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olivLaw · US equity research

Pineapple Financial Inc. PAPL

Finance Services · SIC 6199 · Vertical: Finance Services (SIC 6199)

0.75USD+2.33% · 1 dayClose 04 Nov 2026

Pineapple Financial is a Canadian mortgage technology and brokerage company that provides a cloud platform to agents and brokers for managing the full mortgage lifecycle. It has recently expanded with a digital asset treasury strategy, so reported results are shaped both by the mortgage market and by fair value measurements of those assets.

At the close of 04 Nov 2026, Pineapple Financial Inc. (PAPL) stock was 0.75 USD (+2.33% on the day), with market capitalisation 18.9 m USD, beta 0.25, 52-week range 0.58–3.69 USD. Latest reported quarter (Q3 2026): revenue of 622.5 k USD (−16.7% YoY), net income of 25.3 m USD, diluted EPS 0.99 USD.

Data as of · AI analysis dated · Source: SEC filings and closing prices, computed by olivLaw.

Market cap
18.9 m USD
shares as of 20 Jul 2026
P/E (TTM)
unavailable
Diluted EPS TTM -6.60 · TTM to 31 May 2026
E/P (TTM)
-882.27%
TTM to 31 May 2026
Dividend yield
unavailable
Beta (2y)
0.25
Volatility (1y) 138%
52-week range
0.583.69

Price history

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Technical reading

RSI (14)
39.1
weak (30–45)
Bollinger (20, 2)
0.71 – 1.04
in the lower half of the band · %B 0.12 · band width 38.5%
SMA 50 / 200
0.92 / 0.93
downtrend (price < SMA50 < SMA200)
MACD (12, 26, 9)
-0.05 / -0.03
MACD below signal

Indicators describe past prices; on their own they do not predict direction. On our history the RSI ≤ 40 filter added no return (see the signals methodology).

Performance

CompanyS&P 500vs S&P 500Vertical median
1 month−14.5%−1.1%−13.4 pp—
3 months−37.7%−0.5%−37.2 pp—
6 months−38.2%+4.4%−42.6 pp—
Year to date−47.0%+12.3%−59.3 pp—
1 year−78.6%+13.5%−92.2 pp−58.7%
3 years−98.0%+76.4%−174.4 pp−57.5%
5 yearsunavailable+63.7%unavailable—
Max drawdown (1y)
−84.2%
04 Dec 2025 → 09 Apr 2026
Max drawdown (5y)
−99.4%
07 Dec 2023 → 16 May 2025
Compound annual growth (5y)
unavailable
S&P 500 +10.4%

Price returns, dividends excluded.

Quarterly results

Latest quarter: Q3 2026 · 31 May 2026

Revenue
622.5 k USD
−16.7% YoY
Net income
25.3 m USD
unavailable YoY
Diluted EPS
0.99
unavailable YoY
net / operating
4,056.2% / 4,005.4%

Quarterly margins

Quarterly statements · USD

Fiscal yearQ4 '24Q1 '25Q2 '25Q3 '25Q4 '25Q1 '26Q2 '26Q3 '26
Revenue717.6 k766.1 k743.3 k746.9 k727.4 k721.7 k707.3 k622.5 k
Cost of revenue374.0 k414.3 k420.9 k241.9 k525.5 k363.5 k361.8 k308.3 k
SG&A836.3 k417.4 k572.9 k527.8 k731.2 k394.9 k659.9 k552.7 k
Operating income-1.4 m-693.5 k-598.9 k-696.5 k-958.2 k-6.6 m-17.8 m24.9 m
Depreciation & amortisation—185.5 k242.2 k219.4 k——241.6 k255.0 k
Interest expense—————236.9 k348.0 k ≈441.3 k ≈
Pre-tax income-1.7 m-656.9 k-595.4 k-557.7 k-1.8 m—-19.5 m25.3 m
Net income-1.7 m-656.9 k-595.4 k-557.7 k-1.8 m-6.4 m-19.5 m25.3 m
Diluted EPS—-2.60-1.73-0.93-1.59 ≈-4.79-1.210.99
Operating cash flow-264.7 k-663.6 k-172.6 k ≈397.0 k ≈-507.6 k-489.7 k-3.3 m ≈-858.6 k ≈
Capex29————1.9 k15 ≈6 ≈

≈ derived quarter (cumulative difference / share-days average)

E/P over time

E/P = trailing-12-month diluted EPS / price at quarter end. E/P is the inverse of P/E and stays defined when earnings are negative.

