Compare StocksMSFT vs PYPL

Microsoft Corporation (MSFT) vs PayPal Holdings, Inc. (PYPL): Which Is the Better Buy in 2026?

As of 2026-06-19, MSFT is fairly valued at $379, with a DCF intrinsic value of $440 and a margin of safety of 14%. PYPL is undervalued at $43, with an intrinsic value of $133 and a margin of safety of 68%. Of the two, PYPL has the wider margin of safety.

MSFT
Microsoft Corporation
$379.40
VS
PYPL
PayPal Holdings, Inc.
$42.51

Rewards

MSFT
  • Microsoft Corporation has maintained ROIC above 15% for 4 consecutive years, indicating a durable competitive advantage.
  • Gross margin of 68.3% indicates strong pricing power — typical of businesses with significant intellectual property or brand strength.
  • Microsoft Corporation scores 88/100 on the Economic Moat Score (Wide Moat), with revenue predictability as the strongest competitive dimension.
PYPL
  • PayPal Holdings, Inc. scores 89/100 on the Economic Moat Score (Wide Moat), with revenue predictability as the strongest competitive dimension.
  • Share count has been reduced by 19% over the past 4 years through buybacks, increasing each share's claim on earnings.
  • Each dollar of retained earnings has created $1.91 of earning power — management is creating shareholder value.

Risks

MSFT
  • FCF yield of 2.5% is below 3%, meaning the market is pricing in substantial future growth to justify the current price.
  • Insiders have sold $10.5M worth of stock in the past 3 months — significant insider liquidation.
PYPL
  • 6 insider sales totaling $1.2M with no purchases in the past 3 months — insiders are reducing their exposure.

Key Valuation Metrics

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MSFT
PYPL
Valuation
$71.61B
Free Cash Flow
$5.56B
2.54%
FCF Yield
14.84%
22.61
Trailing P/E
7.98
19.61
Forward P/E
7.38
Quality & Moat
21.58%
ROIC
15.11%
34.01%
ROE
25.12%
68.31%
Gross Margin
40.93%
1.22
PEG Ratio
0.79
Balance Sheet Safety
0.11
Net Debt / Equity
0.12
N/A
Interest Coverage
N/A
0.26
Net Debt / EBITDA
0.35
0.92%
Dividend Yield
1.28%
MSFT: 5Ties: 2PYPL: 5
MSFTPYPL

Historical Fundamentals

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MSFT

Price ÷ Earnings Per Share — how many years of current earnings you're paying for at today's price. Lower P/E may indicate undervaluation. The dashed forward point is the forward P/E — today's price ÷ analyst consensus EPS.

PYPL

Price ÷ Earnings Per Share — how many years of current earnings you're paying for at today's price. Lower P/E may indicate undervaluation. The dashed forward point is the forward P/E — today's price ÷ analyst consensus EPS.

Price ÷ Earnings Per Share — how many years of current earnings you're paying for at today's price. Lower P/E may indicate undervaluation. The dashed forward point is the forward P/E — today's price ÷ analyst consensus EPS.

$1 Retained Earnings Test

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MSFT
$9.18
created per $1 retained over 3 years
Exceptional Value Creator
Σ Retained
$196.68B
Δ Market Cap
+$1.81T
Buffett's "$1 Test": For every $1 of earnings retained, has management created at least $1 of market value?
> $1 created per $1 retained = Value Creator · < $1 created = Value Destroyer
PYPL
$-2.02
created per $1 retained over 3 years
Market Cap Declined
Σ Retained
$13.50B
Δ Market Cap
$-27.20B
Buffett's "$1 Test": For every $1 of earnings retained, has management created at least $1 of market value?
> $1 created per $1 retained = Value Creator · < $1 created = Value Destroyer

Buffett's "$1 Test": For every $1 of earnings retained, has management created at least $1 of market value?
> $1 created per $1 retained = Value Creator · < $1 created = Value Destroyer

Discounted Cash Flow (DCF) Analysis

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MSFT
13.7% Margin of Safety
Price is 13.7% below estimated fair value
Current Price: $379.40
Fair Value: $439.63
Strongly undervalued
Undervalued
Fairly valued
Overvalued
Strongly overvalued
PYPL
68.1% Margin of Safety
Price is 68.1% below estimated fair value
Current Price: $42.51
Fair Value: $133.36
Strongly undervalued
Undervalued
Fairly valued
Overvalued
Strongly overvalued

Reverse DCF — Market-Implied Growth

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MSFT

What growth rate is the market pricing in at $379?

