The following discussion and analysis of our financial condition and results of
operations should be read in conjunction with our consolidated financial
statements and related notes included elsewhere in this Quarterly Report on Form
10-Q and with our audited consolidated financial statements included in our 2019
Annual Report on Form 10-K.  As discussed in the section titled "Note Regarding
Forward-Looking Statements," the following discussion and analysis contains
forward-looking statements that involve risks and uncertainties, as well as
assumptions that, if they never materialize or prove incorrect, could cause our
results to differ materially from those expressed or implied by such
forward-looking statements. Factors that could cause or contribute to these
differences include, but are not limited to, those identified below and those
discussed in the section titled "Risk Factors" under Part II, Item 1A in this
Quarterly Report on Form 10-Q and in our 2019 Annual Report on Form 10-K. Our
fiscal year ends January 31.

Executive Overview of Third Quarter Results

Overview

DocuSign accelerates the process of doing business for companies and simplifies
life for their customers and employees. We accomplish this by transforming the
foundational element of business: the agreement.

We offer the world's #1 e-signature solution as the core part of our broader
software suite for automating the agreement process, which we call the DocuSign
Agreement Cloud. It is designed to allow companies of all sizes and across all
industries to quickly and easily make nearly every agreement, approval process
or transaction digital. It provides comprehensive functionality across
e-signature and addresses the broader agreement process. As a result,
over 560,000 customers and hundreds of millions of users worldwide utilize
DocuSign to create, upload and send documents for multiple parties to sign
electronically. The DocuSign Agreement Cloud allows users to complete approvals,
agreements and transactions faster by building end-to-end processes. DocuSign
eSignature integrates with popular business apps, and our functionality can also
be embedded using our API. Finally, the DocuSign Agreement Cloud allows our
customers to automate and streamline their business-critical workflows to save
time and money, while staying secure and legally compliant.

We offer access to our platform on a subscription basis with prices based on the
functionality our customers require and the quantity of Envelopes provisioned.
Similar to the physical envelopes historically used to mail paper documents, an
Envelope is a digital container used to send one or more documents for signature
or approval to one or more recipients. Our customers have the flexibility to put
a large number of documents in an Envelope. For a number of use cases, such as
buying a home, multiple Envelopes are used over the course of the process. To
drive customer reach and adoption, we also offer for free certain limited-time
or feature-constrained versions of our platform.

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We generate substantially all our revenue from sales of subscriptions, which
accounted for 95% of our revenue for both the three months ended October 31,
2019 and 2018. Sales of subscriptions accounted for 94% and 95% of our revenue
for the nine months ended October 31, 2019 and 2018. Our subscription fees
include the use of our software suite and access to customer support.
Subscriptions generally range from one to three years, and substantially all our
multi-year customers pay in annual installments, one year in advance.

We also generate revenue from professional and other non-subscription services,
which consists primarily of fees associated with providing new customers
deployment and integration services. Other revenue includes amounts derived from
sales of on-premises solutions. Professional services and other revenue
accounted for 5% of our revenue for both the three months ended October 31, 2019
and 2018. It accounted for 6% and 5% of our revenue for the nine months ended
October 31, 2019 and 2018. We anticipate continuing to invest in customer
success through our professional services offerings as we believe it plays an
important role in accelerating our customers' deployment of our software suite,
which helps to drive customer retention and expansion of the use of the DocuSign
Agreement Cloud.

We offer subscriptions to our software suite to enterprise businesses,
commercial businesses and very small businesses ("VSBs"), which we define as
companies with fewer than 10 employees and includes professionals, sole
proprietorships and individuals. We sell to customers through multiple channels.
Our go-to-market strategy relies on our direct sales force and partnerships to
sell to enterprises and commercial businesses and our web-based self-service
channel to sell to VSBs, which we believe is the most cost-effective way to
reach our smallest customers. We offer more than 300 off-the-shelf, prebuilt
integrations with the applications that many of our customers already
use-including those offered by Google, Microsoft, NetSuite, Oracle, Salesforce,
SAP, SAP SuccessFactors and Workday-so that they can create, sign, send and
manage agreements from directly within these applications. We have a diverse
customer base spanning various industries and countries with no significant
customer concentration. No single customer accounted for more than 10% of total
revenue for each of the three and nine months ended October 31, 2019 and 2018.