Fiscal years

Fiscal year2022202320242025
Revenue3.6 m2.5 m2.7 m3.0 m
Revenue YoYunavailable−30.5%+7.5%+11.1%
Net income-2.8 m-2.8 m-4.1 m-3.6 m
Net income YoYunavailableunavailableunavailableunavailable
Diluted EPS-0.45-0.45-11.46-5.31
Diluted EPS YoYunavailableunavailableunavailableunavailable
net %-78.0%-112.3%-152.6%-121.8%
Free cash flow-2.1 m-2.2 m-1.7 munavailable

Reported results vs expectations

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Balance sheet & financial health

Fiscal year 2025 · 31 Aug 2025

Cash
unavailable USD
Financial debt
unavailable USD
Net debt
unavailable USD
Equity
906.7 k USD
Total assets
5.4 m USD
Debt / equity
unavailable
Current ratio
0.64x
ROE
-322.6%
ROA
-76.5%
FCF margin
unavailable

Financial statements (source on every figure)

Revenue and net income (USD)

Margins

Income statement · USD

Revenue
2023
2.5 m
2024
2.7 m
2025
3.0 m

SEC (XBRL)· 03 Dec 2025verified

Cost of revenue
2023
1.1 m
2024
1.4 m
2025
1.6 m

SEC (XBRL)· 03 Dec 2025verified

Gross profit
2023
1.4 m ≈
2024
1.3 m ≈
2025
1.4 m ≈

SEC (XBRL)· 03 Dec 2025derived

SG&A
2023
2.2 m
2024
2.4 m
2025
2.3 m

SEC (XBRL)· 03 Dec 2025verified

Operating income
2023
-2.8 m
2024
-3.8 m
2025
-2.9 m

SEC (XBRL)· 03 Dec 2025verified

Depreciation & amortisation
2023
441.2 k
2024
838.8 k
2025
—

SEC (XBRL)· 20 Dec 2024verified

EBITDA
2023
-2.3 m ≈
2024
-3.0 m ≈
2025
—

SEC (XBRL)· 20 Dec 2024derived

Interest expense
2023
56.3 k
2024
—
2025
48.6 k

SEC (XBRL)· 03 Dec 2025verified

Pre-tax income
2023
-2.8 m
2024
-4.1 m
2025
-3.6 m

SEC (XBRL)· 03 Dec 2025verified

Net income
2023
-2.8 m
2024
-4.1 m
2025
-3.6 m

SEC (XBRL)· 03 Dec 2025verified

Diluted EPS
2023
-0.45
2024
-11.46
2025
-5.31

SEC (XBRL)· 03 Dec 2025verified

Weighted average diluted shares
2023
6.3 m
2024
357.3 k
2025
665.8 k

SEC (XBRL)· 03 Dec 2025verified

Balance sheet · USD

Current assets
2023
1.7 m
2024
893.5 k
2025
2.3 m

SEC (XBRL)· 03 Dec 2025verified

Property, plant & equipment, net
2023
242.1 k
2024
152.6 k
2025
62.0 k

SEC (XBRL)· 03 Dec 2025verified

Intangibles (excl. goodwill)
2023
1.7 m
2024
2.2 m
2025
2.5 m

SEC (XBRL)· 03 Dec 2025verified

Total assets
2023
4.6 m
2024
4.1 m
2025
5.4 m

SEC (XBRL)· 03 Dec 2025verified

Accounts payable
2023
605.3 k
2024
1.1 m
2025
2.1 m

SEC (XBRL)· 03 Dec 2025verified

Current liabilities
2023
1.2 m
2024
1.4 m
2025
3.6 m

SEC (XBRL)· 20 Jul 2026verified

Total liabilities
2023
2.8 m
2024
2.7 m
2025
4.5 m

SEC (XBRL)· 03 Dec 2025verified

Equity
2023
1.8 m †
2024
1.3 m †
2025
906.7 k †

SEC (XBRL)· 03 Dec 2025verified

Cash flow · USD

Operating cash flow
2023
-2.1 m
2024
-1.7 m
2025
-946.8 k

SEC (XBRL)· 03 Dec 2025verified

Capex
2023
62.1 k
2024
5.0 k
2025
—

SEC (XBRL)· 20 Dec 2024verified

Free cash flow
2023
-2.2 m ≈
2024
-1.7 m ≈
2025
—

SEC (XBRL)· 20 Dec 2024derived

Investing cash flow
2023
-1.4 m
2024
-1.1 m
2025
-944.2 k

SEC (XBRL)· 03 Dec 2025verified

Financing cash flow
2023
349.0 k
2024
2.9 m
2025
3.5 m

SEC (XBRL)· 03 Dec 2025verified

Computed indicators

Growth

Revenue growth (YoY)
11.1%
computed by olivLawFY 2025
Revenue CAGR 3Y
-6.0%
computed by olivLawFY 2022 → FY 2025
Revenue CAGR 5Y
unavailable
