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Pineapple Financial (PAPL)


Market Price (12/4/2025): $3.23 | Market Cap: $2.1 Mil
Sector: Financials | Industry: Commercial & Residential Mortgage Finance

Pineapple Financial (PAPL)


Market Price (12/4/2025): $3.23
Market Cap: $2.1 Mil
Sector: Financials
Industry: Commercial & Residential Mortgage Finance

Investment Highlights Why It Matters Which of these 2 stories sounds closer for this stock?

1. Generates cash flow

The stock generated 4% or more of the share price (called cash flow yield), and shows moderate 10-15% or more growth.

2. Riding a trend

Think Tesla during the pandemic of 2020 when EVs were riding a cultural high, or Nvidia in the current AI boom, or even Figma. These companies don’t have enough yield, or, enough growth, or both - however - they are riding a trend. They have momentum. These can be more volatile - they don’t have the floor of strong cash flow


0 Valuation becoming less expensive
P/S 6M Chg %Price/Sales change over 6 months. Declining P/S indicates valuation has become less expensive. is -66%
Not profitable at operating income level
Op Inc LTMOperating Income, Last Twelve Months is -3.0 Mil, Op Mgn LTMOperating Margin = Operating Income / Revenue Reflects profitability before taxes and before impact of capital structure (interest payments). is -101%
1 Megatrend and thematic drivers
Megatrends include Artificial Intelligence, Fintech & Digital Payments, and AI in Financial Services. Themes include AI Software Platforms, Show more.
Debt is significant
Net D/ENet Debt/Equity. Debt net of cash. Negative indicates net cash. Equity is taken as the Market Capitalization is 621%
2  Stock price has recently run up significantly
6M Rtn6 month market price return is 3666%, 12M Rtn12 month market price return is 544%
3  Not cash flow generative
CFO/Rev LTMCash Flow from Operations / Revenue (Sales), Last Twelve Months (LTM) is -24%, FCF/Rev LTMFree Cash Flow / Revenue (Sales), Last Twelve Months (LTM) is -58%
4  Yield minus risk free rate is negative
ERPEquity Risk Premium (ERP) = Total Yield - Risk Free Rate, Reflects the premium above risk free assets offered by the investment. is -6505%
5  High stock price volatility
Vol 12M is 3998%
0 Valuation becoming less expensive
P/S 6M Chg %Price/Sales change over 6 months. Declining P/S indicates valuation has become less expensive. is -66%
1 Megatrend and thematic drivers
Megatrends include Artificial Intelligence, Fintech & Digital Payments, and AI in Financial Services. Themes include AI Software Platforms, Show more.
2 Not profitable at operating income level
Op Inc LTMOperating Income, Last Twelve Months is -3.0 Mil, Op Mgn LTMOperating Margin = Operating Income / Revenue Reflects profitability before taxes and before impact of capital structure (interest payments). is -101%
3 Debt is significant
Net D/ENet Debt/Equity. Debt net of cash. Negative indicates net cash. Equity is taken as the Market Capitalization is 621%
4 Stock price has recently run up significantly
6M Rtn6 month market price return is 3666%, 12M Rtn12 month market price return is 544%
5 Not cash flow generative
CFO/Rev LTMCash Flow from Operations / Revenue (Sales), Last Twelve Months (LTM) is -24%, FCF/Rev LTMFree Cash Flow / Revenue (Sales), Last Twelve Months (LTM) is -58%
6 Yield minus risk free rate is negative
ERPEquity Risk Premium (ERP) = Total Yield - Risk Free Rate, Reflects the premium above risk free assets offered by the investment. is -6505%
7 High stock price volatility
Vol 12M is 3998%

Valuation, Metrics & Events

PAPL Stock


Why The Stock Moved


Qualitative Assessment

AI Generated Analysis | Feedback

1. Delayed Annual Report Filing.

Pineapple Financial delayed the filing of its Form 10-K (Yearly Report) for the fiscal period ending August 31, 2025. This delay was attributed to the need for additional time to finalize the company's financial statements and for the independent public accounting firm to complete its audit. While no significant financial changes were expected, such delays can raise investor concerns. 2. Persistent Financial Instability and Unprofitability.

The company's financial performance has been consistently weak, marked by negative profit margins, ongoing liquidity challenges, and substantial operating losses. For the fiscal year ended August 31, 2025, Pineapple Financial reported an operating loss of $3.0 million, despite some reduction from the previous year.