We focused initially on selling our e-signature solutions to commercial
businesses and VSBs, and later expanded our focus to target enterprise
customers. To demonstrate this growth over time, the number of our customers
with greater than $300,000 in annual contract value (measured in billings) has
increased from approximately 30 as of January 31, 2013 to 401 as of October 31,
2019. Each of our customer types has a different purchasing pattern. VSBs tend
to become customers quickly with very little to no direct sales or customer
support interaction and generate smaller average contract values, while
commercial and enterprise customers typically involve longer sales cycles,
larger contract values and greater expansion opportunities for us.

Financial Results for the Three and Nine Months Ended October 31, 2019:


                                         Three Months Ended October 31,            Nine Months Ended October 31,
(in thousands)                              2019                 2018                2019                 2018
Total revenue                        $       249,502       $       178,385     $      699,076       $      501,237
Total costs and expenses                     293,499               236,802            850,232              864,932
Total stock-based compensation
expense                                       52,736                51,748            150,799              361,707
Loss from operations                         (43,997 )             (58,417 )         (151,156 )           (363,695 )
Net loss                                     (46,598 )             (52,813 )         (160,952 )           (360,214 )
Cash provided by (used in) operating
activities                                    (1,869 )               4,261             70,191               41,949
Capital expenditures                         (12,280 )            (227,355 )          (42,071 )           (237,875 )


Cash, cash equivalents and investments were $911.6 million as of October 31, 2019.




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Key Factors Affecting Our Performance

We believe that our future performance will depend on many factors, including the following:



Growing Customer Base

We are highly focused on continuing to acquire new customers to support our
long-term growth. We have invested, and expect to continue to invest, heavily in
our sales and marketing efforts to drive customer acquisition. As of October 31,
2019, we had a total of over 560,000 customers, including over 65,000 enterprise
and commercial customers, compared to over 450,000 customers and over 50,000
enterprise and commercial customers as of October 31, 2018. We define a customer
as a separate and distinct buying entity, such as a company, an educational or
government institution, or a distinct business unit of a large company that has
an active contract to access our software suite. We define enterprise customers
as companies generally included in the Global 2000. We generally define
commercial customers to include both mid-market companies, which includes
companies outside the Global 2000 that have greater than 250 employees, and
small-to-medium-sized businesses ("SMBs"), which are companies with between 10
and 249 employees, in each case excluding any enterprise customers. VSBs include
companies with fewer than 10 employees. We refer to total customers as all
enterprises, commercial businesses and VSBs.

We believe that our ability to increase the number of customers using our
software suite, particularly the number of enterprise and commercial customers,
is an indicator of our market penetration, the growth of our business and our
potential future business opportunities. By increasing awareness of our software
suite, further developing our sales and marketing expertise and continuing to
build features tuned to different industry needs, we have expanded the diversity
of our customer base to include organizations of all sizes across nearly every
industry.

Retaining and Expanding Contracts with Existing Enterprise and Commercial Customers



Many of our customers have increased spend with us as they have expanded their
use of our offerings in both existing and new use cases across their front or
back office operations. Our enterprise and commercial customers may start with
just one use case and gradually implement additional use cases across their
organization once they see the benefits of our software suite. Several of our
largest enterprise customers have deployed our platform for hundreds of use
cases across their organizations. We believe there is significant expansion
opportunity with our customers following their initial adoption of our platform.

Increasing International Revenue



Our international revenue represented 17% of our total revenue for the three
months ended October 31, 2019 and 2018, and 18% and 17% of our total revenue for
the nine months ended October 31, 2019 and 2018. We started our international
selling efforts in English-speaking common law countries, such as Canada, the
United Kingdom and Australia, where we were able to leverage our core
technologies due to similar approaches to e-signature in these jurisdictions and
the United States ("U.S."). We have since made significant investments to be
able to offer our solutions in select civil law countries. For example, in
Europe, we offer Standards-Based Signature technology tailored for
electronic IDentification, Authentication and trust Services ("eIDAS"). In
addition, to follow longstanding tradition in Japan, we enable signers to upload
and apply their personal eHanko stamp to represent their signatures on an
agreement.