input data missing
EBIT growth (YoY)
unavailable
the base of the ratio is not positive
Net income growth (YoY)
unavailable
the base of the ratio is not positive
Net income CAGR 3Y
unavailable
the base of the ratio is not positive
Net income CAGR 5Y
unavailable
input data missing
EPS growth (YoY)
unavailable
the base of the ratio is not positive
EPS CAGR 3Y
unavailable
the base of the ratio is not positive
EPS CAGR 5Y
unavailable
input data missing
FCF growth (YoY)
unavailable
input data missing

Profitability

Gross margin
43.9%
computed by olivLawTTM to 31 May 2026
EBITDA margin
unavailable
input data missing
EBIT margin
-14.5%
computed by olivLawTTM to 31 May 2026
Net margin
-90.1%
computed by olivLawTTM to 31 May 2026
FCF margin
unavailable
input data missing

Returns

ROE
-9.6%
computed by olivLawTTM to 31 May 2026 · balance sheet at 31 May 2026
ROA
-6.2%
computed by olivLawTTM to 31 May 2026 · balance sheet at 31 May 2026
ROIC
unavailable
input data missing
ROCE
-0.8%
computed by olivLawTTM to 31 May 2026 · balance sheet at 31 May 2026
Payout ratio (EPS)
unavailable
input data missing
Payout ratio (FCF)
unavailable
input data missing

Balance sheet

Net debt
unavailable
input data missing
Net debt / EBITDA
unavailable
input data missing
Debt / equity
unavailable
input data missing
Interest coverage
-8.3x
computed by olivLawTTM to 31 May 2026

Liquidity

Current ratio
1.0x
computed by olivLawbalance sheet at 31 May 2026
Quick ratio
unavailable
input data missing
Cash ratio
unavailable
input data missing

Cash

Operating cash flow
-5.1 m USD
computed by olivLawTTM to 31 May 2026
Capital expenditure
unavailable
input data missing
Free cash flow
unavailable
input data missing
FCF conversion
unavailable
input data missing
Cash conversion
unavailable
input data missing

Efficiency

Days sales outstanding
unavailable
input data missing
Days inventory outstanding
unavailable
input data missing
Days payables outstanding
unavailable
input data missing
Cash conversion cycle
unavailable
input data missing

Market and valuation

Market capitalisation
18.9 m USD
computed by olivLawbalance sheet at 31 May 2026
Enterprise value
unavailable
input data missing
Market cap / net income TTM
unavailable
insufficient data
P/E (TTM)
unavailable
insufficient data
Earnings yield
-882.3%
computed by olivLawTTM to 31 May 2026
P/B
0.4x
computed by olivLawbalance sheet at 31 May 2026
P/S
6.8x
computed by olivLawTTM to 31 May 2026 · balance sheet at 31 May 2026
EV/EBITDA
unavailable
input data missing
EV/EBIT
unavailable
input data missing
EV/Sales
unavailable
input data missing
P/FCF
unavailable
input data missing
FCF yield
unavailable
input data missing
Dividend yield
unavailable
no dividend in the structured statements; a missing line is not a confirmed zero
Shareholder yield (distributions)
unavailable
input data missing

1 indicators that do not apply to the sector.

Valuation

olivLaw classification

Insufficient data
What is missing
  • indicators available: 4 of at least 6
  • score weight coverage: 25.0% of at least 60%
  • valuation methods computed: 0 of at least 1

A scoring methodology on indicators and valuation, not investment advice.

