Annual and General MeetingJUNE 15, 2018

Fiscal 2017 Annual General Meeting

JUNE 15, 2018

President & Chief Executive Officer

Jim Gabel

Agenda

1. Formal business

2. Corporate presentation

3

Chairman of the Board

Erol Uzumeri

Disclaimer

All figures discussed in this presentation are stated in $CAD millions, unless otherwise noted.

Non-IFRS Measures and Industry Metrics

This presentation makes reference to certain non-IFRS measures including certain metrics specific to the industry in which we operate. These measures are not recognizedmeasures under IFRS, do not have a standardized meaning prescribed by IFRS and, therefore, may not be comparable to similar measures presented by other companies.Rather, these measures are provided as additional information to complement those IFRS measures by providing further understanding of our results of operations frommanagement’s perspective. Accordingly, these measures are not intended to represent, and should not be considered as alternatives to net income or other performancemeasures derived in accordance with IFRS as measures of operating performance or operating cash flows or as a measure of liquidity. In addition to our results determined inaccordance with IFRS, we use non-IFRS measures including Adjusted DTC Gross Margin, EBITDA, Adjusted EBITDA, Adjusted net income, and Adjusted net income per share.This presentation also refers to comparable sales growth, a commonly used metric in our industry but that may be calculated differently compared to other companies. Webelieve these non-IFRS measures and industry metrics provide useful information to both management and investors in measuring our financial performance and conditionand highlight trends in our core business that may not otherwise be apparent when relying solely on IFRS measures. Definitions and reconciliations of non-IFRS measures tothe relevant reported measures can be found in our Management Discussion &Analysis (MD&A) dated June 12, 2018 under “Cautionary Note Regarding Non-IFRS Measuresand Industry Metrics”, which is available on SEDAR at www.sedar.com.

Forward-Looking Information

Certain information in this presentation contains forward-looking information. This information is based on management’s reasonable assumptions and beliefs in light of theinformation currently available to us and are made as of June 15, 2018. Actual results and the timing of events may differ materially from those anticipated in the forward-looking information as a result of various factors. Information regarding our expectations of future results, performance, achievements, prospects or opportunities or themarkets in which we operate is forward-looking information. Statements containing forward-looking information are not facts but instead represent management’sexpectations, estimates and projections regarding future events or circumstances. Many factors could cause our actual results, level of activity, performance orachievements or future events or developments to differ materially from those expressed or implied by the forward-looking statements.

See “Forward-Looking Information” and “Risk Factors” in the Company’s MD&A and Annual Information Form dated April 17, 2018, which are available on SEDAR atwww.sedar.com, for a discussion of the uncertainties, risks and assumptions associated with these forward-looking statements. Readers are urged to consider theuncertainties, risks and assumptions carefully in evaluating the forward-looking information and are cautioned not to place undue reliance on such information. We have nointention and undertake no obligation to update or revise any forward-looking statements, whether as a result of new information, future events or otherwise, except asrequired by applicable securities law.

5

6

Formal Business

• Presentation of Financial Statements

• Election of Directors

• Re-appointment of Auditors

Corporate Presentation

President & Chief Executive Officer

Jim Gabel

9

Unlocking the potential of a brand with a 44-year history

9

Ensuring the Roots brand consistently appeals to, and connects with, our

target global omni-channel consumer, while respecting Roots heritage and

longstanding core values.

Strategically investing in people, systems, processes and infrastructure to fuel accelerated and sustainable long-term growth.

Modernizingthe Brand

Transforming the Business

10

Roots Today: The Brand

Our Brand Position

11

For the life and style collectors, who, like us, believe clothesshould feel as good as they look.

Roots is the brand that unites the worlds of cabin and city.

As the grounded and groundbreaking connector, we createapparel, leather and footwear with unique Legendary Feel, so ourconsumers can confidently express their best self.

