INVESTOR DAY 2020

AUGUST 5, 2020

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

2

1

CIMPRESS LEADERS

Kees Arends

Robert Keane

Florian Baumgartner

CEO, PrintBrothers

Founder, Chairman and CEO

President, International Business, Vistaprint

Background: Cimpress 25 years; prior experience GM of

Background: Previously CEO of Albumprinter, which

Background: 15 years in eCommerce at Amazon and

a small OEM electronics engineering company

was sold to Cimpress; returned to company in 2015;

McKinsey & Company

entrepreneur having built 5 companies in past 25 years

Education: B.A. economics, Harvard College; M.B.A.,

Education: Diplome Business Administration and

INSEAD

Education: Nijenrode Business School in Breukelen,

Management, Ecole de Management de Lyon; M.B.A.

The Netherlands

and Ph.D., WHU Otto Beisheim Graduate School of

Management

Peter Kelly

Sean Quinn

Ricky Engelberg

CEO, National Pen

EVP & Chief Financial Officer

Chief Marketing Officer, Vistaprint

Background: Cimpress December 2016; previously CEO

Background: Cimpress 10 years increasing scope in

Background: 20 years in marketing, brand and customer

of National Pen, CEO of National Pen's business in

finance roles; prior experience as a certified public

experience at Nike and Converse

Europe; prior experience in textiles and legal

accountant

Education: B.A., Marketing, New Media, University of

Education: Undergraduate and Master's Degree in law

Education: B.S. accounting, Saint Joseph's University

Georgia

(B.C.L; LL.M) and a Master's degree in corporate

leadership (MSc.) from universities in Ireland and

Scotland

Bryan Kranik

Maarten Wensveen

Sebastian Klapdor

CEO, BuildASign

EVP & Chief Technology Officer

Chief Data Officer, Vistaprint

Background: Various technology roles in Cimpress,

Background: 12 years at McKinsey & Company

Background: 15 years at Dell (last role: GM, Consumer

Albumprinter; started first company at age 25

& Small Business)

Education: M.S.c., Finance and Information

Education: B.S. accounting, Penn State; M.B.A., Kellogg

Education: Hugo Grotius College

Management, The Hong Kong University of Science and

Technology; Ph.D., Digital Marketing / Quantitative

School of Management, Northwestern University

methods, Technische Universität München

Paolo Roatta

Emily Whittaker

CEO, The Print Group, and CEO, Pixartprinting

President, North American Business, Vistaprint

Background: 20 years in the media industry at

Background: 11 years at Cimpress in customer

Bertelsmann Music Group Entertainment, tj net, and

experience, technology and organizational roles; 8 years

Arkimedia, a mobile media start up he founded

consulting at Accenture and Palladium

Education: B.A. business/managerial economics,

Education: B.B.A. computer information systems, James

Sapienza Universita di Roma; M.B.A. Harvard Business

Madison University

School

3

PRESENTERS AND PANELISTS TODAY

Robert Keane

Florian Baumgartner

Founder, Chairman and CEO

President, International Business, Vistaprint

Background: Cimpress 25 years; prior experience GM of

Background: 15 years in eCommerce at Amazon and

a small OEM electronics engineering company

McKinsey & Company

Education: B.A. economics, Harvard College; M.B.A.,

Education: Diplome Business Administration and

INSEAD

Management, Ecole de Management de Lyon; M.B.A.

