A Growing and Profitable Specialty Insurer

May 2024

A Growing and Profitable Specialty Insurer

Canadian specialty lines franchise operating on a primary basis for 18 years

Diversified

US hybrid fronting platform participating in the admitted and non-admitted ('E&S') markets for 6 years

Specialty Platform

Earnings supported by an attractive mix of underwriting income and recurring fee-based and investment income

10.2% Debt-to-capital1 below our internal target (20%) and capital in excess of regulatory requirements

Strong Balance Sheet

Issuer rating of BBB (DBRS); Financial Strength ratings of A (low) (DBRS) and A- (AM Best) at operating subsidiaries

20% consolidated Operating ROE2 (ROE: 15%); 5-year average 83%3 combined ratio2 in Canada and 28% Q1 2024

and Profitability

Operating ROE (ROE: 29%); increasing profitability from US subsidiary reaching a 14% Q1 2024 Operating ROE (ROE: 4%)

Conservative approach to reserving; consistent history of favourable prior year claims development in primary lines

5-year GPW4 CAGR of 68%3 (41%3 in Canada, 107%3 in US)

De-Risked Growth

Growth supported by deepening distribution relationships in existing lines of business, expansion of primary lines to the US

Opportunities

and growth of our hybrid fronting model across North America

Proven access to capital and reinsurance relationships to support growth

Investment portfolio comprised primarily of cash (38%) and fixed income (49%)

Conservative Risk

Conservative underwriting culture; limited retention in US and 5-year average loss ratio2 of 21%3 in Canada

Disciplined reinsurance strategy; deep relationships with high-quality counterparties - 88% of reinsurance contract assets

Management

are with rated reinsurers, the remaining 12% from unrated reinsurers with appropriate collateral

Strong enterprise risk management infrastructure in place

Experienced

Management team with a diversity of skills, and strong relationships with regulators and distribution partners; senior

Management

management directly owns ~6% of shares outstanding

& Board of Directors

Board of Directors comprised of seasoned executives with strong experience across financial services

Pure-Play Specialty Insurer Targeting Mid-to-High Teens ROE and Growth in Book Value

Note: All figures in C$ million unless otherwise stated. 1 This is a supplementary financial measure. Refer to Q1 2024 MD&A, Section 10 for details. To access MD&A, see

Trisura's website or SEDAR+ at www.sedarplus.ca. 2 This is a non-IFRS financial ratio. Refer to Q1 2024 MD&A, Section 10 for details. 3 As of December 31st, 2023.

1

4 This is a non-IFRS financial measure. Refer to Q1 2024 MD&A, Section 10 for details.

Company Overview

  • Trisura Group Ltd. (TSX: TSU) is a specialty insurer operating in the surety, risk solutions - warranty, corporate insurance and fronting market segments
  • Trisura operates in niche markets, relying on specialized underwriting knowledge and structuring expertise to offer commercial products and services not provided by most insurers
  • Components of Trisura were founded and incubated within Brookfield Asset Management; Canadian specialty insurance in 2006 and US fronting in 2017 prior to spin-out

Canada

  • 18-yearoperating history in surety, risk solutions - warranty and corporate insurance segments; strong track record of profitable underwriting
  • LTM Q1/24 GPW: $978 million
  • LTM Q1/24 Operating Net Income1: $77 million (Net Income: $79 million),
    28% Operating ROE (ROE: 29%)
  • DBRS Rating: A (Low)
  • A.M. Best Rating: A- (Excellent) Size 9

Key Performance Metrics

US

  • Hybrid fronting business that works with distribution partners and cedes majority of risk to reinsurance markets
  • LTM Q1/24 GPW: $2.1 billion
  • LTM Q1/24 Operating Net Income: $42 million (Net Income: $13 million),
    14% Operating ROE (ROE: 4%)
  • DBRS Rating: A (Low)
  • A.M. Best Rating: A- (Excellent) Size 9

$117 million

$2 billion2

Market Cap

$662 million

Q1/24

Book Value

$3 billion

LTM Q1/24

GPW

LTM Q1/24

Op. Net Income1

(Net Income: $89 million)

20%

Operating ROE

(ROE: 15%)

10.2%

Q1/24

Debt-to-Capital

+121% Since

Year-end 2020

+29% Y/Y

+16% Y/Y

+29% Y/Y

-0.6pts Y/Y

-2.6pts Y/Y

Established Canadian Specialty Platform and Growing US Fronting Business

Note: All figures in C$ million unless otherwise stated.