Target Consumer

Life and Style Collector

12

13

Diversified Product Portfolio

* Percentage of FY2017 revenue

Footwear2%*

Kids13%*

Accessories12%*

Leather11%*

Apparel62%*

A Product Architecture Rooted in our Heritage

14

World famous iconic piecesSalt & Pepper Originals, Cooper Logo T-Shirt,

Awards Jacket, Banff Bag and Petite Banff, Student Pack, The Saddle Bag,

Cotton Cabin Sock, Roots Toque

Seasonal favourites that bring you back year after year

Fashion-Coloured Basic Sweats

Spring and Summer: Original Sweatshirt and Maple Baseball Cap

Fall and Winter: Algonquin Shirt, Packable Jacket,

Cabin Shawl Cardigan, Original Cabin Sock

Exciting products for repeat visits

On-trend, exciting and new

Monthly

Quarterly+

Seasonal

All-Year-Round

Seasonal Excitement ~30%

Perennial Favourites ~50%

Enduring Icons ~20%

Roots Today: The Business

44-year track record

Authentic premium lifestyle brand with global appeal and

world-famous product

International footprint

Multiple growth levers

Significant runway for growth

A GrowingCompany

15

Moving to a Single Global Brand Range

16

• Enhanced products and assortments

• Right product, right numberof units to the right locations

• Coordinated collections across categories

Operating efficiencies

Gross margin improvement

• Formalized, analysis-driven approach to building assortment

• Improved costing

• Greater scalability

Sales growth

Fewer markdowns

Increased units per transaction

Editing out slow-sellers and amplifying the best products

Leveraging Operational Investments to Drive Sales and Margin Expansion

17

+

Investments already made

Accelerating future growth

Margin expansionComparable sales growth

LeadershipFunctional expertise and operational experience

Merchandisingconsumer-focused strategy

InfrastructurePOS, HRIS, LMS

eCommerceFurther enhancing our

online storefront

Growth in Canada:Growing store network in high traffic areas

18

117StoresAs at Q1 Fiscal 2018

6-8Remainder of new stores to add to achieve end of Fiscal 2019 target of 8-10 new store openings

*See Disclaimer – Forward Looking Information

*

*

20%average sales uplift1

Growth in Canada:Renovate and expand high-potential performing stores

19

+

20%+average incremental contribution margin

(1) Sales uplift calculated as the sales in the period subsequent to renovation/expansion, compared to the sales in the same period from the fiscal year prior to renovation/expansion.

Lakeshore

before

Lakeshore after

24-28Store optimizations remaining to achieve end of Fiscal 2019 target

Lakeshore Store

After

Lakeshore Store

Before

*

*See Disclaimer – Forward Looking Information

Growth in Canada:Amplifying brand communication

Grow marketing investment from 2% to 4% of sales by end of Fiscal 2019

• Leveraging 99% aided brand awareness1

• Launching new products

• Fostering stronger connections with customers and store communities

20

Increase traffic across omni-channel network

(1) In home market primarily through word-of-mouth advertising and decades of celebrity and professional athlete affirmation.

.

Growth in Canada:e-Commerce, fastest growing part of business

• Progressive environment of ongoing innovation

• Seamless omni-channel experience

• Shipping to more than 50 countries (1)

21

20-22% of DTC salesTarget by end of Fiscal 2019

*

*See Disclaimer – Forward Looking Information

(1) In Fiscal 2017.

Strategically Expanding US Footprint

Washington ChicagoBoston

The Natick Mall, Massachusetts

Current Footprint• 3 locations (NY, MI, UT)

• Shipping to all 50 states(1)

Current Pipeline• Boston, June 2018

• Washington, August 2018

• Full Omni-channel, Summer 2018

• Chicago, 2019

22*See Disclaimer – Forward Looking Information

10-14Target new locations by end of Fiscal 2019

(1) In Fiscal 2017.

*

Expanding in International Markets:Taiwan & China

Shanghai No.1 Dept Store YaohanXindian FSS New Taipei City

Taipei 101

*See Disclaimer – Forward Looking Information

7-12New store opens remaining to achieve end of Fiscal 2019 target

23

Footprint as at end of Q1 2018• 112 Taiwan

• 30 China

New stores• 11 new stores H2 Fiscal 2017

• 2 new stores Q1 Fiscal 2018

*

Expanding in International Markets: other markets offer unique potential

• Progressing plans for Hong Kong, Singapore and/or Malaysia with existing partner

• Conversations underway with potential partners for expansion into other international markets

24

Hong Kong

Singapore

Malaysia

The Rest of the World

24

Deepening Offering in Leather and Footwear:Elevating leather goods

• Part of our DNA

• Leveraging longstanding genuine leather credentials that are deeply valued by our target consumers

• Modernizing the range of our leather goods with new styles

• Expanding leather customization in select bags and jackets, to enhance connection with the consumer

25

Setting stage for accelerated growth in Fiscal 2019

Deepening Offering in Leather and Footwear:Expanding footwear

• Where Roots started in 1973

• Cornerstone product category potential

• Significant footwear experience among management

• Premier design and manufacturing partner

• Opportunity to significantly grow the business

26

Setting stage for accelerated growth in Fiscal 2019

The Right Strategy and the Right Team

27

• Deep-rooted connection with consumers

• Recognized as one of Canada’s most iconic brands

• 24/7 access to brand through seamless omni-channel

• Product and brand values that have resonated for more than four decades – stronger today

• 44-year track record

• Authentic premium lifestyle brand with global appeal and world-famous product

• International footprint

• Multiple growth levers

• Significant runway for growth

Consumer Investor

Positioned for continued growth

Financial Review

Chief Financial Officer

Jim Rudyk

Record Fiscal 2017 Results

12.1%Fiscal 2017

COMPARABLE SALES GROWTH

+15.7%Fiscal 2017

SALES GROWTH

+26.6%Fiscal 2017

ADJUSTED EBITDA GROWTH1

+35.7%Fiscal 2017

ADJUSTED NET INCOME GROWTH1

30Note:

See Disclaimer – Non-IFRS Measures and Retail Industry Metrics.

(1) A reconciliation of historical Adjusted EBITDA and historical Pro Forma Adjusted Net Income to net income appears in the Company’s MD&A.