and Ph.D., WHU Otto Beisheim Graduate School of

Management

Peter Kelly

Sean Quinn

CEO, National Pen

EVP & Chief Financial Officer

Background: Cimpress December 2016; previously CEO

Background: Cimpress 10 years increasing scope in

of National Pen, CEO of National Pen's business in

finance roles; prior experience as a certified public

Europe; prior experience in textiles and legal

accountant

Education: Undergraduate and Master's Degree in law

Education: B.S. accounting, Saint Joseph's University

(B.C.L; LL.M) and a Master's degree in corporate

leadership (MSc.) from universities in Ireland and

Scotland

Maarten Wensveen

Sebastian Klapdor

EVP & Chief Technology Officer

Chief Data Officer, Vistaprint

Background: Various technology roles in Cimpress,

Background: 12 years at McKinsey & Company

Albumprinter; started first company at age 25

Education: M.S.c., Finance and Information

Education: Hugo Grotius College

Management, The Hong Kong University of Science and

Technology; Ph.D., Digital Marketing / Quantitative

methods, Technische Universität München

Paolo Roatta

Emily Whittaker

CEO, The Print Group, and CEO, Pixartprinting

President, North American Business, Vistaprint

Background: 20 years in the media industry at

Background: 11 years at Cimpress in customer

Bertelsmann Music Group Entertainment, tj net, and

experience, technology and organizational roles; 8 years

Arkimedia, a mobile media start up he founded

consulting at Accenture and Palladium

Education: B.A. business/managerial economics,

Education: B.B.A. computer information systems, James

Sapienza Universita di Roma; M.B.A. Harvard Business

Madison University

School

4

2

WHAT TO EXPECT FROM THIS VIRTUAL EVENT

  • Our best effort to make the meeting engaging and informative
  • Insights from leaders you have and haven't heard from before
  • Video webinar participants can submit questions using the Q&A button in your zoom app; we will also cover a lot of ground on your pre-submitted questions during our three panel discussions
  • The audio and slides from this event are also being streamed live on ir.cimpress.com o After the event, we will replace the audio stream with a video recording of the zoom webinar o We'll also post the transcript as we typically do
  • We will take quick 3-5 minute breaks between each session
  • Non-GAAPreconciliations for any non-GAAP financials we discuss are posted on ir.cimpress.com
  • We will provide our thoughts on the future…

5

SAFE HARBOR STATEMENT

The investor day presentations and accompanying commentary contain statements about our future expectations, plans, and prospects of our business that constitute forward-looking statements for purposes of the safe harbor provisions under the Private Securities Litigation Reform Act of 1995, including but not limited to our expectations for the growth and development of our businesses, revenues, cash flows, and competitive position during and after the pandemic, including our expectations for recovery; our expectations and the timeline for Vistaprint's technology platform; the anticipated benefits of our mass customization platform; our estimates and plans for costs, investments in our business, and capital allocation in fiscal year 2021; and our future cash and debt positions. Forward-looking projections and expectations are inherently uncertain, are based on assumptions and judgments by management, and may turn out to be wrong. Our actual results may differ materially from those indicated by these forward-looking statements as a result of various important factors, including but not limited to flaws in the assumptions and judgments upon which our forecasts and estimates are based; our failure to execute on our strategy; the development, duration, and severity of the COVID-19 pandemic; our failure to anticipate and react to the effects of the pandemic on our customers, supply chain, markets, team members, and business; our inability to make the investments that we plan to take or the failure of those investments to achieve the results we expect; loss or unavailability of key personnel; our failure to develop and deploy our mass customization platform or Vistaprint technology platform or the failure of either platform to drive the performance, efficiencies, and competitive advantage we expect; unanticipated changes in our markets, customers, or businesses; our failure to attract new customers and retain our current customers; our failure to manage the growth and complexity of our business; changes in the laws and regulations, or in the interpretation of laws and regulations, that affect our businesses; our ability to maintain compliance with our debt covenants and pay our debts when due; general economic conditions; and other factors described in our Form 10-K for the fiscal year ended June 30, 2019, Form 10-Q for the fiscal quarter ended March 31, 2020, and the other documents we periodically file with the U.S. Securities and Exchange Commission.

6

3

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

7

VALUE CREATION BEFORE AND AFTER

THE PANDEMIC

ROBERT KEANE, FOUNDER, CHAIRMAN AND CEO

4

SESSION AGENDA

1

2

3

State of Cimpress before the pandemic

Pandemic response and FY20 highlights by segment

Ability to win in FY21 and beyond

9

THEME OF THIS PRESENTATION

RESILIENCE, STRATEGIC AND OPERATIONAL FOUNDATIONS AND FINANCIAL EXECUTION IN FY2020

"We cannot let the

spectacularly negative short- term impact of the pandemic obscure three important highlights of Cimpress' fiscal year 2020… resiliencelaying foundations for the future… and we significantly improved the key proxy [for] multi-yearchanges to IVPS."

