Compare StocksHIG vs MSFT

The Hartford Insurance Group, Inc. (HIG) vs Microsoft Corporation (MSFT): Which Is the Better Buy in 2026?

As of 2026-06-21, HIG is undervalued at $128, with a DCF intrinsic value of $365 and a margin of safety of 65%. MSFT is fairly valued at $379, with an intrinsic value of $440 and a margin of safety of 14%. Of the two, HIG has the wider margin of safety.

HIG
The Hartford Insurance Group, Inc.
$128.25
VS
MSFT
Microsoft Corporation
$379.40

Rewards

HIG
  • The Hartford Insurance Group, Inc. scores 97/100 on the Economic Moat Score (Wide Moat), with revenue predictability as the strongest competitive dimension.
  • Free cash flow has grown at a 14.5% CAGR over the past 4 years, demonstrating strong earnings power growth.
  • Share count has been reduced by 12% over the past 4 years through buybacks, increasing each share's claim on earnings.
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.

Risks

HIG
  • Altman Z-Score of 1.07 places the company in the distress zone — financial patterns resemble those of companies that experienced bankruptcy.
  • 13 insider sales with no purchases over the past 12 months — a persistent pattern of insider selling.
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.

Key Valuation Metrics

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HIG
MSFT
Valuation
$5.60B
Free Cash Flow
$71.61B
15.94%
FCF Yield
2.54%
9.03
Trailing P/E
22.57
9.07
Forward P/E
19.61
Quality & Moat
14.96%
ROIC
21.58%
22.74%
ROE
34.01%
38.17%
Gross Margin
68.31%
0.12
PEG Ratio
1.17
Balance Sheet Safety
Net cash
Net Debt / Equity
0.11
N/A
Interest Coverage
N/A
-0.00
Net Debt / EBITDA
0.26
1.87%
Dividend Yield
0.96%
HIG: 7Ties: 1MSFT: 4
HIGMSFT

Historical Fundamentals

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HIG

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.

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.

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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HIG
$1.85
created per $1 retained over 3 years
Value Creator
Σ Retained
$7.71B
Δ Market Cap
+$14.27B
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
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

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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HIG
64.9% Margin of Safety
Price is 64.9% below estimated fair value
Current Price: $128.25
Fair Value: $365.14
Strongly undervalued
Undervalued
Fairly valued
Overvalued
Strongly overvalued
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

Reverse DCF — Market-Implied Growth

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HIG

What growth rate is the market pricing in at $128?

-3.9%
Market-Implied Owner Earnings Growth
Standard FCF implies -8.6%

The market implies -3.9% Owner Earnings growth, below historical trends — potential opportunity.

Standard FCF implies a more demanding -8.6%, reflecting heavy growth investment expected to generate future returns.

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.

Economic Moat Score

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HIG
97/100
Wide Moat
70+ Wide · 40-69 Narrow · <40 None

Wide moat driven primarily by revenue predictability. Margin Stability 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 5 years of fundamental data.
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.

Forensic Accounting

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HIG
-2.55
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.
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.

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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HIG
Insiders 0.4%Institutions 96.0%Retail & Other 3.6%
No. of Institutional Holders1,644
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.
MSFT
Insiders 0.1%Institutions 75.8%Retail & Other 24.1%
No. of Institutional Holders8,117
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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HIG
0
Buys (3M)
0
Buys (12M)
No open market insider purchases found.
Open market purchases · includes direct & indirect ownership · excludes option exercises
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

