sentiment for Pineapple Financial Inc. is neutral.

Filing Type Overview

Pineapple Financial Inc. (PAPL) has filed 20 8-K, 3 S-1, 2 10-K, 4 DEF 14A, 6 10-Q, 3 S-1/A, 1 8-K/A, 2 DEFA14A with the SEC between Jan 2024 to Dec 2025.

Filings by Year

2025 · 2024

Recent SEC Filings (41)

Pineapple Financial Inc. SEC Filing History
DateFormDescriptionRisk
Dec 29, 20258-K8-K Filing
Dec 12, 2025S-1Pineapple Financial Files S-1 for $100M Crypto-Backed Share Resalehigh
Dec 9, 20258-KPineapple Financial Inc. Signs Material Definitive Agreementmedium
Dec 3, 202510-KPineapple Financial Diversifies Revenue, Explores Digital Assetshigh
Nov 12, 20258-KPineapple Financial Inc. Signs Material Definitive Agreementmedium
Nov 4, 20258-KPineapple Financial Inc. Files 8-K with Key Corporate Updatesmedium
Oct 6, 20258-KPineapple Financial Inc. Enters Material Definitive Agreementmedium
Sep 30, 2025DEF 14APineapple Financial Seeks Shareholder Nod for Major Share Issuance, Transfer Rule Changemedium
Sep 10, 20258-KPineapple Financial Inc. Files 8-K with Material Agreementsmedium
Sep 2, 20258-KPineapple Financial Inc. Files 8-Klow
Aug 1, 20258-KPineapple Financial Files 8-K for Other Eventslow
Jul 14, 202510-QPineapple Financial's Losses Widen Amidst Asset Declinehigh
Jun 27, 20258-KPineapple Financial Inc. Reports on Security Holder Votemedium
May 27, 2025DEF 14APineapple Financial Seeks Reverse Split, Share Issuance Approvalhigh
May 19, 20258-KPineapple Financial Faces Delisting Concernshigh
May 6, 20258-KPineapple Financial Inc. Files 8-K for Material Agreementmedium
May 1, 2025S-1/APineapple Financial Inc. Files S-1/A for IPOmedium
Apr 25, 2025S-1Pineapple Financial Inc. Files S-1 for Potential Offeringmedium
Apr 14, 202510-QPineapple Financial Inc. Files 10-Q for Feb 2025medium
Mar 10, 20258-KPineapple Financial Inc. Reports on Shareholder Vote Matterslow

Risk Profile

Risk Assessment: Of PAPL's 39 recent filings, 5 were flagged as high-risk, 20 as medium-risk, and 14 as low-risk. The overall risk profile suggests moderate risk with a balanced mix of positive and cautionary disclosures.

Financial Highlights

Pineapple Financial Inc. Financial Summary (10-K, Dec 3, 2025)
MetricValue
RevenueN/A
Net IncomeN/A
EPSN/A
Debt-to-EquityN/A
Cash PositionN/A
Operating MarginN/A%
Total AssetsN/A
Total DebtN/A

Key Executives

  • Shubha Dasgupta
  • Darrin Ocasio, Esq.
  • Board of Directors
  • Darrin Ocasio
  • Joseph M. Lucosky
  • Soyoung Lee
  • Gregory Sichenzia

Industry Context

Pineapple Financial Inc. operates in the competitive mortgage technology and brokerage sector, which is increasingly influenced by digital transformation and fintech innovation. The industry faces ongoing pressure from rising interest rates, evolving regulatory requirements, and the need for efficient, technology-driven customer acquisition and loan processing. Companies are diversifying revenue streams and exploring new investment avenues, such as digital assets, to navigate market volatility and enhance profitability.

Top Tags

material-agreement (7) · corporate-governance (7) · ipo (5) · 10-Q (5) · shareholder-vote (4) · finance (4) · sec-filing (4) · filing (3) · Corporate Governance (3) · Proxy Statement (3)

Key Numbers

Pineapple Financial Inc. Key Metrics
MetricValueContext
Common Shares25,682,046Total common shares registered for resale by selling shareholders
Proceeds raised$100 millionRaised in the Private Placement for the Treasury Strategy
Offering price$3.80Per Subscription Receipt for certain purchasers and Meteora Warrant exercise price
Meteora Warrant Shares1,039,346Issuable upon exercise of Meteora Warrant
Last reported sale price$3.69For Common Shares on NYSE American LLC on December 4, 2025
Revenue percentage95%Derived from lender partner service commissions
Aggregate market value of common shares held by non-affiliates$5.391 millionAs of August 31, 2025, based on NYSE American closing price.
Common shares outstanding1,345,941As of December 1, 2025.
Percentage of total gross revenue95%Derived from lender partner service commissions, indicating high reliance on this stream.
Monthly subscription fee$141.50Paid by agents using the Pineapple+ Platform.
Per-deal fee for pre-risk assessment$390For mortgages with a funded amount of $390,000 and over.
Full-time employees39As of the filing date, supporting brokerage services.
Year of British Columbia office opening2024Demonstrates geographic expansion.
Common Shares to be issued24,642,700Represents a significant potential dilution for existing shareholders.
Common Shares outstanding1,345,941As of September 15, 2025, prior to the proposed issuance.

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Frequently Asked Questions

What are the latest SEC filings for Pineapple Financial Inc. (PAPL)?

Pineapple Financial Inc. has 41 recent SEC filings from Jan 2024 to Dec 2025, including 20 8-K, 6 10-Q, 4 DEF 14A. Each filing includes an AI-generated plain-English summary.

What is the overall sentiment of PAPL filings?

Across 41 filings, the sentiment breakdown is: 4 bearish, 35 neutral, 2 mixed. The dominant sentiment is neutral.

Where can I find Pineapple Financial Inc. SEC filings explained simply?

ReadTheFiling provides AI-powered plain-English summaries of all Pineapple Financial Inc. (PAPL) SEC filings, including 10-K annual reports, 10-Q quarterly reports, 8-K current reports, and insider trades.

What are the key financial highlights for Pineapple Financial Inc.?

Key financial highlights from Pineapple Financial Inc.'s most recent 10-K include metrics such as revenue, net income, EPS, and debt ratios. Visit the filing detail page for the full breakdown.

What is the investment thesis for PAPL?

The investment thesis for PAPL includes bull, base, and bear case scenarios derived from AI analysis of recent SEC filings.

Who are the key executives at Pineapple Financial Inc.?

Key executives identified across Pineapple Financial Inc.'s filings include Shubha Dasgupta, Darrin Ocasio, Esq., Board of Directors, Darrin Ocasio, Joseph M. Lucosky and 2 others.

What are the main risk factors for Pineapple Financial Inc. stock?

Of PAPL's 39 assessed filings, 5 were flagged high-risk, 20 medium-risk, and 14 low-risk.

What are recent predictions and forward guidance from Pineapple Financial Inc.?

Forward guidance and predictions for Pineapple Financial Inc. are extracted from SEC filings as they are enriched.

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