Investor Presentation - Schedule - Investor Relations | Pluralsight

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Investor Presentation - Schedule - Investor Relations | Pluralsight
Schedule

 12:00 – 12:30          Welcome and CEO Update
                         Aaron Skonnard

 12:30 – 1:00            CXO Platform Overview & Demo
                         Nate Walkingshaw

Investor
 1:00 – 1:10
             Presentation
                  Break

 1:15 – 1:45    July 2020 CFO Financial Overview
                         James Budge

 1:45 – 2:30             Q&A
                         Aaron Skonnard, James Budge, Nate Walkingshaw

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Investor Presentation - Schedule - Investor Relations | Pluralsight
Safe Harbor Statement

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Investor Presentation - Schedule - Investor Relations | Pluralsight
Pluralsight Overview

                         Cloud-based technology skills platform closing the global technology skills gap

                                                   Helping enterprises adapt and thrive in the digital age

                                                         Enabling technologists to keep pace with change

                                                              Addressing $42 billion market opportunity(1)

                                                                                     88% OF TTM BILLINGS (2)
$400M TTM BILLINGS (2)                                                                                                                                                                         ~1.43M BUSINESS USERS(2)
                                                                                   FROM BUSINESS CUSTOMERS

            1.    Calculated by taking the number of global technical team members based on a study by Evans Data Corporation (2018) multiplied by our average billings per user as of December 31, 2019. $31B of
                  TAM for Pluralsight Skills, $11B of TAM for Pluralsight Flow.
            2.    As of June 30, 2020                                                                                                                                                                                     3
Businesses Face a Massive Technology Skills Gap

                                                                                           Pace of Technological Change

                                                                                           87% of Tech Executives
                                                                                           Cite the challenge of finding skilled tech
“Software Developers Must Redevelop Skills Every 12-18 Months”
                                                                                    (1)    talent(2)

                                                                                           700,000 unfilled tech jobs in the US(3)

                                                                                           3,700,000 tech job postings during 2018(3)

                                                                                           2x median tech wage is double the median
                                                                                           national wage (3)

                                                                                          Pace of Learning

  Past                                                                                    Present

                1.   Deloitte Global Human Capital Trends
                2.   Source: The State of US Tech Hiring – Robert Half Q1/Q2 2019
                3.   Source: ACT – CompTIA – Cyberstates 2019
                                                                                                                                        4
Existing Solutions Fall Short on Delivering for Today’s Tech Professional
                                            CLASSROOM

         FREE                                                                   Online Training

                                                                              Static corporate mandated
Unreliable content with no                                                  courses; mostly broad content
measurement of mastery                                                     focus rather than laser focus on
                                               Not scalable,
                                                                                       tech skills
                                         personalized or measurable

                                                                                                              5
Large and Expanding Addressable Market

                             Today’s TAM                                                                                                                   Analyst Estimated Market

                          $42Bn
                       102MM Global
                 Technical Team Members(1)

                                                    Global corporate training shifting toward
                                                                                                                                                            >$300Bn
Penetration
                                                                          technology training                                                                             by 2025
                                                                                                                                                          Global eLearning Market Size(2)

    1.    Source: Evans Data Corporation, Technical Team Total Addressable Market for Morgan Stanley (January 2018) (an estimate for 2017). $31B of TAM for Pluralsight Skills, $11B of TAM for
          Pluralsight Flow.
    2.    Source: Global Market Insights, Global eLearning Market Size worth over $300bn by 2025 (https://www.gminsights.com/pressrelease/elearning-market).                                      6
Evolution of Pluralsight

                           7
Skill IQ        Role IQ
                              Assess skills in under       Discover the skills gaps holding
                       10 minutes and 20 questions         team members back and fill them fast

                                   Projects                        Paths & Channels
                        Apply learned skills to                    Align learning to key
                         real-world scenarios                      business objectives

                             Interactive Courses         Business Analytics
                         Practice with hands-on coding   See the skills that exist in the
                       challenges and guided feedback    organization and measure progress