Closing price

0.75 USD

04 Nov 2026Source: olivLaw, closing series

Market cap: 18.9 m USD

Key indicators

Market capitalisation
18.9 m USD
computed by olivLawbalance sheet at 31 May 2026
P/E (TTM)
unavailable
insufficient data
P/B
0.4x
computed by olivLawbalance sheet at 31 May 2026
EV/EBITDA
unavailable
input data missing
ROE
-9.6%
computed by olivLawTTM to 31 May 2026 · balance sheet at 31 May 2026
Net margin
-90.1%
computed by olivLawTTM to 31 May 2026
Revenue growth (YoY)
11.1%
computed by olivLawFY 2025
Dividend yield
unavailable
no dividend in the structured statements; a missing line is not a confirmed zero

Coverage and freshness

25/37 reporting lines present
Latest full fiscal year: 2025
Latest reported period: 31 May 2026
Latest balance sheet date: 31 May 2026
Share count (cover of the latest filing), as of: 20 Jul 2026
Source: SEC (XBRL)published 20 Jul 2026
verified 459derived 30

Score by group

25% · Insufficient data

Estimated value range

unavailable — no valuation method could be computed

Valuation assumptions are editorial choices, not measured; beta is not measured.

Valuation methods

  • DCF (discounted cash flow)unavailable · the input exists, but its latest figure is far older than the latest reported period: not used
  • Peers: EV/EBITDAunavailable · net debt missing: EV cannot be bridged to equity (missing debt is not zero)
  • Peers: P/Eunavailable · the base of the ratio is not positive
  • Dividend discount (DDM)unavailable · the company pays no dividend: a dividend model needs an explicit initiation assumption

no valuation method could be computed

Multiple comparisons use the SIC vertical: Finance Services (SIC 6199)

Classification (SIC) comparables group by industry code, not by economic activity; the direct group is an editorial selection by activity. Members' multiples are on their own trailing twelve months, at their own latest close.

Assumptions (illustrative, editorial)

Risk-free rate
4.3%
Equity risk premium
5.0%
Beta (default)
1.00
Cost of equity
9.3%
Terminal growth
2.5%

Factor scorecard

Insufficient data

Minimum-evidence gate: indicators available: 4 of at least 6; score weight coverage: 25.0% of at least 60%; valuation methods computed: 0 of at least 1

FactorValueScoreWeight used
ROIC · Qualityunavailableunavailable—
Net margin · Quality-90.1%46 (vs peers)25%
FCF conversion · Qualityunavailableunavailable—
Revenue CAGR 3Y · Growth-6.0%0 (on a fixed band)33%
EPS CAGR 3Y · Growthunavailableunavailable—
Net debt / EBITDA · Balance sheetunavailableunavailable—
Interest coverage · Balance sheet-8.3x0 (on a fixed band)25%
Current ratio · Balance sheet1.0x16 (on a fixed band)17%
P/E (TTM) · Valuationunavailableunavailable—
EV/EBITDA · Valuationunavailableunavailable—
FCF yield · Valuationunavailableunavailable—
Shareholder yield (distributions) · Returnsunavailableunavailable—
Payout ratio (FCF) · Returnsunavailableunavailable—

Factors without a value were dropped; the remaining weights were renormalised.

Score groups

  • Balance sheet7/100 · 2/3 factors with a value
  • Growth· partial0/100 · 1/2 factors with a value
  • Quality· partial46/100 · 1/3 factors with a value
  • Returns· partialunavailable · 0/2 factors with a value
  • Valuation· partialunavailable · 0/3 factors with a value

A «partial» group is computed from under half of its weight or from one factor: it is not a full assessment of the group.

Memo

PINEAPPLE FINANCIAL INC. (PAPL). Latest full fiscal year: 2025; data up to 2026-05-31.

Figures computed from the financial statements: revenue 3.0 m USD in 2025; YoY growth 11.1%; net margin -90.1%; ROE -9.6%.

Valuation cannot be computed from the available data.

Insufficient data for a verdict (indicators available: 4 of at least 6; score weight coverage: 25.0% of at least 60%; valuation methods computed: 0 of at least 1).

Text generated deterministically from the figures shown; no language model. Not investment advice.

What supports the thesis

No signal among the computed factors. That is not an absence of risk: factors without data were not assessed, and business risks (margins, inventory, demand) are in the source-based analysis.

What contradicts it

  • Revenue CAGR 3Y: -6.0%
  • Interest coverage: -8.3x
  • Current ratio: 1.0x

Not assessed (insufficient data or a ratio without meaning): ROIC, FCF conversion, EPS CAGR 3Y, Net debt / EBITDA, P/E (TTM), EV/EBITDA, FCF yield, Shareholder yield (distributions), Payout ratio (FCF).