10

5

VALUE CREATION THROUGH FOCUSED EXECUTION

11

STRONG FINANCIAL RESULTS THROUGH FEBRUARY

ANNUAL REVENUE ($M)

ADJUSTED EBITDA ($M)

FREE CASH FLOW

& CASH INTEREST ($M)

Adjusted FCF

Cash interest related to borrowing

TTM February 2020

$2,797

$600

TTM February 2020

TTM February 2020

$2,751

$475

constant currency organic

$2,593

EBITDA grew 23% vs. FY19*

Adjusted FCF grew 44% vs.

growth of 3% vs. FY19

FY19 and FCF + interest grew

$500

$477

FY06-

34%*

(4% reported growth)

$2,135

$375

FY20

$400

$387

$67

$1,788

$326

$1,494

$275

$300

$283

$57

$1,270

$243

$238

$1,167

$1,020

$181

$175

$31

$200

$165

$9

$49

$817

$145

$140$143

$293

$670

$117

$516

$1

$212

$81

$401

$100

$6 $157

$152

$75

$139

$256

$51

$1

$121

$38

$5

$152

$32

$2

$1

$52

$95

$54 $72

$2

$46

$45

$-

$71

$19

$(13)

$(25)

*Growth rates reflect BuildASign acquisition date of October 1, 2018

12

6

SIGNIFICANT IMPROVEMENT IN OUR ESTIMATE OF SSFC

$485

$430

$385

$455

$351

$340

$340

$400

$271

$290

$300

$210

FY15

FY16

FY17

FY18

FY19

TTM Feb 2020

In USD, millions

13

14

7

PANDEMIC RESPONSE: DEFENSE

TEAM MEMBER SAFETY AND

QUICK ACTION TO

NEW CAPITAL STRUCTURE &

BUSINESS CONTINUITY

REDUCE COSTS

CREDIT FACILITY AMENDMENT

Significant reduction of

fixed costs and reduction

of variable costs in line

with COVID-19 demand

impact.

Ensure we save cash

during a period of

reduced demand.

MCP

Protecting most promising

growth investments.

15

PANDEMIC RESPONSE: OFFENSE

16

8

PANDEMIC RESPONSE: OFFENSE

New products aiding our recovery, though majority of improvement is from sales of existing products

CY2020 Weekly Bookings vs. CY2019

10%

Total Cimpress +/-

Exc. Covid-19

0%

-10%

-20%

-30%

-40%

-50%

-60%

-70%

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

1

2

3

4

5

6

7

8

9

10

11

12

13

14

15

16

17

18

19

20

21

22

23

24

25

26

27

28

29

30

Total Cimpress +/-

-4%

-9%

10%

8%

2%

4%

8%

2%

0%

0%

-15%

-55%

-64%

-66%

-63%

-55%

-35%

-35%

-33%

-25%-25%-18%

-32%

-16%

-15%

-12%

-6%

-6%

-5%

-3%

Exc. Covid-19

-41%

-36%

-37%

-25%

-37%

-21%

-19%

-17%

-12%

-13%

-13%

-11%

Bookings is an internal metric we use to understand customer demand. It differs from GAAP revenue due to orders not yet shipped, refunds and credits, and changes in currency rates compared to the U.S. dollar (see stated rates in non-GAAP reconciliations for Investor Day on ir.cimpress.com). Cimpress weekly bookings "Excluding Covid-19" exclude products newly 17 introduced in Q4 FY2020 including face masks and face shields. It does not exclude previously existing Cimpress products used for pandemic response purposes such as wayfinding signs.

OUR STRATEGY

Decentralized structure with shared strategic capabilities enabled our nimble response

Cimpress invests in and

We drive competitive

builds customer-focused,

advantage across Cimpress

We limit all other central

entrepreneurial, mass

by investing in a select few

activities to only those which

customization businesses

shared strategic capabilities

absolutely must be

for the long term, which we

that have the greatest

performed centrally.

manage in a decentralized,

potential to create company-

autonomous manner.

wide value.

18

9

OUR BUSINESSES

Early-Stage

Vistaprint

Upload & Print

National Pen

BuildASign

Businesses

% of Cimpress

53%

28%

13%

5%

1%

Revenue

(TTM Dec 2019)

Print Brothers

The Print Group

19

VISTAPRINT

20

10

VISTAPRINT FOUNDATIONAL BASICS

Customer obsessed

Cost competitive

Data driven

Execution oriented

Financially rigorous

Magnetic to talent

Technology supercharged

21

VISTAPRINT CUMULATIVE GROSS PROFIT PER CUSTOMER BY CY COHORT

CY 2019 (& Feb. TTM) show a reversal of the stagnation & decline of cohort value from CY15 to CY18

$85

2015

2014

2013

2016

2012

$75

$65

2017

$55

2018

$45

2019

$35

$25

$15

FO

YR1

YR2

YR3

YR4

YR5

YR6

YR7

YR8

Years Following First Order

Acquisition Cohorts: based on new customers acquired in each calendar year and their cumulative GP $s of the cohort divided by the number of new customers following their first

order. Does not include Digital, Webs, VCS, and Partner Revenue from Offers, Services, Products and Referrals. All amounts in USD translated at currency rates stated in the non- 22 GAAP reconciliation for investor day at ir.cimpress.com.