As of March 31, 2018

                                                                                                  8
UNPRECEDENTED VISIBILITY INTO SKILLS AND PRODUCTIVITY
                              SKILLS + FLOW

MEASURE SKILLS                                                                     IDENTIFY GAPS
With Skill and Role IQ tech                                           With real-time visibility into the
leaders have unprecedented                                              efficiency and performance of
insights into the skill gaps across                                    developers, leaders can quickly
their orgs, our platform provides                                    identity bottlenecks and manage
leaders the tools to close them
                                             SKILLS + FLOW           team performance through data-
                                           Holistic and targeted                   centered discussion
                                          platform enabling tech
                                          leaders to successfully
                                         execute and deliver their
                                          digital transformation                  DEVELOP SKILLS
APPLY SKILLS                                     strategies
Flow offers a view of every                                               Technology teams can upskill
developer code commit; leaders get                                        efficiently with our platform;
a clear and unbiased perspective of                                      allows leaders to future-proof
the application of skills in real-time                               their companies, avoid disruption
                                                                                and advance innovation

                                                                                                           9
Why Customers Choose Pluralsight

                     INTEGRATED                         Skill assessments, course library, learning paths and analytics

                PERSONALIZED                             High quality content tailored to individual needs
                                                                                                                                          Faster product development
          COST         EFFECTIVE (1)                     ROI of 295% over 3 years                                                         Higher employee retention
                                                                                                                                          Streamlined new hire onboarding
                            SCALABLE                     Ability to access anytime, anywhere, from almost any device

    FOR PROFESSIONALS                                   Continuous training of technology skills for professionals

EXPANDING CAPABILITIES                                   Developer Productivity, Interactive Courses and Projects

                                                                                      CUSTOMER NPS OF 62 (2)

   1.   Forrester, The Total Economic Impact of Pluralsight: Cost Savings and Business Benefits Enabled by Pluralsight (A Forrester Total Economic Impact Study Commissioned by Pluralsight) (October 2017). Data references are only with respect to
        customers in the study.
   2.   Average for the trailing twelve months ended 6/30/2020.                                                                                                                                                                                         10
Efficient Strategy to Attract and Convert Long-Term Customers
           ADOPTION FUNNEL

              Free Assessments                                                             (2)
                                                                               PARTNERS

                                                                                      DIGITAL MARKETING/SELF-SERVICE

                Individual Paid
     Significant Majority Work at a Company

                                                                  Focused on New Business Customers
                     Business                                         Expanding Usage and Upsell
                                                                          Broad Distribution

                                                                                                                        (2)
                                                                                                             PARTNERS
                    88%

1.    For the twelve months ended June 30, 2020
2.    Partners provide both lead generation and direct billing relationships
                                                                                                                              11
Our Customers Represent All Industries Across the Globe
        70% of the 2020 Fortune 500(1)                                     ~18,000 B2B Customers(1)                     Users in over 180 countries(1)

Financial Services                               Internet                                  Technology                      Healthcare / Pharma

Media & Entertainment                            Consumer Goods / Retail                   Transportation & Logistics      Government Contractors

Manufacturing                                    Energy                                    Insurance                       Professional Services

                1.   As of June 30, 2020
                                                                                                                                                         12
Significant Growth and Upside Opportunities

                                                                                 EXPAND
                                                                                 GEOGRAPHICALLY

                                                         GROW ENTERPRISE
                                                         CUSTOMER BASE

                                EXPAND WITHIN EXISTING
                                                                                   • Expand sales teams in
                                CUSTOMERS                                            Europe and Asia-Pacific
EXPAND OFFERING

                                                          • Expand sales force

                                  • Expand use cases

 • Expand course library          • Expand deployments

 • Add features
 • Add product tiers

                                                                                                               13
Financial Highlights

Significant Scale                                       Projecting $375 – $390M in revenue for FY 2020