1 This is a non-IFRS financial measure. Refer to Q1 2024 MD&A, Section 10 for details. 2 As at May 24th, 2024.

2

Key Achievements

Share Price Performance1 and GPW Growth ($ millions)

Trisura

TSX Financials

S&P/TSX

Consolidated LTM GPW

$3,034 / +1,883% 536%

$153

38%

30%

Key Achievements

  • 2017: Completed spin-off from Brookfield; US platform secured licenses and rating
  • 2018: Internalized investment function across subsidiaries; US began writing premium
  • 2019: Completed inaugural equity raise and closed acquisition of admitted market capabilities
  • 2020: Completed $68 million equity raise, increased capacity on revolving credit facility to $50 million and launched US surety
  • 2021: Launched Canadian fronting, completed $75 million notes offering and executed a four-for-one common share split

2022: Advanced various ESG initiatives, completed $150 million equity raise and closed acquisition of Sovereign's surety business

2023: Announced US corporate insurance, completed $53 million equity raise

2024: Closed acquisition of U.S. treasury-listed surety entity

Note: All figures in C$ million unless otherwise stated.

3

1 Cumulative share price performance measured from close of business December 31st, 2017. 2 'Current' as at May 24th, 2024.

Strategic Priorities

Diversify earnings and demonstrate stable returns (underwriting with recurring fee and investment income)

Demonstrate the value of specialty focus in primary lines through loss ratio outperformance

Profitability

Drive stable fronting fees through diversified program book and prudent counterparty credit risk management

Optimize risk-adjusted investment portfolio yield, improve diversification and maintain liquidity while enhancing

investment income

Leverage fixed cost base and technology to gain scale, demonstrating sustainable mid-to-high teens ROE

Expand North American insurance market share in niche lines through enhanced distribution and capacity relationships

Growth

Expand proven platforms and expertise to new geographies (US Surety, US Corporate Insurance) and supplement

established practices in local markets

Evaluate strategic partnerships and inorganic opportunities

Maintain appropriate regulatory capital; improve ratings and size category

Risk & Capital

Uphold risk management best-practices across the platform

Management

Optimize retention and capital allocation

Develop track record of execution and expand shareholder base

Capital Markets

Enhance capital markets access through investor, banking, rating agency and other stakeholder communications

Centralized Corporate Function Providing Support for Operating Subsidiaries to Grow Profitably

4

North American Specialty Insurance Market

  • Commercial products/services not provided by most insurers
  • Focused underwriting knowledge, financial and structuring expertise
  • Claims are less frequent but can be higher in severity
    • Severity can be mitigated through strategic use of reinsurance
  • Improved pricing power relative to standard insurance, supporting strong underwriting performance and operational ROE
  • Outsized growth relative to P&C industry over the past 5 years
  • Trisura has a 18-year history of profitable underwriting in Canada and 5-year history in the US

Canadian Market ($ billions)

US Market (US$ billions)

DWP Growth1

DWP Growth1

US - Admitted vs. E&S

Admitted

E&S (Non-Admitted)

Pricing

Rates and form need

Freedom of rate and

to be approved

form

Product

Well developed risks

Unique and emerging

(standard auto, etc.)

risks

Licensing

Carrier needs

US carrier only needs a

approval from each

license in one state

state to conduct

business

Trisura

49 states

All US jurisdictions

Footprint

Favorable Profitability

US Market1

Specialty Market2

$12 .0

$10 .0

$7.4

$8.5

$8. 0

$6. 0

$4. 0

$2. 0

$0. 0

2021

2022

P&C Industry2

$83.1

$89.5

2021

2022

E&S Market3

$75.5

$63.2

2021

2022

P&C Industry

2022 Average

$876.1

Domestic Professional Surplus Lines Composite 4

$797.8

U.S. P&C Industry

102.7%

91.1%

76.4%

64.3%

2021

2022

14.9% YoY Growth

13.2% CAGR ('17-'22)

7.7% YoY Growth

7.8% CAGR ('17-'22)

19.5% YoY Growth

19.0% CAGR ('17-'22)

9.8% YoY Growth

6.4% CAGR ('17-'22)

Loss / LAE Ratio

Combined Ratio

Specialty Lines have Demonstrated Attractive Profitability and Growth

Note: All figures in C$ million unless otherwise stated.