+12.4%
Market-Implied Owner Earnings Growth
Standard FCF implies +17.1%

The market implies +12.4% Owner Earnings growth, roughly in line with history — reasonably priced.

Standard FCF implies +17.1%, reflecting ongoing growth investment.

PYPL

What growth rate is the market pricing in at $43?

-6.1%
Market-Implied Owner Earnings Growth
Standard FCF implies -6.7%

The market implies -6.1% Owner Earnings growth, below historical trends — potential opportunity.

Standard FCF implies a more demanding -6.7%, reflecting heavy growth investment expected to generate future returns.

Economic Moat Score

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MSFT
88/100
Wide Moat
70+ Wide · 40-69 Narrow · <40 None

Wide moat driven primarily by revenue predictability. Reinvestment Efficiency is the area most vulnerable to competitive pressure.

Composite score measuring competitive advantage durability across four dimensions: returns above cost of capital, pricing power stability, revenue predictability, and capital efficiency. Based on 4 years of fundamental data.
PYPL
89/100
Wide Moat
70+ Wide · 40-69 Narrow · <40 None

Wide moat with strength across all dimensions. Revenue Predictability is the standout factor.

Composite score measuring competitive advantage durability across four dimensions: returns above cost of capital, pricing power stability, revenue predictability, and capital efficiency. Based on 4 years of fundamental data.

Forensic Accounting

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MSFT
-2.51
Unlikely Manipulator
Above -1.78 = likely manipulator · -2.22 to -1.78 = grey zone

M-Score Trend

Beneish's 8-variable model estimates the probability of earnings manipulation. An M-Score above -1.78 signals elevated risk — companies in this range have historically been 3-5× more likely to be manipulating earnings. Scores between -2.22 and -1.78 fall in a grey zone warranting further investigation.
PYPL
-2.54
Unlikely Manipulator
Above -1.78 = likely manipulator · -2.22 to -1.78 = grey zone

M-Score Trend

Beneish's 8-variable model estimates the probability of earnings manipulation. An M-Score above -1.78 signals elevated risk — companies in this range have historically been 3-5× more likely to be manipulating earnings. Scores between -2.22 and -1.78 fall in a grey zone warranting further investigation.

Beneish's 8-variable model estimates the probability of earnings manipulation. An M-Score above -1.78 signals elevated risk — companies in this range have historically been 3-5× more likely to be manipulating earnings. Scores between -2.22 and -1.78 fall in a grey zone warranting further investigation.

Ownership Breakdown

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MSFT
Insiders 0.1%Institutions 75.8%Retail & Other 24.1%
No. of Institutional Holders8,114
High insider ownership aligns management incentives with shareholders — a key signal in Buffett-style analysis. Institutional concentration can indicate smart-money conviction but also crowding risk.
PYPL
Insiders 0.7%Institutions 80.1%Retail & Other 19.2%
No. of Institutional Holders2,185
High insider ownership aligns management incentives with shareholders — a key signal in Buffett-style analysis. Institutional concentration can indicate smart-money conviction but also crowding risk.

High insider ownership aligns management incentives with shareholders. Institutional concentration can indicate smart-money conviction but also crowding risk.

Insider Buying Activity

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MSFT
0
Buys (3M)
1
Buys (12M)
Total value (12M): $1.99M
STANTON JOHN W.
Director
$1.99M
@ $397.35 · 2026-02-18
SMITH BRADFORD LEE
President
$1.45M
@ $377.47 · 2025-04-23
Open market purchases · includes direct & indirect ownership · excludes option exercises
PYPL
0
Buys (3M)
0
Buys (12M)
No open market insider purchases found.
Open market purchases · includes direct & indirect ownership · excludes option exercises

Open market purchases · includes direct & indirect ownership · excludes option exercises.