Retention &
                                                       Growing importance within existing customers driving 118%dollar-based net retention rate (1)
Expansion

Operating Leverage                                     81% Q2 2020 non-GAAP gross margin with demonstrated leverage from author fee structure (2)

Investing for the                                       Investment in Pluralsight Flow and related go to market enhances product and sales outlook,
Long Term                                               expediting our path to our target model

                                                        Exited Q2’20 with $550M+ in total Cash and Investments
Cash & Cash Flow                                        History of positive cash flow (2004 through 2015 and Q3-Q4 2018, Q1 2019, Q1 2020)
                                                        $9M in Operating Cash Flow in 1H 2020, and neutral Free Cash in 1H 2020 (excl. cash spent on new campus)

    1.   Please refer to appendix for definition of dollar-based net retention rate
    2.   For the three-month period ended June 30, 2020                                                                                                            14
Billings and Revenue Growth
 Billings(1-3)                                                                                                     Revenue(1-3)
 US$M                                                                                                              US$M

 Total YoY Growth (%):                                                                     21%                   Total YoY Growth (%):
                                43%                           29%                                                                        39%    37%    31%
           B2B Billings         52%                           33%                          24%                                                         $359
       YoY Growth (%):                                                                   $400
                                                             $379
                                                                                                                                                $317

                               $294
                                                                                                                                         $232

       $206
                                                                                                           88%        $167

79%

       2017                    2018                          2019                           TTM                       2017               2018   2019   TTM

      Individuals          Business Customers
                      1.    Business customer subscription terms typically range from 1 – 3 years
                      2.    Individual customer subscription terms typically range from 1 month - 1 year
                      3.    Substantial majority of business customers billed annually in advance                                                             15
Demonstrated Strong Retention
Dollar-Based Net Retention Rate(1)
                                                                                                    118%

          109%

         FY 2016                                                                                    TTM

          1.   Please refer to appendix for definition of dollar-based net retention rate
                                                                                                           16
Non-GAAP Gross Profit
  Non-GAAP Gross Profit (1)
  US$M

                                                                                                          79%    81%
Non-GAAP Gross   74%                                                                    76%
                                                                                                                 $289
Margin (%):

                                                                                                          $250

                                                                                     $177

                 $124

                 2017                                                                2018                 2019   TTM

                  1.    See appendix for a reconciliation of GAAP Gross Profit to non-GAAP Gross Profit
                                                                                                                        17
Increasing Volume of Large Deals
B2B Accounts with > $100K, > $500K, and > $1M in Annual Billings

   $1M+ Customers                                                                             54% CAGR
   $500K+ Customers
   $100K+ Customers

                                                                                80% CAGR

                                                                          118% CAGR

            2017                            2018                   2019               Q2'20

                                                                                                         18
2020 Guidance
Revenue, EPS (1)

                                                                                    FY’18 - Actual                                    FY’19 - Actual                                FY’20 - Guidance

                       Revenue                                                               $232M                                            $317M                                     $375 - $390M

                       Non-GAAP EPS                                                        ($0.60)(2)                                        ($0.30)(2)                             ($0.27) – ($0.19)(2)

                                                                                      Cash Flow Positive in Q4 2020

         1.   2020 guidance is forward-looking, is subject to significant business, economic, regulatory and competitive uncertainties and contingencies, many of which are beyond the control of the Company and its management and are based
              upon assumptions with respect to future decisions, which are subject to change. Actual results will vary, and those variations may be material. For discussion of some of the important factors that could cause these variations, please
              consult the “Risk Factors” section of the Annual Report on Form 10-K. Nothing in this presentation should be regarded as a representation by any person that these goals will be achieved, and the Company undertakes no duty to
              update its goals.
         2.   Pluralsight has not reconciled its expectations as to adjusted pro forma net loss per share to their most directly comparable GAAP measures because certain items cannot be reasonably predicted. Accordingly, a reconciliation for
              expectations for adjusted pro forma net loss per share is not available without unreasonable effort.
                                                                                                                                                                                                                                                          19
Target Model
Non-GAAP Metrics (1)
% of Revenue