11

UPLOAD AND PRINT:

CONTINUED INNOVATION AND LEVERAGE

NATIONAL PEN:

EFFICIENCY GAINS AND E-COMMERCE INVESTMENT

12

BUILDASIGN:

PRODUCTION EXPANSION AND CONTINUED GROWTH

25

EARLY-STAGE BUSINESSES:

NARROWED SCOPE, REDUCED LOSSES & TRACTION IN CHINA

26

13

CORPORATE SOCIAL RESPONSIBILITY

  • Continued progress in converting paper to FSC across Cimpress
  • New commitment to ensure use at 3rd party fulfillers
  • New commitment to ensure packaging is FSC-certified or recycled content
  • Strong progress on reducing Scope 1 & 2 carbon footprint
  • New commitment to extend to Scope 3
  • New commitment to achieve carbon neutrality by 2040
  • New commitments to use 100% recyclable plastics in products and packaging and reduce use of plastics while increasing recycled content
  • Elevating diversity and inclusion to business-level initiative
  • Increased team member education and awareness
  • Executive sponsorship added to employee resource groups

27

OUR ABILITY TO WIN

IN FY21 AND BEYOND

28

14

Dotcom

Global

Covid-19

Financial

Crash

Crisis

Pandemic

1995

2000

2008

2020

29

30

15

31

OUR BUSINESS MODEL

Scale Advantages in Production & Supply Chain

32

16

OUR BUSINESS MODEL

Scale Advantages from High Quality, Low Cost Service Operations

  • Workflow software & CRM automation
  • High efficiency customer-support
  • Talented, engaged team members
  • 24 x 7 x 365 global operations
  • Co-designwith customers
  • 5,000 service ops team members
  1. Major centers in Tunisia, Philippines, India, Jamaica, Ireland
  1. Smaller-scalefacilities in Germany,
    Italy, Japan, Tennessee, Texas, and elsewhere

33

OUR BUSINESS MODEL

Autonomous & accountable businesses that leverage our select few shared strategic capabilities

Mass Customization

Platform

Procurement

Cimpress India

34

17

We have done this before

E-Commerce Acceleration

New Business Formations

Our Business Model

35

INVESTOR DAY 2020

AUGUST 5, 2020

18

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

37

CAPITAL ALLOCATION

SEAN QUINN, EVP AND CHIEF FINANCIAL OFFICER

19

SESSION AGENDA

1

2

3

Looking back: momentum as of February 2020 and FY2020 results

Capital allocation & capital structure

Sources of confidence for FY2021

39

REVENUE

REVENUE & REPORTED REVENUE GROWTH ($M)

ORGANIC CONSTANT-CURRENCY REVENUE GROWTH

$3,000

$2,751

$2,797

$2,593

$2,481

$2,500

$2,135

$2,000

25%

$1,788

35%

25% 22%

20%

20%

25%

$1,500

$1,000

$500

$-

22%

$1,494

21%

15%

$1,167$1,270

20%

19%

$1,020

18%

15%

$817

14%

10%

9%

5%

5%

6%

4%

0%

12%

11%

11%

9%

8%

6%

4%

5%

-5%

$(500)-5%

-10%

$(1,000)

-15%-10%

-11%

TTM February 2020 results are unaudited. Please see reconciliation of non-GAAP financial measures at ir.cimpress.com.

40

-15%

20

PROFITABILITY

GAAP OPERATING INCOME ($M)

ADJUSTED EBITDA ($M)

$236

$600

$500

$477

$158

$164

$387

$400

$400

$93

$96

$326

$86

$283

$78

$300

$243

$238

$55

$46

$56

$181

$200

$165

$140

$143

$100

($46)

$-

41

TTM February 2020 results are unaudited. Please see reconciliation of non-GAAP financial measures at ir.cimpress.com.

CASH FLOW

ADJUSTED FREE CASH FLOW &

CASH FLOW FROM OPERATIONS ($M)

CASH INTEREST RELATED TO BORROWING ($M)

$450

$350

Adjusted FCF

Cash interest related to borrowing

$395

$67

$400

$300

$350

$331

$338

$73

$250

$57

$300

$250

$242

$247

$200

$200

$165

$192

$150

$9

$31

$49

$293

$150

$147

$142

$154

$157

$212

$244

$100

$1

$6

$157

$152

$139

$100

$38

$50

$121

$95

$5

$72

$50

$54

$45

$-

$-

TTM February 2020 results are unaudited. Please see reconciliation of non-GAAP financial measures at ir.cimpress.com.