Versus the vertical median

Finance Services (SIC 6199) · same industry (4-digit SIC) · compared with 39 companies

Multiples and returns vs the median

P/E
—
vertical median 12.7x
EV/EBITDA
—
vertical median —
P/S
6.8x
vertical median 3.5x
above median (+96.7%)
P/B
0.4x
vertical median 0.9x
below median (−59.2%)
ROE
-9.6%
vertical median -18.1%
above median
Net margin
-90.1%
vertical median -46.9%
below median
EBIT margin
-14.5%
vertical median -63.5%
above median
Revenue YoY
11.1%
vertical median 24.0%
below median (−53.8%)
Net debt/EBITDA
—
vertical median 0.3x
Dividend yield
—
vertical median 0.6%

Price rebased to 100 (monthly, 5 years)

Companies in the vertical

Market capP/EROENet marginRevenue YoY1A / 3A
AXPAmerican Express Co223.0 bn18.735.9%27.9%+6.4%−9% / +95%
COINCoinbase Global, Inc.40.1 bn—-4.7%-12.5%+9.4%−44% / +21%
SOFISoFi Technologies, Inc.22.4 bn36.37.1%104.3%+23.1%−42% / +138%
IRENIREN Limited6.4 bn—-23.4%-99.4%+41.1%−62% / +265%
KLARKlarna Group plc5.1 bn—-11.9%-7.8%+24.8%−57% / unavailable
GPGIGPGI, Inc.3.9 bn—-20.6%—−85.8%−31% / +229%
UPSTUpstart Holdings, Inc.2.2 bn37.88.0%4.9%+64.0%−51% / −17%
CLSKCleanSpark, Inc.1.5 bn—-68.6%-130.2%+102.2%−62% / −9%
SBETSharplink, Inc.1.4 bn—-183.6%-3,406.3%+666.1%−40% / −61%
WDWalker & Dunlop, Inc.1.4 bn35.82.2%3.0%+9.0%−38% / −53%
QFINQfin Holdings, Inc.1.3 bn1.725.3%31.1%+16.8%−72% / −65%
BTDRBitdeer Technologies Group1.3 bn—-196.7%-171.3%−5.1%−60% / +18%
KEELKeel Infrastructure Corp.1.0 bn—-87.6%-230.6%+72.0%−53% / +15%
HTTHigh Templar Tech Ltd563.7 m5.66.3%1,729.9%−80.2%−64% / +9%
JFINJiayin Group Inc.324.2 m1.441.3%24.7%+12.0%−79% / −71%
CHADDefi Development Corp.308.4 m—-589.3%-1,319.5%+442.3%unavailable / unavailable
WYFIWhitefiber, Inc.303.0 m—-13.7%-46.9%+66.2%−64% / unavailable
CANGCango Inc.204.3 m—-130.8%-90.4%+524.3%−94% / −82%
ZSQRZ Squared Inc.177.6 m—-25.9%-642.0%unavailable−82% / −86%
HSDTSolana Company116.7 m—-183.2%-1,302.8%+1,057.1%−53% / −100%
NAKANakamoto Inc.99.7 m—-342.8%-1,507.8%−33.0%−72% / unavailable
MGLDThe Marygold Companies, Inc.84.6 m—-20.7%-17.3%+8.0%+94% / +92%
MATHMetalpha Technology Holding Limited49.2 m2.559.1%35.4%+165.9%−62% / −30%
BENFBeneficient46.8 m———unavailable−85% / −100%
ASSTStrive, Inc.34.5 m—-9.5%-4,092.5%+128.7%−8% / −74%

1- and 3-year price returns: for PAPL from daily closes (the same as the performance table), for the other companies from month-end closes.

olivLaw engine forecast

The world engine ran after the company's latest material disclosure. Probabilities are of TOUCHING a level within the horizon (not closing there) and sit next to the random walk (p_rw), the no-information benchmark.

The engine has no published run for this company yet.

Valuation scenarios (editable assumptions)

Illustrative scenarios

Illustrative: not forecasts and without probabilities. Each case is one coherent set of assumptions, computed on today's figures.