1 Source: MSA Research, SNL Financial, A.M. Best. 2 Excludes premium written by Canadian entities outside of Canada. 'Specialty Market' in Canada

5

includes Boiler & Machinery, Credit, Credit Protection, Fidelity, Hail, Legal Expense, Cyber Liability, Directors and Officers Liability, Excess Liability,

Professional Liability, Umbrella Liability, Pollution Liability, Surety and Marine. 3 Excludes E&S premiums written at Lloyd's. 4 As defined by A.M. Best. Represents US domiciled insurers that primarily write surplus and / or specialty admitted business.

Overview - Trisura Canada

Business Description

18-year history in surety, risk solutions - warranty and corporate

insurance segments, with strong track record of profitable

underwriting

Surety:Contract surety bonds, commercial surety bonds, developer

surety bonds and new home warranty insurance

Total GPW & Fee Income1 ($ millions)

Surety

Risk Solutions 2

Warranty 2

Fronting 2

Corporate Insurance

Combined Ratio (%)

91.7%

85.7%

88.8%

86.3%

87.8%

85.5%

85.3%

81.8%

81.1%

80.7%

81.1%

80.7%

$942

#4 in Canadian Surety Market3

Risk Solutions Warranty ('Warranty'): Customized structures in

the auto and consumer goods space catering to a diverse client base

Canadian Fronting ('Fronting'): Fronting for reinsurers through

licensed brokers and Managing General Agents ('MGAs')

Began writing in 2020, primarily on a fully-fronted basis

Corporate Insurance: D&O liability, professional liability, technology

& cyber liability, multimedia liability, fidelity, and comprehensive

general liability and property

#9 in Canadian Specialty3, 4

Launched surety in the US in 2021 and announced US corporate

insurance in 2023 - geographic expansion of existing business will

$94

27%

29%

44%

2014

$107

27%

33%

40%

2015

$128

25%

38%

37%

2016

$150

22%

43%

35%

2017

$169

23%

44%

33%

2018

$188

25%

41%

34%

2019

$284

25%

48%

27%

2020

$571

21%

61%

18%

2021

$738

22%

61%

17%

2022

19%

50%

14%

17%

2023

$227

$183

17%

22%

49%

47%

13%

15%

19%

18%

Q1/23

Q1/24

replicate Canadian strategy and leverage existing infrastructure

Distribution via third-party brokers, with a focus on those in Canada

specializing in our target segments

Reinsurance protects balance sheet with diversified and highly-rated

reinsurers

Return on Equity and Book Value ($ millions)

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Q1/23

Q1/24

ROE /

14%

15%

8%

14%

19%

19%

20%

30%

30% /

29% /

28% /

29% /

Op. ROE

28%

29%

28%

28%

BV

$61

$63

$68

$73

$75

$90

$110

$166

$211

$290

$230

$334

Diversified Platform With Track-Record of Growth, Underwriting Profitability and Robust ROEs

Source: Internal information, MSA Research

Note: All figures in C$ million unless otherwise stated.

6

1

Fee income reflects fees for surety services. 2 Risk Solutions now segmented into Warranty and Fronting in Q1 2023. 3 As at December 31st, 2022.

4

Canadian Speciality includes D&O, E&O, Cyber, XS and Fidelity Markets.

Overview - Trisura US

Business Description

  • Fee-basedhybrid fronting model originates premium and cedes majority of underwriting risk to partners for a fee
  • Distribution through program administrators and MGAs
  • Participate in Excess and Surplus and Admitted markets
  • Programs have bespoke, dedicated reinsurance capacity; counterparties are generally highly rated or collateralized

Q1 2024 GPW Breakdown by Line1

Other, 20.7%

Primary and

Homeowners

Excess

Casualty,

Multiple - Peril,

29.6%

4.2%

Commercial

Multiple - Peril,

22.0% Commercial

Auto, 23.5%

Illustration of Hybrid Fronting Model

GPW and Fronting Fee Income2 ($ millions)

Premiums

Premiums

GPW

Fee Income Earned Premiums to Capital3

LTM Operating ROE

13.6% Op. ROE

(-1.0% ROE)