Show more

Stock Movement Drivers

Return vs. Risk


Price Returns Compared

 202020212022202320242025Total [1]
Returns
PAPL Return-----75%630%84%
Peers Return36%14%-28%56%6%15%113%
S&P 500 Return16%27%-19%24%23%16%112%

Monthly Win Rates [3]
PAPL Win Rate---100%8%30% 
Peers Win Rate58%65%38%55%53%48% 
S&P 500 Win Rate58%75%42%67%75%70% 

Max Drawdowns [4]
PAPL Max Drawdown-----76%-81% 
Peers Max Drawdown-41%-13%-39%-9%-16%-18% 
S&P 500 Max Drawdown-31%-1%-25%-1%-2%-15% 


[1] Cumulative total returns since the beginning of 2020
[2] Peers: ESNT, WD, SNFCA, RKT, PFSI.
[3] Win Rate = % of calendar months in which monthly returns were positive
[4] Max drawdown represents maximum peak-to-trough decline within a year
[5] 2025 data is for the year up to 12/3/2025 (YTD)

How Low Can It Go

PAPL has limited trading history. Below is the Financials sector ETF (XLF) in its place.

Unique KeyEventXLFS&P 500
2022 Inflation Shock2022 Inflation Shock  
2022 Inflation Shock% Loss% Loss-26.9%-25.4%
2022 Inflation Shock% Gain to Breakeven% Gain to Breakeven36.7%34.1%
2022 Inflation ShockTime to BreakevenTime to Breakeven525 days464 days
2020 Covid Pandemic2020 Covid Pandemic  
2020 Covid Pandemic% Loss% Loss-43.3%-33.9%
2020 Covid Pandemic% Gain to Breakeven% Gain to Breakeven76.5%51.3%
2020 Covid PandemicTime to BreakevenTime to Breakeven295 days148 days
2018 Correction2018 Correction  
2018 Correction% Loss% Loss-26.1%-19.8%
2018 Correction% Gain to Breakeven% Gain to Breakeven35.2%24.7%
2018 CorrectionTime to BreakevenTime to Breakeven338 days120 days
2008 Global Financial Crisis2008 Global Financial Crisis  
2008 Global Financial Crisis% Loss% Loss-83.7%-56.8%
2008 Global Financial Crisis% Gain to Breakeven% Gain to Breakeven515.2%131.3%
2008 Global Financial CrisisTime to BreakevenTime to Breakeven4470 days1480 days

Compare to


In The Past

SPDR Select Sector Fund's stock fell -26.9% during the 2022 Inflation Shock from a high on 1/12/2022. A -26.9% loss requires a 36.7% gain to breakeven.

Preserve Wealth

Limiting losses and compounding gains is essential to preserving wealth over time.

Asset Allocation

Actively managed asset allocation strategies protect wealth. Learn more.

About Pineapple Financial (PAPL)

Better Bets than Pineapple Financial (PAPL)

Latest Trefis Analyses

Title
0ARTICLES

Trade Ideas

Select past ideas related to PAPL. For more, see Trefis Trade Ideas.

Unique KeyDateTickerCompanyCategoryTrade Strategy6M Fwd Rtn12M Fwd Rtn12M Max DD
WU_11212025_Dip_Buyer_FCFYield11212025WUWestern UnionDip BuyDB | FCFY OPMDip Buy with High FCF Yield and High Margin
Buying dips for companies with high FCF yield and meaningfully high operating margin
3.4%3.4%-0.4%
COIN_11212025_Monopoly_xInd_xCD_Getting_Cheaper11212025COINCoinbase GlobalMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
9.5%9.5%0.0%
PYPL_11142025_Dip_Buyer_FCFYield11142025PYPLPayPalDip BuyDB | FCFY OPMDip Buy with High FCF Yield and High Margin
Buying dips for companies with high FCF yield and meaningfully high operating margin
0.1%0.1%-7.5%
V_11142025_Monopoly_xInd_xCD_Getting_Cheaper11142025VVisaMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
-0.1%-0.1%-2.7%
WD_11072025_Dip_Buyer_ValueBuy11072025WDWalker & DunlopDip BuyDB | P/E OPMDip Buy with Low PE and High Margin
Buying dips for companies with tame PE and meaningfully high operating margin
-7.7%-7.7%-11.0%
Unique KeyDateTickerCompanyCategoryTrade Strategy6M Fwd Rtn12M Fwd Rtn12M Max DD
WU_11212025_Dip_Buyer_FCFYield11212025WUWestern UnionDip BuyDB | FCFY OPMDip Buy with High FCF Yield and High Margin
Buying dips for companies with high FCF yield and meaningfully high operating margin
3.4%3.4%-0.4%
COIN_11212025_Monopoly_xInd_xCD_Getting_Cheaper11212025COINCoinbase GlobalMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
9.5%9.5%0.0%
PYPL_11142025_Dip_Buyer_FCFYield11142025PYPLPayPalDip BuyDB | FCFY OPMDip Buy with High FCF Yield and High Margin
Buying dips for companies with high FCF yield and meaningfully high operating margin
0.1%0.1%-7.5%
V_11142025_Monopoly_xInd_xCD_Getting_Cheaper11142025VVisaMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
-0.1%-0.1%-2.7%
WD_11072025_Dip_Buyer_ValueBuy11072025WDWalker & DunlopDip BuyDB | P/E OPMDip Buy with Low PE and High Margin
Buying dips for companies with tame PE and meaningfully high operating margin
-7.7%-7.7%-11.0%