42

21

ADJUSTED ROIC

ADJUSTED ROIC

Adjusted ROIC

Adjusted ROIC excl. SBC

42%

34%

22%

23%

25%

21%

21%

22%

20%

18%

23%

17%

20%

18%

19%

20%

16%

15%

8%

14%

11%

5%

FY2011 FY2012 FY2013 FY2014 FY2015 FY2016 FY2017 FY2018 FY2019

TTM FY2020

Feb 20

  • What is driving improvements to FY20 ROIC?
  • Improved Vistaprint results
  • Improved BuildASign results
  • Reduced cash burn from early-stage investments
  • Lower cash taxes (aided by acquisitions)
  • What is weighing on FY20 adjusted ROIC?
  • Pandemic effects
  • Continued growth investments in key areas

TTM February 2020 results are unaudited. Please see reconciliation of non-GAAP financial measures at ir.cimpress.com.

43

RESULTS BY COMPONENT: REVENUE ($M)

$1,499

$1,508

$1,497

$1,337

$730

$769

$796

$692

$333

$348

$343

$299

$108

$149

$153

$-

$28

$28

$26

$21

FY18

FY19

TTM

FY20

FY18

FY19

TTM

FY20

FY18

FY19

TTM

FY20

FY18 FY19

TTM

FY20

FY18

FY19

TTM

FY20

Feb20

Feb20

Feb20

Feb20

Feb20

Vistaprint

Upload & Print

National Pen

BuildASign

Early-Stage Businesses

TTM February 2020 results are unaudited.

44

22

RESULTS BY COMPONENT: SEGMENT EBITDA ($M)

$415

$350

$366

$310

$105

$107

$118

$91

$29

$17

$23

$8

$16

$23

$29

$-

$(12)

$(22)

$(15)

$(11)

FY18

FY19

TTM

FY20

FY18

FY19

TTM

FY20

FY18

FY19

TTM

FY20

FY18 FY19

TTM

FY20

FY18

FY19

TTM

FY20

Feb20

Feb20

Feb20

Feb20

Feb20

Vistaprint

Upload & Print

National Pen

BuildASign

Early-Stage Businesses

TTM February 2020 results are unaudited.

45

RESULTS BY COMPONENT: UFCF ($M)

$376

$339

$313

$251

$75

$78

$88

$52

$32

$24

$19

$14

$17

$10

$-

$(15)

$(13)

$(40)

$(28)

$(14)

FY18

FY19

TTM

FY20

FY18

FY19

TTM

FY20

FY18

FY19

TTM

FY20

FY18 FY19

TTM

FY20

FY18

FY19

TTM

FY20

Feb20

Feb20

Feb20

Feb20

Feb20

Vistaprint

Upload & Print

National Pen

BuildASign

Early-Stage Businesses

TTM February 2020 results are unaudited.

46

23

NET DEBT AND SHARE COUNT

NET CASH (DEBT)1 ($M)

SHARES OUTSTANDING (M)

Weighted Diluted Shares Outstanding

$237

Shares Outstanding at June 30

45.0

39.0

($167) ($189)

43.1

34.5

34.2

33.8

33.0

32.6

32.2

($386) ($419)

31.7

34.1

32.8

33.2

27.8

($608)

32.3

31.5

31.4

30.9

30.4

($857) ($795)

25.9

($1,000)

($1,437)

1 Net (debt) is defined as the sum of our credit facility debt, senior unsecured notes and other debt less cash and cash equivalents.

47

2 Weighted average shares outstanding for FY2017 represent the number of shares we would have reported if we recorded a profit instead of a loss that year. The basic

weighted shares outstanding we reported that year was 31.3M.

