Investor Presentation

May 2011

Exhibit  99.1

2.

Forward-Looking Statements

This

presentation

contains

“forward-looking

statements”

which

are

made

pursuant

to

the

safe

harbor provisions of the Private Securities Litigation Reform Act of 1995.  The forward-looking

statements are based on the Company's current expectations and beliefs concerning future

developments and their potential effects on the Company. There can be no assurance that actual

developments will be those anticipated by the Company. Actual results may differ materially from

those projected as a result of significant risks and uncertainties, including non-receipt of the

expected payments, changes in interest rates, effect of the performance of financial markets on

investment

income

and

fair

values

of

investments,

development

of

claims

and

the

effect

on

loss

reserves, accuracy in projecting loss reserves, the impact of competition and pricing environments,

changes in the demand for the Company's products, the effect of general economic conditions,

adverse state and federal legislation, regulations and regulatory investigations into industry

practices,  developments relating to existing agreements, heightened competition, changes in

pricing  environments, and changes in asset valuations.  The Company undertakes no obligation

to publicly update any forward-looking statements as a result of events or developments

subsequent to the presentation.

3.

The Argo Group Story

The Company

Argo Group is an international specialty underwriter of

property/casualty insurance and reinsurance focused in niche

markets.

The Objective

To maintain our profitable growth record while maximizing on the

opportunities afforded us through our international platform.

The Strategy

Apply our proven business model to deploy capital in attractive

niche markets that offer opportunities for maximum return.

4.

Argo Group Today

Major business segment locations

Bermuda Headquarters

Multinational specialty P&C underwriter of insurance and reinsurance

Headquarters: Bermuda

–

Operate internationally in all 50 states

–

1,300+ employees across six countries

Total capitalization of $2.0 billion

Operations conducted through four business segments

A.M. Best Rating of A XII (excellent)

Brussels

London

Paris

Zurich

5.

Our Strategy

Deploy capital in the international specialty market for maximum

return

Provide our clients with insurance solutions by continuously

focusing on new business development and organic growth

Strategically grow our platform and gain access to new markets

through acquisitions

Dedicated to attracting top tier talent to leverage our platform

Manage balance sheet risk by maintaining relatively low financial

leverage and a prudent investment portfolio

Maximize shareholder value through growth in book value per share

6.

A Recap of Our Successful Strategic Business Plan

1.

Target attractive

niche markets

2.

Develop leading,

differentiated

positions

3.

Expand position

–

organically

–

geographically

–

selective acquisitions

4.

Results: growth

in

premiums, earnings

and book value

7.

ATTRACTIVE NICHE MARKETS

A Different Type of Approach

Key Criteria In Selecting Niche Markets

Higher margin and return

Market leadership in a reasonable time frame

Disciplined underwriting

Sustained, profitable organic growth

2004

LTM 2011

NEP Split

2000

2001 –

Acquires Colony and Rockwood.

Founds Trident

2007 –

Completes merger with PXRE;

Forms Argo Re

2008 –

Rebranded Argo Group; Acquired

Heritage and its Lloyd’s syndicate

2009 –

Introduces Casualty and

Professional Risks Division

Timeline

8.

Financial Highlights ($mm, except per share data)

2000

2004

(1)

Q1 2011

(2)

Book Value per Share

23.03

30.36

55.59

Total Capital

501.1

716.8

1,522.9

Excess and

Surplus Lines

48.1%

Specialty

Commercial

23.8%

Public Entity

9.7%

Risk

Management

18.3%

We have successfully diversified our portfolio and become a

global specialty insurance underwriter

Notes:

1 Book value

per

share

includes

impact

of

the

Series

A

Mandatory

Convertible

Preferred

Stock

on

an

as

if

converted

basis.

2 Book value per share includes $113 million in catastrophe losses in Q1 2011.

Specialty

Commercial

23.9%

Specialty

Workers'

Compensation

75.9%

Public Entity

0.2%

Excess and

Surplus Lines          

40.4%

Commercial

Specialty

28.3%

International

Specialty

9.1%

Syndicate

1200                 

22.2%

9.

Earned Premiums

Gross Written Premiums

RESULTS: GROWTH

An Impressive Growth Record…

$622M

2002

2010

$1.5B

11.9%

CAGR

2002

2010

15.7%

CAGR

$1.4B

$378M

10.

Net Income

Net Investment Income

RESULTS: GROWTH

Improved Bottom Line Results…

Growth of Book Value

BVPS Growth Since 2002

11.1%

CAGR

*2011-Q1 impacted by catastrophe losses in Japan, New Zealand and Australia totaling $113.1M (net of reinstatement premiums).