We plan to increase our international revenue by leveraging and continuing to
expand the investments we have already made in our technology, direct sales
force and strategic partnerships, as well as helping existing U.S.-based
customers manage agreements across their international businesses. Additionally,
we expect our strategic partnerships in key international markets, including our
current relationships with SAP in Europe, to further grow.

Investing for Growth



We believe that our market opportunity is large, and we plan to invest to
continue to support further growth. This includes expanding our sales headcount
and increasing our marketing initiatives. We also plan to continue to invest in
expanding the functionality of our software suite and underlying infrastructure
and technology to meet the needs of our customers across industries.


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Components of Results of Operations

Revenue

We derive revenue primarily from the sale of subscriptions and, to a lesser extent, professional services.



Subscription Revenue. Subscription revenue consists of fees for the use of our
software suite and technical infrastructure and access to customer support,
which includes phone or email support. We typically invoice customers in advance
on an annual basis. We recognize subscription revenue ratably over the term of
the contract subscription period beginning on the date access to our software
suite is provided, as long as all other revenue recognition criteria have been
met.

Professional Services and Other Revenue. Professional services revenue includes
fees associated with new customers requesting deployment and integration
services. We price professional services on a time and materials basis and on a
fixed fee basis. We generally have standalone value for our professional
services and recognize revenue based on standalone selling price as services are
performed or upon completion of services for fixed fee contracts. Other revenue
includes amounts derived from sales of on-premises solutions.

Overhead Allocation



We allocate shared overhead costs, such as facilities (including rent, utilities
and depreciation on equipment shared by all departments), information
technology, information security costs and recruiting to all departments based
on headcount. As such, allocated shared costs are reflected in each cost of
revenue and operating expense category.

Cost of Revenue



Cost of Subscription Revenue. Cost of subscription revenue primarily consists of
expenses related to hosting our software suite and providing support. These
expenses consist of employee-related costs, including salaries, bonuses,
benefits, stock-based compensation and other related costs, as well as personnel
costs for employees associated with our technical infrastructure and customer
support. These expenses also consist of software and maintenance costs,
third-party hosting fees, outside services associated with the delivery of our
subscription services, amortization expense associated with capitalized
internal-use software and acquired intangible assets, credit card processing
fees and allocated overhead. We expect our cost of revenue to continue to
increase in absolute dollar amounts as we invest in our business.

Cost of Professional Services and Other Revenue. Cost of professional services
and other revenue consists primarily of personnel costs for our professional
services delivery team, travel-related costs and allocated overhead.

Gross Profit and Gross Margin



Gross profit is total revenue less total cost of revenue. Gross margin is gross
profit expressed as a percentage of total revenue. We expect that gross profit
and gross margin will continue to be affected by various factors including our
pricing, timing and amount of investment to maintain or expand our hosting
capability, the growth of our software suite support and professional services
team, stock-based compensation expenses, amortization of costs associated with
capitalized internal use software and acquired intangible assets and allocated
overhead.

Operating Expenses

Our operating expenses consist of selling and marketing, research and development and general and administrative expenses.



Selling and Marketing Expense. Selling and marketing expense consists primarily
of personnel costs, including sales commissions. These expenses also include
expenditures related to advertising, marketing, promotional events and brand
awareness activities, as well as allocated overhead. We expect selling and
marketing expense to continue to increase in absolute dollars as we enhance our
product offerings and implement marketing strategies.

Research and Development Expense. Research and development expense consists
primarily of personnel costs. These expenses also include non-personnel costs,
such as subcontracting, consulting and professional fees for third-party
development resources and depreciation costs, as well as allocated overhead. Our
research and development efforts focus on

                                       30
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maintaining and enhancing existing functionality and adding new functionality.
We expect research and development expense to increase in absolute dollars as we
invest in the enhancement of our software suite.