INTRINSIC VALUE PER SHARE

(a)

UFCF/diluted share

that will occur

-

(b)

between now and

net debt per

long-term future,

diluted share

discounted to

reflect cost of

capital

48

24

STEADY-STATE FREE CASH FLOW (SSFCF)

Steady state is having a sustainable and defensible business that is capable of growing after-tax unlevered free cash flow per share at the rate of U.S. inflation over the long term

CONCEPTUAL SSFCF CALCULATION

SSFCF range

estimate

Range of

based on range

estimate

of non-steady-

variation

state

investments

Low end of

non-steady-

state

investment

SSFCF

UFCF

49

FY2020 SSFCF RANGE ESTIMATE

TTM February 2020

$5 Pro-forma impact of FY20 restructuring

($7) Pro-forma impact of non-steady state working capital change

($20) Adjustment for below steady-state costs not included in UFCF$149 $455 - $485 ($2) Pro-forma NCI / M&A impact

$119

$67

$336

$293

($24)

Adjusted Free Cash Flow

Cash Interest Expense

Adjustments to normalize unlevered

Normalized Pro-Forma Unlevered

Range estimate of investments not

SSFCF Range

FCF

Free Cash Flow

needed for Steady State

In USD, millions

Please see reconciliation of non-GAAP financial measures at ir.cimpress.com.

50

25

EVOLUTION OF OUR SSFCF RANGE ESTIMATES

$485

$430

Believe the precision of our estimates is

$385

$455

$351 $340 $340 $400

$271 $290 $300

  • Adjust each year for non-steady-state impacts like restructuring and net working capital

$210

FY15 FY16 FY17 FY18 FY19 TTM Feb 2020

In USD, millions

  • May take some time for several of our past growth investments to materially impact our SSFCF estimates (e.g., early-stage investments)
  • Decentralization has increased accountability for and focus on driving returns

We have not retroactively changed or narrowed the range from our past analyses. Please see reconciliation of non-GAAP financial measures at ir.cimpress.com.

51

SHARE REPURCHASES

Shares repurchased through FY20201 (M)

SHARES REPURCHASED:

25.9 million - 50%

Total cost of $1,499.4 million at $57.84/share*

CURRENT SHARES OUTSTANDING:

25.9 million - 50%

SHARE REPURCHASES

  • Over long term, represent attractive opportunity for value creation
  • Take up little management bandwidth

FY19 FY18 1%

FY17 2% FY16 1%

4%

FY14

2%

FY13

4%

FY12

19%

FY11

2%

FY09

5%

FY20

10%

25.9M

1 Share Repurchase activity for FY2020 was from July 1, 2019 through Mar 4, 2020. *Inclusive of transaction costs

52

26

OPPORTUNITY COST

CAPITAL STRUCTURE

HISTORICAL LEVERAGE RATIO1

As of June 30, 2020 (except market equity):

Credit facility debt

$570M

3.4x 3.6x 3.5x 3.4x

3.2x

3.2x

3.4x 3.6x

2.8x

3.0x 3.0x

Senior unsecured notes

$600M

2.6x

2.5x 2.7x

2.6x

2.8x 2.8x 2.8x

2.7x

2.2x

Second lien notes

$300M

Other debt

$12M

Cash and cash equivalents

($45M)

Liquidity (cash plus available revolver) was $469M as of

June 30, 2020

Capital available to deploy if we see good opportunities for

Net debt

$1,437M

high returns

We will remain disciplined in our investment approach

Market equity as of Aug 3, 2020

$2,523M

  • Will pay down credit facility with excess cash over $100M

Enterprise value

$3,960M

1 As defined by our suspended debt covenants.

54

27

SOURCES OF CONFIDENCE FOR FY2021

55

RECENT BOOKINGS TRENDS

Improved demand, use of data, rapid new product introduction

CY2020 Weekly Bookings vs. CY2019

10%

Total Cimpress +/-

Exc. Covid-19

0%

-10%

-20%

-30%

-40%

-50%

-60%

-70%

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

Week

1

2

3

4

5

6

7

8

9

10

11

12

13

14

15

16

17

18

19

20

21

22

23

24

25

26

27

28

29

30

Total Cimpress +/-

-4%

-9%

10%

8%

2%

4%

8%

2%

0%

0%

-15%

-55%

-64%

-66%

-63%

-55%

-35%

-35%

-33%

-25%-25%-18%

-32%

-16%

-15%

-12%

-6%

-6%

-5%

-3%

Exc. Covid-19

-41%

-36%

-37%

-25%

-37%

-21%

-19%

-17%

-12%

-13%

-13%

-11%

Bookings is an internal metric we use to understand customer demand. It differs from GAAP revenue due to orders not yet shipped, refunds and credits, and changes in currency rates compared to the U.S. dollar (see stated rates in non-GAAP reconciliations for Investor Day on ir.cimpress.com). Cimpress weekly bookings "Excluding Covid-19" exclude products newly 56 introduced in Q4 FY2020 including face masks and face shields. It does not exclude previously existing Cimpress products used for pandemic response purposes such as wayfinding signs.