Insider Selling Activity

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MSFT
4
Sells (3M)
10
Sells (12M)
Total value (12M): $121.03M
NUMOTO TAKESHI
Officer
$1.81M
@ $402.84 · 2026-06-10
NUMOTO TAKESHI
Officer
$1.03M
@ $412.45 · 2026-06-08
ALTHOFF JUDSON
Officer
$7.15M
@ $460.99 · 2026-06-01
COLEMAN AMY
Officer
$519,242
@ $411.44 · 2026-05-14
HOGAN KATHLEEN T
Officer
$5.05M
@ $409.55 · 2026-03-06
NUMOTO TAKESHI
Officer
$1.36M
@ $478.72 · 2025-12-04
ALTHOFF JUDSON
Officer
$6.27M
@ $491.52 · 2025-12-02
SMITH BRADFORD LEE
President
$19.97M
@ $518.64 · 2025-11-03
NADELLA SATYA
Chief Executive Officer
$75.32M
@ $504.78 · 2025-09-03
NUMOTO TAKESHI
Officer
$2.56M
@ $527.32 · 2025-08-12
NUMOTO TAKESHI
Officer
$1.39M
@ $463.00 · 2025-06-03
NUMOTO TAKESHI
Officer
$460,008
@ $460.01 · 2025-05-30
HOGAN KATHLEEN T
Officer
$9.76M
@ $453.77 · 2025-05-21
ALTHOFF JUDSON
Officer
$7.33M
@ $458.18 · 2025-05-19
COLEMAN AMY
Officer
$5.99M
@ $452.04 · 2025-05-15
SMITH BRADFORD LEE
President
$1.68M
@ $438.44 · 2025-05-05
SMITH BRADFORD LEE
President
$35.30M
@ $435.84 · 2025-05-05
NUMOTO TAKESHI
Officer
$1.12M
@ $447.41 · 2024-12-09
NUMOTO TAKESHI
Officer
$874,634
@ $437.32 · 2024-12-04
NUMOTO TAKESHI
Officer
$1.50M
@ $428.76 · 2024-12-02
ALTHOFF JUDSON
Officer
$10.43M
@ $417.00 · 2024-11-22
NUMOTO TAKESHI
Officer
$414,720
@ $414.72 · 2024-11-22
YOUNG CHRISTOPHER DAVID
Officer
$3.05M
@ $423.66 · 2024-11-12
HOGAN KATHLEEN T
Officer
$7.16M
@ $411.86 · 2024-09-10
NUMOTO TAKESHI
Officer
$1.03M
@ $411.04 · 2024-09-10
SMITH BRADFORD LEE
President
$16.10M
@ $402.59 · 2024-09-09
HOOD AMY E
Chief Financial Officer
$15.60M
@ $410.55 · 2024-09-05
NADELLA SATYA
Chief Executive Officer
$32.02M
@ $408.63 · 2024-09-04
Direct ownership only · excludes indirect, option exercises, planned (10b5-1) sales & derivatives
PYPL
6
Sells (3M)
21
Sells (12M)
Total value (12M): $8.46M
KELLER FRANK
Officer
$196,194
@ $42.54 · 2026-06-03
KEREERE SUZAN
Officer
$144,579
@ $42.79 · 2026-06-03
NATALI CHRIS
Officer
$23,543
@ $42.65 · 2026-06-03
KEREERE SUZAN
Officer
$183,944
@ $44.20 · 2026-05-19
KELLER FRANK
Officer
$536,205
@ $49.96 · 2026-04-29
NATALI CHRIS
Officer
$66,128
@ $49.46 · 2026-04-29
KELLER FRANK
Officer
$1.36M
@ $46.02 · 2026-03-03
KEREERE SUZAN
Officer
$621,984
@ $46.02 · 2026-03-03
NATALI CHRIS
Officer
$98,764
@ $44.73 · 2026-03-03
KEREERE SUZAN
Officer
$1.56M
@ $41.49 · 2026-02-18
NATALI CHRIS
Officer
$49,114
@ $40.49 · 2026-02-17
KELLER FRANK
Officer
$139,816
@ $40.20 · 2026-02-06
KEREERE SUZAN
Officer
$249,057
@ $59.84 · 2025-11-19
WEBSTER AARON JAMES
Officer
$615,310
@ $66.29 · 2025-11-10
KEREERE SUZAN
Officer
$860,935
@ $68.87 · 2025-11-03
KEREERE SUZAN
Officer
$347,622
@ $69.52 · 2025-10-30
NATALI CHRIS
Officer
$94,987
@ $69.13 · 2025-10-30
SCOTTI DIEGO
Officer
$264,702
@ $68.97 · 2025-10-30
KEREERE SUZAN
Officer
$288,792
@ $69.39 · 2025-08-19
NATALI CHRIS
Officer
$492,529
@ $69.35 · 2025-07-31
SCOTTI DIEGO
Officer
$265,285
@ $69.12 · 2025-07-31
MESSEMER DEBORAH M
Director
$277,036
@ $73.00 · 2025-06-06
KEREERE SUZAN
Officer
$304,827
@ $73.24 · 2025-06-06
SCOTTI DIEGO
Officer
$281,158
@ $73.24 · 2025-06-06
MCGOVERN GAIL J
Director
$176,479
@ $72.15 · 2025-02-27
Direct ownership only · excludes indirect, option exercises, planned (10b5-1) sales & derivatives