General and Administrative Expense. General and administrative expense consists
primarily of personnel costs associated with administrative services such as
legal, human resources, information technology related to internal systems,
accounting and finance. These expenses also include certain third-party
consulting services, certain facilities costs and allocated overhead. We expect
general and administrative expense to increase in absolute dollars to support
the overall growth of our operations.

Interest Expense



After our issuance of the Notes in September 2018, interest expense consists
primarily of contractual interest expense, amortization of discount and
amortization of debt issuance costs on our Notes. Prior to the issuance of the
Notes, interest expense consisted primarily of commitment fees and amortization
of costs related to a loan facility, which was terminated in May 2018.

Interest Income and Other Income, Net

Interest income and other income, net, consists primarily of interest earned on our cash, cash equivalents and investments, as well as foreign currency transaction gains and losses.

Provision For (Benefit From) Income Taxes



Our provision for (benefit from) income taxes consists primarily of income taxes
in certain foreign jurisdictions where we conduct business, state minimum taxes
in the U.S., and certain tax benefits arising from acquisitions. We have a
valuation allowance against our U.S. deferred tax assets, including U.S. net
operating loss carryforwards. We expect to maintain this valuation allowance for
the foreseeable future or until it becomes more likely than not that the benefit
of our U.S. deferred tax assets will be realized by way of expected future
taxable income in the U.S.


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Discussion of Results of Operations

The following table summarizes our historical consolidated statements of operations data:


                                     Three Months Ended October 31,           Nine Months Ended October 31,
(in thousands)                          2019                 2018                 2019                2018
Revenue:
Subscription                     $       238,072       $       169,426     $       660,341       $    476,085
Professional services and other           11,430                 8,959              38,735             25,152
Total revenue                            249,502               178,385             699,076            501,237
Cost of revenue:
Subscription                              43,178                28,709             115,769             84,204
Professional services and other           18,786                16,364              59,390             55,524
Total cost of revenue                     61,964                45,073             175,159            139,728
Gross profit                             187,538               133,312             523,917            361,509
Operating expenses:
Sales and marketing                      149,231               117,051             430,053            411,915
Research and development                  48,758                38,404             133,458            143,047
General and administrative                33,546                36,274             111,562            170,242
Total operating expenses                 231,535               191,729             675,073            725,204
Loss from operations                     (43,997 )             (58,417 )          (151,156 )         (363,695 )
Interest expense                          (7,364 )              (3,503 )           (21,793 )           (3,743 )
Interest income and other
income, net                                5,801                 3,395              15,549              4,165
Loss before provision for
(benefit from) income taxes              (45,560 )             (58,525 )          (157,400 )         (363,273 )
Provision for (benefit from)
income taxes                               1,038                (5,712 )             3,552             (3,059 )
Net loss                         $       (46,598 )     $       (52,813 )   $      (160,952 )     $   (360,214 )




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The following table sets forth the components of our consolidated statements of operations data as a percentage of revenue:


                                     Three Months Ended October 31,         

Nine Months Ended October 31,


                                       2019                  2018                2019                  2018
Revenue:
Subscription                             95  %                 95  %               94  %                 95  %
Professional services and other           5                     5                   6                     5
Total revenue                           100                   100                 100                   100
Cost of revenue:
Subscription                             17                    16                  17                    17
Professional services and other           8                     9                   8                    11
Total cost of revenue                    25                    25                  25                    28
Gross profit                             75                    75                  75                    72
Operating expenses:
Sales and marketing                      60                    66                  62                    82
Research and development                 20                    22                  19                    29
General and administrative               13                    20                  16                    34
Total operating expenses                 93                   108                  97                   145
Loss from operations                    (18 )                 (33 )               (22 )                 (73 )
Interest expense                         (3 )                  (2 )                (3 )                  (1 )
Interest income and other
income, net                               3                     2                   2                     2
Loss before provision for
(benefit from) income taxes             (18 )                 (33 )               (23 )                 (72 )
Provision for (benefit from)
income taxes                              1                    (3 )                 -                     -
Net loss                                (19 )%                (30 )%              (23 )%                (72 )%


The following discussion and analysis are for the three and nine months ended October 31, 2019, compared to the same periods in 2018, unless otherwise stated.