Comparable Sales Growth

8.3%Fiscal 2016

12.1%Fiscal 2017

3.3%Q1 Fiscal 2017

6.4%Q1 Fiscal 2018

31

Since start of transformation in 2016, Company has delivered 9 consecutive quarters of positive comparable sale growth

Note:

See Disclaimer – Non-IFRS Measures and Retail Industry.

Sales

Fiscal 2017($ millions)

Q1 Fiscal 2018($ millions)

Fiscal 2016 Fiscal 2017

+16.3%YoY Increase in DTC Sales

+15.7%YoY Increase in Total Sales

Q1 Fiscal2017

Q1 Fiscal2018

+9.0%

+5.8%

281.9

326.1

48.2

51.0

32

YoY Increase in DTC Sales

YoY Increase in Total Sales

Note:

See Disclaimer – Non-IFRS Measures and Retail Industry Metrics.

Adjusted DTC Gross Margin

Fiscal 2017 Q1 Fiscal 2018

+206Basis Points 56.4%

59.1%

Q1 Fiscal2017

Q1 Fiscal2018

+271Basis Points

~100% benefit from:

• Reductions in costs

• More favourable product mix of higher-margin items

• More full-price selling

Negligible net F/X gains

33

90% benefit from:

• Reductions in costs

• More favourable product mix of higher-margin items

• More full-price selling

10% net F/X gains

57.3%

59.4%

Fiscal 2016 Fiscal 2017

Note:

See Disclaimer – Non-IFRS Measures and Retail Industry Metrics.

Key Investments

Supporting higher sales

Driving long-term growth

• Enhanced consumer experience• More stores• Renovations, relocations

and expansions

• e-Commerce platform

• Great leaders and professionals joining the team

• Building a global brand

34

Investing in the

growth of the

business

Adjusted EBITDA

• Sales growth

• Gross margin improvements

• Strategic investments in growth

35

Fiscal 2017 ($ millions)

41.6

52.6

Fiscal 2016 Fiscal 2017

-1.7

-3.1

Q1 Fiscal 2017 Q1 Fiscal 2018

Q1 Fiscal 2018 ($ millions)

Note:

See Disclaimer – Non-IFRS Measures and Retail Industry Metrics.

Adjusted Net Income Per Share

36

• Better effective tax rate

• Reduction in interest expense

0.51

0.69

Fiscal 2016 Fiscal 2017

-0.09

-0.11

Q1 Fiscal 2017Q1 Fiscal 2018

Fiscal 2017 ($)

Q1 Fiscal 2018 ($)

Note:

See Disclaimer – Non-IFRS Measures and Retail Industry Metrics.

Balance sheet

37

• Generate strong free cash flow

• Improve net debt leverage ratio approx. ½ turn YoY

• Improving turns with target of 4

• Improving aging

• Very low maintenance capex requirements

• Growth capex primarily focused on retail stores and eCommerce

• Additional capex investments based on growth of business

Debt Inventory Capex

New Integrated Distribution Centre

Leveraging 44-years of in-house experience

Support accelerated long-term growth

Single inventory for stores and eCommerce

Improve speed, productivity and overall throughput

Drive efficiencies

Anticipated cost per unit savings of 20% or more in Fiscal 2020 and beyond1

38

~$16M capex investment through end of Fiscal 2019

• Integrated fulfillment center for stores and eCommerce

• Bringing Roots-operated retail fulfillment and third-party eCommerce fulfillment into single Roots-operated facility

• 209,000 sq. ft

• 40 shipping/receiving docks

• 30 ft racking

• Tier 1 Warehouse Management System

• Increased automation

(1) Comparison to current solution and based on cost per unit estimates starting in Fiscal 2020

.See Disclaimer – Forward Looking Information

Fiscal 2019 Financial Targets

39

Sales(in $ millions)

282

410-450

FY2016A FY2019E

Adjusted EBITDA (in $ millions)

42

61-68

FY2016A FY2019E

Adjusted Net Income (in $ millions)

21

35-40

FY2016A FY2019E

FY2016A –FY2019E CAGR

13-17%

FY2016A –FY2019E CAGR

14-18%FY2016A –FY2019E CAGR

18-23%

+300 bpsAdjusted DTC margin over FY2016

See Disclaimer – Forward Looking Information

See Disclaimer – Non-IFRS Measures and Retail Industry Metrics.

Modernizing the Brand & Transforming the Business

40

2/3 growth from Canada

Strategically investing in growth

Stronger foothold in US market

e-Commerce 20-22% of DTC sales

Expanding presence in Taiwan and China

Positioned to enter new international markets

Solid foundation for growthin leather and footwear

Opportunity to double business in Canada

100+ store opportunityin the US

Further growth of e-Commerce as percent of total DTC sales

Stronger global brand with larger international presence

Accelerated growth in leather and footwear

By end of Fiscal 2019 Fiscal 2020 and Beyond

See Disclaimer – Forward Looking Information

Annual and General MeetingJUNE 15, 2018

Fiscal 2017 Annual General Meeting

JUNE 15, 2018