Direct ownership only · excludes indirect, option exercises, planned (10b5-1) sales & derivatives.

🎭 Mr. Market's Mood

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MSFT
FearGreed
😨Fear(31/100)

"Market is pessimistic — investigate whether fears are temporary or structural"

Composite sentiment score based on 6 market signals. Inspired by Buffett's "Mr. Market" allegory — fear = potential opportunity, greed = potential risk. Must be used alongside fundamental analysis, not in isolation.
PYPL
FearGreed
😨Fear(32/100)

"Market is pessimistic — investigate whether fears are temporary or structural"

Composite sentiment score based on 6 market signals. Inspired by Buffett's "Mr. Market" allegory — fear = potential opportunity, greed = potential risk. Must be used alongside fundamental analysis, not in isolation.

Composite sentiment score based on market signals. Inspired by Buffett’s "Mr. Market" allegory — fear = potential opportunity, greed = potential risk. Must be used alongside fundamental analysis, not in isolation.

⚖️ Buffett Signal

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MSFT
Awaiting DCF Data

The Buffett Signal cross-references market sentiment with DCF valuation. Configure the DCF Analysis above to generate a signal.

DCF Margin of Safety: N/AMr. Market's Mood: Fear (31)
PYPL
Awaiting DCF Data

The Buffett Signal cross-references market sentiment with DCF valuation. Configure the DCF Analysis above to generate a signal.

DCF Margin of Safety: N/AMr. Market's Mood: Fear (32)
View MSFT Full AnalysisView PYPL Full Analysis

Frequently Asked Questions: MSFT vs PYPL

Is Microsoft Corporation or PayPal Holdings, Inc. more undervalued in 2026?

Based on our discounted cash flow model, PYPL trades at a 68.1% margin of safety (intrinsic value $133 vs. price $43), compared to MSFT's 13.7% margin of safety (intrinsic $440 vs. $379).

Which stock has a wider economic moat, Microsoft Corporation or PayPal Holdings, Inc.?

PYPL scores 89/100 (Wide moat), while MSFT scores 88/100 (Wide moat). The moat score measures competitive advantage durability across ROIC consistency, margin stability, revenue predictability, and reinvestment efficiency.

Is PayPal Holdings, Inc. in financial distress?

PYPL's Altman Z-Score of 2.0 places it in the Grey zone, signaling elevated bankruptcy risk. MSFT scores 9.6 (Safe zone). The Altman Z-Score is a five-factor model that predicts insolvency within two years; scores below 1.81 indicate significant distress.

Which company has better free cash flow, Microsoft Corporation or PayPal Holdings, Inc.?

PayPal Holdings, Inc. (PYPL) generates a 14.8% free cash flow yield, compared to Microsoft Corporation's 2.5%. A higher FCF yield means the business converts more of its market value into cash that can be returned to shareholders or reinvested.

Which stock has higher return on invested capital, Microsoft Corporation or PayPal Holdings, Inc.?

MSFT earns 21.6% ROIC versus PYPL's 15.1%. A higher ROIC means the company generates more profit per dollar of capital employed, a hallmark of durable competitive advantage in Buffett-style analysis.

Which dividend is safer, Microsoft Corporation's or PayPal Holdings, Inc.'s?

MSFT's dividend earns a safety score of 94/100 (Very Safe), compared to PYPL's 85/100 (Very Safe). MSFT has raised its dividend for 3 consecutive years.

MSFT vs PYPL: Which Is the Better Buy in 2026? | SafetyMargin.io