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

Insider Selling Activity

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HIG
1
Sells (3M)
13
Sells (12M)
Total value (12M): $62.73M
TOOKER ADIN M
President
$1.20M
@ $135.13 · 2026-05-27
RODDEN LORI A
Officer
$5.62M
@ $138.05 · 2026-03-10
NIDERNO ALLISON G
Officer
$98,583
@ $140.63 · 2026-03-04
NIDERNO ALLISON G
Officer
$53,226
@ $142.32 · 2026-02-26
TOOKER ADIN M
President
$1.17M
@ $140.54 · 2026-02-25
RODDEN LORI A
Officer
$805,723
@ $141.83 · 2026-02-11
SWIFT CHRISTOPHER J
Chief Executive Officer
$14.21M
@ $140.78 · 2026-02-04
SWIFT CHRISTOPHER J
Chief Executive Officer
$27.55M
@ $136.41 · 2026-02-02
COSTELLO BETH ANN
Chief Financial Officer
$4.83M
@ $136.58 · 2026-01-02
TOOKER ADIN M
President
$928,205
@ $137.90 · 2025-11-26
RODDEN LORI A
Officer
$959,829
@ $122.41 · 2025-10-29
COSTELLO BETH ANN
Chief Financial Officer
$4.36M
@ $123.50 · 2025-08-04
RODDEN LORI A
Officer
$949,212
@ $123.11 · 2025-08-01
SWIFT CHRISTOPHER J
Chief Executive Officer
$12.84M
@ $130.84 · 2025-05-16
PAIANO ROBERT W
Officer
$1.16M
@ $128.05 · 2025-05-15
TOOKER ADIN M
President
$2.82M
@ $128.61 · 2025-05-15
STEPNOWSKI AMY M.
Officer
$6.88M
@ $125.89 · 2025-05-05
SWIFT CHRISTOPHER J
Chief Executive Officer
$12.15M
@ $125.50 · 2025-05-02
NIDERNO ALLISON G
Officer
$129,664
@ $119.51 · 2025-04-28
SWIFT CHRISTOPHER J
Chief Executive Officer
$168,001
@ $125.00 · 2025-04-03
SWIFT CHRISTOPHER J
Chief Executive Officer
$11.81M
@ $120.39 · 2025-03-17
PAIANO ROBERT W
Officer
$1.54M
@ $117.20 · 2025-03-11
SWIFT CHRISTOPHER J
Chief Executive Officer
$12,000
@ $120.00 · 2025-03-04
TOOKER ADIN M
President
$1.53M
@ $112.60 · 2025-02-18
TOOKER ADIN M
Officer
$803,479
@ $117.04 · 2024-11-15
SONI DEEPA
Officer
$2.24M
@ $110.96 · 2024-11-05
PAIANO ROBERT W
Officer
$1.46M
@ $110.95 · 2024-07-31
RODDEN LORI A
Officer
$428,522
@ $111.16 · 2024-07-31
FISHER MICHAEL R
Officer
$414,809
@ $101.47 · 2024-07-01
Direct ownership only · excludes indirect, option exercises, planned (10b5-1) sales & derivatives
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

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

🎭 Mr. Market's Mood

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HIG
FearGreed
😐Neutral(55/100)

"Market is pricing this stock without strong emotion in either direction"

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.
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.

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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HIG
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: Neutral (55)
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)
View HIG Full AnalysisView MSFT Full Analysis

Frequently Asked Questions: HIG vs MSFT

Is The Hartford Insurance Group, Inc. or Microsoft Corporation more undervalued in 2026?

Based on our discounted cash flow model, HIG trades at a 64.9% margin of safety (intrinsic value $365 vs. price $128), compared to MSFT's 13.7% margin of safety (intrinsic $440 vs. $379).

Which stock has a wider economic moat, The Hartford Insurance Group, Inc. or Microsoft Corporation?

HIG scores 97/100 (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 The Hartford Insurance Group, Inc. in financial distress?

HIG's Altman Z-Score of 1.1 places it in the Distress 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, The Hartford Insurance Group, Inc. or Microsoft Corporation?

The Hartford Insurance Group, Inc. (HIG) generates a 15.9% 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, The Hartford Insurance Group, Inc. or Microsoft Corporation?

MSFT earns 21.6% ROIC versus HIG's 15.0%. 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, The Hartford Insurance Group, Inc.'s or Microsoft Corporation's?

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