Bear
Allowed range: -50 … 50%
Allowed range: -100 … 100%
Allowed range: 0 … 100
Allowed range: -10 … 20%
Allowed range: 0 … 100%
Base
Allowed range: -50 … 50%
Allowed range: -100 … 100%
Allowed range: 0 … 100
Allowed range: -10 … 20%
Allowed range: 0 … 100%
Bull
Allowed range: -50 … 50%
Allowed range: -100 … 100%
Allowed range: 0 … 100
Allowed range: -10 … 20%
Allowed range: 0 … 100%
Nothing is saved.

Estimated price (USD)

Estimated priceBearBaseBull
1 years
insufficient data
Total return unavailable · Per year unavailable
insufficient data
Total return unavailable · Per year unavailable
insufficient data
Total return unavailable · Per year unavailable
3 years
insufficient data
Total return unavailable · Per year unavailable
insufficient data
Total return unavailable · Per year unavailable
insufficient data
Total return unavailable · Per year unavailable
5 years
insufficient data
Total return unavailable · Per year unavailable
insufficient data
Total return unavailable · Per year unavailable
insufficient data
Total return unavailable · Per year unavailable
What moves the 3-year price the most

    AI analysis

    AI-generatedAI-generated analysis (Claude) from cited public sources; it may contain errors. Not investment advice. As of 27 Oct 2026 · Model: claude-haiku-5-5.

    In brief

    Pineapple Financial is a Canadian mortgage technology and brokerage company that provides a cloud platform to agents and brokers for managing the full mortgage lifecycle. It has recently expanded with a digital asset treasury strategy, so reported results are shaped both by the mortgage market and by fair value measurements of those assets.

    SWOT

    Strengths

    • A proprietary technology platform integrated with third-party providers that centralizes workflows and shortens processing time 1.
    • A diversified network of lender partners, including large banks and mortgage finance companies 1.

    Weaknesses

    • Heavy dependence on commissions from lender partners, which make up the large majority of revenue 1.
    • Net losses in recent years, though smaller than in the prior year 1.
    • Reported results are influenced by unrealized gains and losses on digital asset holdings, which makes operating performance harder to compare 2.

    Opportunities

    • If the mortgage market recovers, origination volume and commission income could rise meaningfully 1.
    • Broadening insurance offerings through Pineapple Insurance could create an additional revenue channel and improve client retention 1.
    • Research into distributed ledger technology could open new mortgage service models if it is technically validated and accepted 1.

    Threats

    • The mortgage market remains sensitive to affordability, interest rate levels and bank lending standards 12.
    • Price volatility of digital assets and regulatory changes could adversely affect the value of the treasury and the financial position 1.
    • Uncertain regulation of digital assets in the US and other countries could impose additional compliance costs 1.

    Risks

    • Digital asset volatilityhigh

      Digital assets, particularly INJ, are highly volatile, and a decline in their value could lead to significant losses and sale proceeds below acquisition cost 1.

    • Trading below net asset valuehigh

      The company's shares could trade below net asset value, which could limit access to capital on favorable terms 1.

    • Uncertain digital asset regulationmedium

      Changes in regulation or regulatory interpretation could require the company to register as a money services business or comply with securities laws, adding costs 1.

    • Staking operational riskmedium

      Protocol upgrades and network disruptions could affect transactions and access to assets, and third-party providers introduce cybersecurity risks 1.

    • Dependence on the mortgage marketmedium

      Main revenue depends on origination volume, so a further drop in activity could significantly reduce commission income 12.

    Investment thesis

    What would need to be true (bull case)

    • The technology platform and recurring revenue model could support the company even during periods of weak mortgage activity 1.
    • If interest rates continue to normalize, origination volume could recover and better reflect the operating potential 12.
    • Expansion into insurance and technology services could diversify revenue beyond mortgage commissions 1.

    What would break the thesis

    • Most revenue depends on commissions from lender partners, which makes the company vulnerable to swings in the mortgage market 1.
    • Reported results could be strongly influenced by digital asset valuations, which do not necessarily reflect operating performance 2.
    • A treasury strategy concentrated in a single digital asset concentrates risk and could amplify losses if its price falls 1.

    What to watch

    • Trend in digital asset value and fair value gains or lossesnext 10-Q
    • Origination volume and commission revenue in the mortgage segmentQ1 2027
    • Customer adoption of insurance products through Pineapple Insurance2027
    • Regulatory changes for digital assets in the US and Canadanext 10-K

    Products, market & competition

    AI-generatedAI-generated analysis (Claude) from cited public sources; it may contain errors. Not investment advice. As of 27 Oct 2026 · Model: claude-haiku-5-5.