Recent Active Movers

Recent Active Movers

More From Trefis

Peer Comparisons for Pineapple Financial

Peers to compare with:

Financials

PAPLESNTWDSNFCARKTPFSIMedian
NamePineappl.Essent Walker &.Security.Rocket C.PennyMac. 
Mkt Price3.2261.8864.368.7919.71133.8640.80
Mkt Cap0.06.02.10.241.56.94.1
Rev LTM31,2901,2363415,4863,5821,263
Op Inc LTM-3-134--549134
FCF LTM-2837-94948-1,264-1,947-476
FCF 3Y Avg-379822347-1,756-1,83022
CFO LTM-1854-93751-854-1,911-427
CFO 3Y Avg-280823749-1,333-1,79624

Growth & Margins

PAPLESNTWDSNFCARKTPFSIMedian
NamePineappl.Essent Walker &.Security.Rocket C.PennyMac. 
Rev Chg LTM12.0%2.1%16.0%5.6%41.7%50.7%14.0%
Rev Chg 3Y Avg-8.2%-2.3%-7.0%-0.3%17.6%-0.3%
Rev Chg Q1.4%-1.3%15.5%4.2%141.3%40.3%9.9%
QoQ Delta Rev Chg LTM0.4%-0.3%3.8%1.1%18.6%7.6%2.4%
Op Mgn LTM-101.1%-10.8%--15.3%10.8%
Op Mgn 3Y Avg-104.3%-11.4%--15.2%11.4%
QoQ Delta Op Mgn LTM6.8%-0.4%--3.1%3.1%
CFO/Rev LTM-23.7%66.2%-75.8%15.0%-15.6%-53.4%-19.6%
CFO/Rev 3Y Avg-56.4%67.1%26.4%14.5%-32.3%-67.8%-8.9%
FCF/Rev LTM-58.2%64.8%-76.8%14.1%-23.0%-54.4%-38.7%
FCF/Rev 3Y Avg-98.9%66.4%25.2%13.9%-42.4%-69.1%-14.2%

Valuation

PAPLESNTWDSNFCARKTPFSIMedian
NamePineappl.Essent Walker &.Security.Rocket C.PennyMac. 
Mkt Cap0.06.02.10.241.56.94.1
P/S0.04.82.30.77.41.82.0
P/EBIT-0.07.220.97.3-11.77.3
P/E-0.08.824.310.8-399.612.89.8
P/CFO-0.17.3-3.04.8-47.8-3.4-1.5
Total Yield-6,500.6%13.3%4.1%9.3%-0.3%8.8%6.4%
Dividend Yield0.0%2.0%0.0%0.0%0.0%1.0%0.0%
FCF Yield 3Y Avg-13.4%11.3%21.6%-54.6%-37.1%11.3%
D/E27.10.11.10.50.23.00.8
Net D/E6.2-0.91.00.00.12.90.5

Returns

PAPLESNTWDSNFCARKTPFSIMedian
NamePineappl.Essent Walker &.Security.Rocket C.PennyMac. 
1M Rtn-15.0%2.1%-19.0%8.5%16.7%5.8%3.9%
3M Rtn-15.5%-1.2%-20.7%4.6%10.2%18.9%1.7%
6M Rtn3,666.1%9.0%-3.3%-5.9%58.1%41.7%25.3%
12M Rtn544.0%11.1%-38.9%-30.9%48.3%27.5%19.3%
3Y Rtn-66.3%-19.6%57.0%147.7%133.9%66.3%
1M Excs Rtn-15.0%2.1%-18.9%8.6%16.7%5.8%4.0%
3M Excs Rtn-27.6%-7.9%-27.3%-0.6%-2.4%11.0%-5.1%
6M Excs Rtn3,651.4%-5.7%-18.0%-20.6%43.3%27.0%10.6%
12M Excs Rtn530.5%-3.7%-53.0%-43.0%29.8%12.8%4.6%
3Y Excs Rtn--2.5%-87.8%-18.9%101.3%69.4%-2.5%

Financials

Price Behavior

Short Interest

Short Interest: As Of Date11142025
Short Interest: Shares Quantity51,319
Short Interest: % Change Since 10312025-4.6%
Average Daily Volume16,254
Days-to-Cover Short Interest3.16
Basic Shares Quantity635,712
Short % of Basic Shares8.1%

SEC Filings

Expand for More

Report DateFiling DateFiling
5312025714202510-Q 5/31/2025
2282025414202510-Q 2/28/2025
11302024121202510-Q 11/30/2024
83120241220202410-K 8/31/2024
5312024715202410-Q 5/31/2024
2292024415202410-Q 2/29/2024
11302023116202410-Q 11/30/2023
83120231214202310-K 8/31/2023
53120239152023S-1/A 5/31/2023
22820235162023S-1/A 2/28/2023
831202212012022S-1 8/31/2022