                                                                                                                                                                                                                             TARGET MODEL
                                                     FY’17                                  FY’18                                   FY’19                                 Q2’20
                                                                                                                                                                                                                          Based on Rev of $1B (2)

GROSS MARGIN                                          74%                                     76%                                    79%                                    81%                                                          ~80%

TECHNOLOGY &
                                                      28%                                     24%                                    25%                                    23%                                                          ~15%
CONTENT

SALES & MARKETING                                     60%                                     60%                                    55%                                    49%                                                          ~35%

GENERAL &
                                                      18%                                     16%                                    14%                                    14%                                                          ~8%
ADMINISTRATIVE

OPERATING MARGIN                                     (31%)                                   (23%)                                  (16%)                                   (5%)                                                         ~22%

1.   Each of the measures presented in this table are non-GAAP measures. See the appendix for a reconciliation of each measure to the most directly comparable GAAP measure. The Company has not provided a reconciliation of the
     forward-looking information presented in the Target Model because material items that impact that reconciliation are not reasonably estimable at this time.
2.   Target model is forward-looking, is subject to significant business, economic, regulatory and competitive uncertainties and contingencies, many of which are beyond the control of the Company and its management, and are based
     upon assumptions with respect to future decisions, which are subject to change. Actual results will vary and those variations may be material. For discussion of some of the important factors that could cause these variations, please
     consult the “Risk Factors” section of the Annual Report on Form 10-K. Nothing in this presentation should be regarded as a representation by any person that these goals will be achieved and the Company undertakes no duty to update
     its goals.

                                                                                                                                                                                                                                                    20
Investment Highlights

            24% TTM YoY business billings growth with 88% billings from business customers (1)

                         Sales & marketing investment supported by 118% retention rate(1)

                                                      Non-GAAP gross margin of 81% in Q2 2020(2)

                                                      Addressing $42 billion market opportunity(3)

                        History of positive cash flows and $550M+ of cash and investments

1.   TTM As of June 30, 2020. Please refer to appendix for definition of dollar-based net retention rate
2.   For the three-month period ended March 31, 2020. See appendix for a reconciliation of GAAP Gross Profit to non-GAAP Gross Profit
3.   Calculated by taking the number of global technical team members based on a study by Evans Data Corporation (2018) multiplied by our average billings per user as of December 31, 2018. $31B of
     TAM for Pluralsight Skills, $11B of TAM for Pluralsight Flow.
                                                                                                                                                                                                       21
Appendix

           22
GAAP to Non-GAAP Reconciliation
$ Thousands                                                               2020 Q2     2019 Q2     2018 Q2      2020       2019

                                                                            TTM         TTM         TTM         Q2         Q2

GAAP Gross Profit                                                         283,279     207,981     136,359     75,048     58,059

 Equity-Based Compensation                                                  897         333          99         296        133

 Employer Payroll Taxes on Employee Stock Transactions                       39          32           -         15         13

 Amortization of Acquired Intangibles                                      4,836       2,890        9,647      1,209       702

Non-GAAP Gross Profit                                                     289,051     211,236     146,105     76,568     58,907

 Non-GAAP Gross Profit Margin (%)                                           81%         77%         75%        81%        78%

GAAP Operating Loss                                                       (156,394)   (139,869)   (125,668)   (35,221)   (37,381)

 Equity-Based Compensation                                                 99,440      83,140      48,042     26,425     22,732

 Employer Payroll Taxes on Employee Stock Transactions                     3,030       3,953          -         997       1,329

 Amortization of Acquired Intangibles                                      5,725       3,625       11,179      1,420       907

 Secondary Offering Costs                                                  1,260        918           -        1,260        -

 Acquisition Related Costs                                                    -         835           -          -         835

Non-GAAP Operating Profit / (Loss)                                        (46,939)    (47,398)    (66,447)    (5,119)    (11,578)