**Book value per common share -

outstanding, includes the impact of the Series A Mandatory Convertible Preferred Stock on an as if converted

basis.  Preferred stock had fully converted into common shares as of Dec. 31, 2007.

11.

12.

Excess & Surplus

Lines

Syndicate 1200

•

2010 GWP $390M

•

Lloyd’s Wholesale

•

Worldwide Property

•

Non-U.S. Liability

•

2010 GWP $523M

•

Non-Admitted Market

•

U.S. Wholesale

Excess & Surplus

Lines

International

Specialty

•

2010 GWP $189M

•

Reinsurance

•

Excess Casualty

•

Non-U.S. Retail

Commercial

Specialty

•

2010 GWP $428M

•

Admitted Market

•

U.S. Retail

Four Growth Platforms

13.

EXCESS & SURPLUS LINES:

Largest and Most Profitable Segment

Status

Standard market expanding risk appetite

New entrants building market share

Argo maintaining underwriting discipline

Competitive advantages

Colony Specialty & Argo Pro

Excellent infrastructure –

broad

geography

Underwriting expertise

Broad product portfolio for small acct

U/Ws (restaurants, day care, contractors)

Controlled distribution

–

Wholesale agents

Benefits from a category XII ‘A’

(Excellent) rating by A.M. Best

Pre-Tax Operating Income

($M)

Combined ratio

* Includes $12.7M of losses from 2008 hurricanes.

88.9%

89.3%

93.3%

$102

$113

$98

$65

99.6%

$63

97.8%

2006

2007

2008*

2009

2010

2011 Three Months OI: $11.4M

2010 Three Months OI: $12.7M

14.

COMMERCIAL SPECIALITY:

Specialty Niche Segment

Status

Historical combined ratio in low 90%

range

Performing well given competition

Primarily admitted, retail-driven

Competitive advantages

Expertise in niche markets

–

grocery stores

–

mining operations

–

laundry & dry cleaners

–

small/medium-size public entities

Benefits from a category XII ‘A’

(Excellent) rating by A.M. Best

Pre-Tax Operating Income

($M)

Combined ratio

* Includes $2.8M of losses from 2008 hurricanes.

89.4%

88.7%

96.5%

$50

$61

$43

$46

95.6%

$29

99.0%

2006

2007

2008*

2009

2010

2011 Three Months OI: $5.9M

2010 Three Months OI: $7.9M

15.

Status

Underwriting on $1.2

billion of capital

Has achieved desired diversification

Event-driven businesses

Added Casualty and Professional Risks

business in 2009

Competitive advantages

Utilizes established infrastructure

Built diversified book of business

Proven record of leadership

Benefits from a category XII ‘A’

(Excellent) rating by A.M. Best

INTERNATIONAL SPECIALTY:

Argo Re –

Well Established

$24

$50

Pre-Tax Operating Income

($M)

2008

2009

* 2010 includes $30.1M of catastrophe losses

(net of reinstatement premium).

** 2011-Q1 includes $68.1M of catastrophe

losses (net of reinstatement premium).

2010*

$32

77.9%

52.3%

Combined ratio

72.8%

2011 Three Months OI: ($52.9M)**

2010 Three Months OI: $7.6M

16.

Status

Acquired Heritage in 2008;      

rebranded to Argo International

Carrier named head of U/W Jan 2011

Worldwide property

–

Direct and Facultative

–

North American and International

Binding Authority

Non-U.S. liability

–

Professional indemnity

–

General liability

Competitive advantages

Specialist knowledge

Carries the Lloyd’s market ratings of

‘A’

(Excellent) rating by A.M. Best, and

‘A+’

by S&P

SYNDICATE 1200:

Argo International (Lloyd’s)

Gross Written Premiums

($M)

$424

$706

$390

2008

2009

2010

2011 Three Months OI ($46.6M)*

2010 Three Months ($10.7M)

*

2011-Q1 includes $44.4M of catastrophe losses.

Combined Business Mix –

Established platform to write business worldwide and penetrate niche markets

Int’l Specialty (Bermuda)

?

Quota share reinsurance

of business partners

?

Property reinsurance

Excess casualty and    

professional liability insurance

Non-U.S. retail

62%

9%

26%

Based on  2010 gross written premiums

Specialty Insurance Platform

Excess & Surplus Lines

(non-admitted

market

-

wholesale)

Commercial Specialty

(admitted

market

-

retail)

U.S. Operations (New York / San Antonio)

Lloyd’s wholesale

Worldwide property insurance

Non-U.S. liability insurance

Syndicate 1200 (London)

3%

17.