28

ADVERTISING SPEND EFFICIENCY GAINS

New tooling and data usage driving improved returns

Revenue ($M) and Advertising Spend as % of Revenue

Revenue

Ad Spend as % of Revenue

$3,500

30.0%

$3,000

$2,751

$2,797

25.0%

$2,593

$2,481

$2,500

16.7%

20.0%

15.5%

$2,000

12.9%

12.2%

15.0%

$1,500

10.0%

$1,000

$500

5.0%

$-

0.0%

FY18

FY19

TTM Feb20

FY20

57

OPERATING COST

Roughly $30M of permanent cost reductions that will not come back

Expect to keep variable costs roughly

flat as a percent of revenue

Roughly $20M of FY21 savings from temporary cost reductions that will be added back during the year

Increased or sustained investments in

technology, data, upper funnel

advertising

58

29

DEEPER LOOK AT COST REDUCTIONS IN FY21

Comparison to TTM December 2019

Early-Stage

Central Teams

Vistaprint

Upload & Print

National Pen

BuildASign

Businesses

Permanent

Cost~$13M ~$1M~$3MNM~$4M ~$9M

Reductions

Temporary

Cost~$10M ~$2M~$3MNMNM~$5M

Reductions

59

FCF CONSIDERATIONS FOR FY21

Cash

Cash

Cash

Interest

Taxes

Restructuring

Working

Capital

Capitalized

Capital

Expenditures

Software

60

30

IMPACT OF STRONG EXECUTION ON CAPITAL ALLOCATION

Near-term use of capital is select organic investments and debt repayment; after suspension period other options open up with strong execution

ORGANIC INVESTMENTS

M&A

SHARE REPURCHASES

DEBT REPAYMENT

61

INVESTOR DAY 2020

AUGUST 5, 2020

31

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

63

MCP AND CIMPRESS TECHNOLOGY UPDATE

MAARTEN WENSVEEN, CHIEF TECHNOLOGY OFFICER

64

32

SESSION AGENDA

1

2

3

MCP overview and adoption in FY2020

What's coming in FY2021

E-commerce drill down

65

MASS CUSTOMIZATION PLATFORM

BENEFITS FOR

BENEFITS FOR

CUSTOMERS

CIMPRESS

Faster New Product Introduction

Improved customer

Improved Site User Experience

Incremental Revenue

experience

Graphic File Processing Quality & Efficiency

Lower Fulfillment Costs

Better Value/

Automation of Manual Tasks

Expense Reduction

Lower Price

Shared IT Infrastructure

66

33

OUR APPROACH

We build for flexibility, scale and self-service

MICROSERVICES

PRODUCTS

SOLUTIONS

67

OUR PLATFORM SOFTWARE PRODUCT DOMAINS

Artwork Pipeline

Artwork needs for

fulfillment anywhere

Marketplace

Logistics &

Ecommerce &

Data Platform

Optimization

Personalization

Businesses can

Best cost provider for

Modern e-commerce

Our frameworks allow

independently source

production and shipping

solutions that give greatest

data owners to publish

and sell any product

reach with highest degree

trustworthy,

seamlessly, with trust

of personalization

understandable and

and confidence

accessible data

Mass customization for

Diverse, highly

Manufacturing solutions

Data-driven insights

Data Science platform

any product from any

configurable products

optimized for high

power personalized

that empowers deep

device, including new

can be modeled with

volumes of small orders

customer experiences

insights and analysis

and unique decorating

speed and simplicity

technologies

High-performing, inclusive organization which attracts & retains top talent

68

34

WINS IN FY20 NOT RELATED TO THE PANDEMIC

69

MCP SERVICES BEING USED

Jul '17

Production

Exploring

Today

70

35

CROSS-BUSINESS REVENUE EVOLUTION BY BUYER

71

AREAS OF INNOVATION FOR FY21

MobileProduction

experienceautomation

Content &

Design Visualization

Ecommerce &

Personalization

Data-driven

Marketing

72

36

E-COMMERCE DRILL DOWN

73

NEW E-COMMERCE TECHNOLOGY ACROSS CIMPRESS

74

37

LARGELY ON TRACK WITH TIMELINE FOR NEW VISTAPRINT TECHNOLOGY PLATFORM

  • Still aiming to complete all launches by end of FY21
  • Few months behind on country rollout due to COVID-19, resetting our KPIs, and people allocation impacts.
  • Pandemic created disruption and also opportunity…

Timeline from 2019 investor day:

FY2019

FY2020

FY2021

Q4

Q1

Q2

Q3

Q4

Q1

Q2

Q3

Q4

Get started

Proof of concept

Test site live

3+ other small

5+ additional

More sites (all but

Pause

U.S. & Canada

All countries

country launches

countries

U.S. & Canada)

for holiday

Rapid-cycle iterations, driving to

Hopefully exceed performance

Test high-season

Optimize &

performance parity with existing sites

with existing technology

scalability

improve

75

PLATFORM ARCHITECTURE EXAMPLE: VISTAPRINT

Vistaprint

MCP

SaaS 3rd party

76

38

New mobile-first site for Vistaprint masks helped accelerate

aspects of broader Vistaprint e-commerce launch

Mobile

Desktop

Tablet

Experience provided significant learnings in mobile site UX and scalability

Rapid launch gave us language and payments capabilities that allow us to launch full site in most European countries in coming months

https://www.vistaprint.com/masks/

MOBILE UX EXAMPLE

1

2

3

4

78

39

VIDEO IN PROGRESS

79

INVESTOR DAY 2020

AUGUST 5, 2020

40

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

81

MANAGING RISKS AND UNKNOWNS AND LOOKING AHEAD

Peter Kelly

CEO, National Pen

Background: Cimpress December 2016; previously CEO of National Pen, CEO of National Pen's business in Europe; prior experience in textiles and legal

Education: Undergraduate and Master's Degree in law (B.C.L; LL.M) and a Master's degree in corporate leadership (MSc.) from universities in Ireland and Scotland

Robert Keane

Founder, Chairman and CEO

Background: Cimpress 25 years; prior experience GM of a small OEM electronics engineering company

Education: B.A. economics, Harvard College; M.B.A.,

INSEAD

Sean Quinn

EVP & Chief Financial Officer

Background: Cimpress 10 years increasing scope in finance roles; prior experience as a certified public accountant

Education: B.S. accounting, Saint Joseph's University

Maarten Wensveen

EVP & Chief Technology Officer

Background: Various technology roles in Cimpress, Albumprinter; started first company at age 25

Education: Hugo Grotius College

Florian Baumgartner

President, International Business, Vistaprint

Background: 15 years in eCommerce at Amazon and McKinsey & Company

Education: Diplome Business Administration and Management, Ecole de Management de Lyon; M.B.A. and Ph.D., WHU Otto Beisheim Graduate School of Management

Paolo Roatta

CEO, The Print Group, and CEO, Pixartprinting

Background: 20 years in the media industry at Bertelsmann Music Group Entertainment, tj net, and Arkimedia, a mobile media start up he founded

Education: B.A. business/managerial economics, Sapienza Universita di Roma; M.B.A. Harvard Business School

Emily Whittaker

President, North American Business, Vistaprint

Background: 11 years at Cimpress in customer experience, technology and organizational roles; 8 years consulting at Accenture and Palladium

Education: B.B.A. computer information systems, James Madison University

82

41

INVESTOR DAY 2020

AUGUST 5, 2020

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

84

42

THE ROLE OF DATA IN VALUE CREATION

85

INVESTOR DAY 2020

AUGUST 5, 2020

43

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

87

INNOVATION DURING AND AFTER THE PANDEMIC

Paolo Roatta

CEO, The Print Group, and CEO, Pixartprinting

Background: 20 years in the media industry at Bertelsmann Music Group Entertainment, tj net, and Arkimedia, a mobile media start up he founded

Education: B.A. business/managerial economics, Sapienza Universita di Roma; M.B.A. Harvard Business School

Emily Whittaker

President, North American Business, Vistaprint

Background: 11 years at Cimpress in customer experience, technology and organizational roles; 8 years consulting at Accenture and Palladium

Education: B.B.A. computer information systems, James Madison University

88

44

INVESTOR DAY 2020

AUGUST 5, 2020

AGENDA

1

Welcome and Introductions

2

Value Creation Before and After the Pandemic | Robert Keane

3

Capital Allocation | Sean Quinn

4

MCP and Technology Update | Maarten Wensveen

5

Panel Discussion: Managing Risk and Unknowns and Looking Ahead

6

Panel Discussion: The Role of Data in Value Creation

7

Panel Discussion: Innovation During and After the Pandemic

8

Q&A

90

45

INVESTOR DAY 2020

AUGUST 5, 2020

46

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Cimpress plc published this content on 05 August 2020 and is solely responsible for the information contained therein. Distributed by Public, unedited and unaltered, on 05 August 2020 15:56:05 UTC