 Non-GAAP Operating Profit / (Loss) Margin (%)                             (13%)       (17%)       (34%)       (5%)       (15%)

                                                                                                                                    23
GAAP to Non-GAAP Reconciliation (Cont’d)
$ Thousands                                                                    2020 Q2   2019 Q2   2018 Q2   2020     2019

                                                                                TTM       TTM       TTM       Q2       Q2

GAAP Sales and Marketing Expense                                               233,042   181,302   133,958   57,759   50,046
 Equity-Based Compensation                                                      36,849   25,429     9,140    10,878   7,952
 Employer Payroll Taxes on Employee Stock Transactions                           973      1,559       -       329      533
 Amortization of Acquired Intangibles                                            200       29       788       50       29
Non-GAAP Sales and Marketing Expense                                           195,020   154,285   124,030   46,502   41,532
 Non-GAAP Sales and Marketing Expense as a % of Revenue                          54%      56%       64%       49%      55%

GAAP Technology and Content Expense                                            117,470   82,658    59,483    29,514   24,819
 Equity-Based Compensation                                                      25,803   15,933     5,928    6,884    5,137
 Employer Payroll Taxes on Employee Stock Transactions                          1,011     1,260       -       381      434
 Amortization of Acquired Intangibles                                            689      706       707       161      176
Non-GAAP Technology and Content Expense                                        89,967    64,759    52,848    22,088   19,072

 Non-GAAP Technology and Content Expense as a % of Revenue                       25%      24%       27%       23%      25%

GAAP General and Administrative Expense                                        89,161    83,890    68,586    22,996   20,575
 Equity-Based Compensation                                                      35,891   41,445    32,875    8,367    9,510
 Employer Payroll Taxes on Employee Stock Transactions                          1,007     1,102       -       272      349
 Amortization of Acquired Intangibles                                             -         -        37        -        -
 Secondary Offering Costs                                                       1,260     918         -      1,260      -
 Acquisition Related Costs                                                        -       835         -        -       835
Non-GAAP General and Administrative Expense                                    51,003    39,590    35,674    13,097   9,881

 Non-GAAP General and Administrative Expense as a % of Revenue                   14%      14%       18%       14%      13%

Total Non-GAAP Operating Expense                                               335,990   258,634   212,552   81,687   70,485

 Non-GAAP Operating Expense as a % of Revenue                                    94%      94%       110%      86%      93%

                                                                                                                               24
GAAP to Non-GAAP Reconciliation (Cont’d)

 $ Thousands                                                                                                 2020 Q2                    2019 Q2                     2018 Q2                          2020                       2019

                                                                                                               TTM                        TTM                         TTM                             Q2                         Q2

 Net cash provided by (used in) operating activities                                                          (1,036)                     8,673                     (24,406)                        (9,250)                    (7,184)

 Less: purchases of property and equipment                                                                   (27,111)                    (8,812)                    (7,500)                         (6,626)                    (2,457)

 Less: purchases of content library                                                                           (6,678)                    (4,277)                    (2,657)                         (2,113)                    (1,504)

 Free Cash Flow                                                                                              (34,825)                    (4,416)                    (34,563)                       (17,989)                   (11,145)

  Free Cash Flow Margin (%)                                                                                   (10%)                       (2%)                       (18%)                          (19%)                       (15%)

DEFINITION
Dollar-based net retention rate
To calculate our dollar-based net retention rate, we first calculate the subscription revenue in one quarter from a cohort of customers that were customers at the beginning of the same quarter in the prior fiscal year, or cohort
customers. We repeat this calculation for each quarter in the trailing four-quarter period. The numerator for dollar-based net retention rate is the sum of subscription revenue from cohort customers for the four most recent
quarters, or numerator period, and the denominator is the sum of subscription revenue from cohort customers for the four quarters preceding the numerator period. Dollar-based net retention rate is the quotient obtained by
dividing the numerator by the denominator.

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