18.

Diversified Business Model

Reinsurance

Insurance

91%

14%

Casualty

~70%

~30%

Property

9%

Based on  2010 gross written premiums

19.

Argo Group 2010 Results

2009

2010

Change

Gross Written Premium

23%

Net Earned Premium

14%

Total Revenue

11%

Net Operating Income Per Share

53%

Net Income Per Share

28%

*

Impacted by $54.9M of losses (net of reinstatement premiums) from catastrophes in 2010.

Net Investment Income

8%

LTM Growth in Book Value Per Share

$  2.0B

$  1.4B

$  1.5B

$

4.28

$

3.81

$ 146M

18.5%

$  1.5B

$  1.2B

$  1.4B

$

2.00*

$

2.76

$ 134M

12.5%

20.

2010

Three

Months

2011

Three

Months

Change

Gross Written Premium

$

405M

14%

Net Earned Premium

$

324M

19%

Total Revenue

$

372M

20%

Net Operating Income Per Share

$

0.32

--

%

Argo Group 2011 First Quarter Results

$

348M

$

261M

$

297M

($

2.82)

LTM Growth in Book Value Per Share

19.2%

3.3%

Net Investment Income

$    34M

3%

$    33M

*

Net Income Per Share

$    0.67

--

%

($

3.34)

*

*

Impacted by $113.1M of losses (net of reinstatement premiums) from catastrophes in the 2011 first quarter.

21.

Dec 31, 2010

3,152

18.8%

2,003

1,626

6,482

$4,215

377

$58.41

Dec 31, 2009

3,203

19.1%

1,996

1,615

6,897

$4,334

381

$52.36

Strong Balance Sheet and Capital Base

Reserves

Total Leverage*

Total Capital

Shareholders’

Equity

Total Assets

Investment Portfolio

Indebtedness*

Book Value Per Share

*

Includes $311mm of Junior Subordinated Debentures

Mar 31, 2011

3,347

1,523

6,338

$4,184

$55.59

379

1,902

19.9%

In millions except for book value and leverage data

Conservative Investment Portfolio

Fixed income (92%)

Equities (8%)

Total: $3.7bn

Total: $0.3bn

•

Internally and externally managed

•

Conservative focus on large cap

•

Average Rating of AA

•

Duration of 2.9 years

26%

17%

17%

30%

11%

Governments

State / Muni

Corporate

Structured

Short Term

Financials

Industrial & Other

6%

94%

Invested Assets

($mm)

22.

$1,181

$1,553

$1,784

$2,173

$2,514

$3,556

$3,995

$4,334

$4,215

$4,184

2002

2003

2004

2005

2006

2007

2008

2009

2010

Q1 2011

As of March 31, 2011

23.

Capital Deployment Strategy

Support balance sheet, mainly loss reserves

Growth of core business

–

Deploy capital opportunistically across all four segments

–

Reduce reliance on third-party reinsurance

Pursue attractive market opportunities

–

Selective acquisitions that complement existing business lines

–

Books of business and companies

Repatriate capital depending on capital position and stock price

–

New $150M authorized stock repurchase program announced Feb. 2011

–

Repurchased

$123.8M

or

approx

3.7M

shares

of

common

stock

Jan.

1

2010

through March 31, 2011

–

Paid cash dividend of 12 cents per share the last six quarters

24.

Key Areas of Focus Today

Improve expense structure

–

Implementing shared services model for our back office, non-core functions

–

Evaluating outsourcing opportunities

Capital management

–

Constantly evaluating capital structure

–

Ensure we are adequately and efficiently capitalized

Investment portfolio

–

Analyzing risk-return threshold

–

Allocating investments accordingly to increase yield

New business development

–

Prudently evaluating new specialty products and new geographies that will be

accretive to ROE over time

25.

I

N  S

U

M

M

A

R

Y

Argo Group:

A Strong and Well-Positioned Specialty Underwriter

Powerful competitive force in specialty lines market

–

International platform with U.S., Bermuda and London advantages

–

Broadly diversified insurance and reinsurance businesses

–

Deep expertise in small-

to mid-size niche markets

–

Growth though geographic and product diversification

Proven and successful strategic business plan

–

Track record of growth and profitability through insurance cycle

–

Prudent risk management and controls

–

Strong, expanded and proven leadership team

Focus on profitable growth

–

Effective capital deployment + high-margin emphasis = ROE-driven focus

–

Achieved 11.1% CAGR since 2002 in book value per share

Thank you