    The business

    Pineapple Financial is a Canadian mortgage technology and brokerage company that provides mortgage brokerage services and technology solutions to agents, brokers, brokerages and consumers in Canada 1. Its proprietary platform, Pineapple+ (MyPineapple), covers steps from lead intake and pre-qualification through underwriting support, documentation, compliance and funded-deal analytics 1. The company operates in several Canadian provinces and has added insurance services through its subsidiary Pineapple Insurance Inc., which acts as a managing general agent (MGA) with Industrial Alliance 1.

    The revenue model is diversified: subscriptions account for approximately 3% of total gross revenue, pre-risk assessment services for approximately 1.3%, and the balance comes from commissions and volume-based compensation from lender partners, including banks and mortgage finance companies 1. This structure means most revenue depends on the volume of mortgages originated.

    In fiscal 2026 the company added a second operating area, digital asset operations, through a treasury strategy focused on INJ that includes acquisition, financing, custody and staking 2. Research into smart-contract applications for mortgages is still in development and contributes no material revenue 1.

    Segments

    Mortgage Operations

    This segment covers mortgage brokerage, subscription software, underwriting support, insurance and other technology services; its revenue depends largely on origination volume, which reached approximately $1.599 billion in fiscal 2025 1.

    Crypto Asset Operations

    This segment was established in fiscal 2026 and covers digital asset holdings, staking and treasury financing; as of May 31, 2026 the digital assets were valued at approximately $49.4 million at fair value, and staking income for the nine months was $620,849 2.

    Market context

    The Canadian mortgage market remained below pre-2022 origination levels despite a cumulative 225 basis point reduction in the Bank of Canada's benchmark rate through September 2025 1. Renewals and refinancings grew as a share of total activity, while purchase activity recovered gradually, which shaped demand for the company's services 12.

    Origination volume grew moderately in fiscal 2025, and indicators in the final quarter pointed to higher application activity, mainly for renewals and refinancings 1. If interest rates continue to normalize, activity could recover gradually, though this remains a condition rather than a certainty.

    Trends

    • Lower policy ratestailwind

      The Bank of Canada's rate cuts improved affordability and reduced borrowing costs, supporting a moderate recovery in origination volume 12.

    • Persistent affordability limitsheadwind

      Affordability constraints, limited housing supply and tight lending standards keep purchase activity below earlier levels, limiting commission growth 12.

    • Digitization and automationtailwind

      Investment in the Pineapple Plus platform and workflow automation could raise agent productivity and cost efficiency, which may support recurring revenue over the long term 12.

    • Digital asset volatilitymixed

      Fair value accounting for digital assets creates large swings in reported net income that do not necessarily reflect cash flows or operating performance, and digital asset markets remain volatile and subject to changing regulation 12.

    Competitive position

    The company competes with other Canadian mortgage brokerage and technology platforms, as well as with banks and lenders that run their own distribution channels. The supplied sources do not explicitly identify a complete set of US-listed competitors.

    The company's stated advantage is full process automation through MyPineapple, which could lower costs and processing times compared with traditional providers whose operations are costly and labor-intensive 1.

    • Bank of Nova Scotia (Scotiabank)BNS

      Canadian bank listed among the company's lender partners, so it is both a distribution channel and a possible competitor for direct mortgage origination 1.

    • Toronto-Dominion BankTD

      Canadian bank named as a lender partner that can also attract mortgage clients directly without technology intermediaries 1.

    • Bank of Montreal (BMO)BMO

      Canadian bank named as a lender partner that also offers mortgage products through its own sales channels 1.

    • Industrial Alliance

      Canadian insurer with which the company works as a managing general agent; it could also compete in the mortgage-linked insurance market 1.

    News & filings

    SEC filings

    Sources

    1. [1] Form 10-K, fiscal year ended 2025-08-31 · SEC / Pineapple Financial Inc. · 03 Dec 2025
    2. [2] Form 10-Q, quarter ended 2026-05-31 · SEC / Pineapple Financial Inc. · 20 Jul 2026

    Figures computed by olivLaw from SEC filings and closing prices; the qualitative analysis is AI-generated from cited sources. Not investment advice.

    Pineapple Financial Inc. (PAPL): stock, results, valuation and forecast · olivLaw