Claims

Claims

13.4% Op. ROE

$80

(-12.1% ROE)

Payment

Payment

$67

14.0%

11.7%

$43

13.6% Op. ROE 14.3% Op. ROE

(-16.0% ROE)

(4.1% ROE)

$24

$2,037

5.0%

$1,702

$22

$18

n/a

Distribution Partners

Capacity Providers

$8

$999

(Managing General

$1

$647

(Reinsurers)

$483

$501

Agents)

Fronting Fee

$264

(% of Ceded Premiums)

2018

2019

2020

2021

2022

2023

Q1/23

Q1/24

0.8x

2.4x

4.1x

4.7x

6.2x

6.7x

6.4x

6.2x

14

29

48

62

69

74

70

71

# of Programs

Fee-Based Platform with Significant Growth Potential; Reinsurance to Manage Insurance Risk

Note: All figures in C$ million unless otherwise stated.

1 "Other" includes Allied Lines - Flood, Auto Physical Damage, Burglary and Theft, Boiler and Machinery, Dwelling Fire, Farmowners Multiple - Peril, Inland

7

Marine, MonoLine Property, Prepaid Legal, Private Auto, Product Liability, and Surety. 2 Trisura US began writing business in February 2018. 3 This is a non-

IFRS financial ratio. Composition: annualized GPW / end of period capital. End of period capital includes 25 million USD surplus note in Trisura US.

Balance Sheet

Balance Sheet ($ millions)

Assets

Cash and Cash Equivalents

636.2

Investments

1,056.6

Other Assets

33.7

Reinsurance Contract Assets

1,947.3

Capital Assets and Intangible Assets

28.1

Deferred Tax Assets

34.9

Total Assets

3,736.8

Liabilities & Shareholders' Equity

Insurance Contract Liabilities

2,871.7

Other Liabilities

127.9

Loan Payable

75.0

Total Liabilities

3,074.6

Shareholders' Equity

662.2

Total Liabilities & Shareholders' Equity

3,736.8

Shares Outstanding (millions)

47.7

Book Value Per Share

13.89

Debt-to-Capital (20% Target)

10.2%

Segmented Book Value

Q1 2024 Reported

Trisura

Trisura

Corporate

Canada

US

and other

Total

Assets1

1,151.5

2,491.1

94.2

3,736.8

Liabilities1

817.9

2,201.3

55.4

3,074.6

Book Value1

333.7

289.8

38.7

662.2

Book Value Per Share

7.00

6.08

0.81

13.89

Conservative Balance Sheet Supported by Investment Grade Rating

Note: All figures in C$ million unless otherwise stated.

1 Individual segmented amounts are supplementary financial measures. The total amount is presented in the consolidated financial statements.

8

Investments

Portfolio by Asset Class1

Fixed Income Portfolio by Term1,2,3

Common Shares and Other,

> 10 Years, 5%

Preferred Shares, 2%

Alternatives, 7%

4%

High Yield Bonds,

3%

< 1 Year,

19%

Cash & Short

5-10 Years,

Term Securities,

24%

38%

1-3 Years,

Investment Grade

25%

Bonds,

39%

3-5 Years,

27%

Government Bonds,

7%

Fixed Income Portfolio by Rating1,2,4

Portfolio by Industry1,2,5

High-Yield,

6%

AAA,

6%

AA,

Other

15%

22%

Financial

BBB,

Telecommunications

37%

35%

5%

Energy

A,

6%

38%

Government

Real Estate

12%

8%

Industrial

10%

1 Investment portfolio categorization as at March 31st, 2024. US and International portfolios converted to CAD at quarter-end exchange rate. 2 Cash

excluded from Rating, Term and Industry segmentation. 3 This is a supplementary financial measure. Composition: carrying value for each term, divided by

9

total carrying value for fixed income investments. 4 This is a supplementary financial measure. Composition: carrying value for each credit rating, divided by

total carrying value for fixed income investments. 5 This is a supplementary financial measure. Composition: carrying value for each industry divided by total carrying value for investments.

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Disclaimer

Trisura Group Ltd. published this content on 29 May 2024 and is solely responsible for the information contained therein. Distributed by Public, unedited and unaltered, on 29 May 2024 20:00:07 UTC.