Revenue
                       Three Months Ended October
                                  31,                               Nine Months Ended October 31,
(in thousands, except
for percentages)           2019          2018         % Change           2019             2018         % Change
Revenue:
Subscription           $  238,072     $ 169,426           41 %     $       660,341     $ 476,085           39 %
Professional services
and other                  11,430         8,959           28 %              38,735        25,152           54 %
Total revenue          $  249,502     $ 178,385           40 %     $       699,076     $ 501,237           39 %



Subscription Revenue

Subscription revenue increased $68.6 million, or 41%, in the three months ended
October 31, 2019, and $184.3 million, or 39%, in the nine months ended October
31, 2019. These increases were primarily attributable to higher subscription
sales to new and existing customers and the addition of offerings related to
SpringCM.

We continue to invest in a variety of customer programs and initiatives, which,
along with expanded customer use cases, have helped increase our subscription
revenue over time. We expect subscription revenue to continue to increase as we
offer new functionality and attract new customers.


                                       33
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Professional Services and Other Revenue



Professional services and other revenue increased by $2.5 million, or 28%, in
the three months ended October 31, 2019, and $13.6 million, or 54%, in the nine
months ended October 31, 2019, primarily due to increased engagement of
professional services to support our growing customer base and the addition of
services from SpringCM and our strategic partnerships. We expect professional
services revenue to continue to increase as we offer new functionality and serve
new customers.

Cost of Revenue and Gross Margin


                           Three Months Ended October 31,                             Nine Months Ended October 31,
(in thousands, except
for percentages)              2019                 2018            % Change             2019                 2018            % Change
Cost of revenue:
Subscription           $      43,178         $      28,709            50  %       $     115,769        $      84,204            37 %
Professional services
and other                     18,786                16,364            15  %              59,390               55,524             7 %
Total cost of revenue  $      61,964         $      45,073            37  %       $     175,159        $     139,728            25 %
Gross margin:
Subscription                      82  %                 83  %         (1 )pts                82  %                82  %          -
Professional services
and other                        (64 )%                (83 )%         19  pts               (53 )%              (121 )%         68 pts
Total gross margin                75  %                 75  %          -                     75  %                72  %          3 pts


Cost of Subscription Revenue

Cost of subscription revenue increased $14.5 million, or 50%, in the three months ended October 31, 2019, primarily due to: ? An increase of $7.8 million in operating costs to support our platform,


    primarily related to higher data center costs; and


? Increases of $4.1 million in personnel costs and $1.1 million in stock-based

compensation, primarily due to higher headcount and the addition of SpringCM


    employees.



Cost of subscription revenue increased $31.6 million, or 37%, in the nine months
ended October 31, 2019, primarily due to:
?   An increase of $20.1 million in operating costs, primarily related to an
    increase in reseller partnership fees, higher data center costs and the
    addition of SpringCM;


?   An increase of $11.5 million in personnel costs primarily due to higher
    headcount; and

? An increase of $2.3 million in allocated technology and facilities costs.

These increases were partially offset by a decrease of $5.0 million in stock-based compensation expense as the nine months ended October 31, 2018 included the cumulative catch­up of stock­based compensation expense on the effective date of our IPO.

Cost of Professional Services and Other Revenue



Cost of professional services and other revenue increased $2.4 million, or 15%,
in the three months ended October 31, 2019, primarily due an increase of $1.6
million in personnel costs primarily related to the increased headcount in our
professional services organization and the addition of SpringCM employees.

Cost of professional services and other revenue increased $3.9 million, or 7%, in the nine months ended October 31, 2019, primarily due to: ? An increase of $8.4 million in personnel costs primarily due to higher

headcount in our professional services organization and the addition of

SpringCM employees; and

? An increase of $3.4 million in operating costs, primarily related to the

addition of SpringCM contractors providing professional services.

These increases in cost of professional services and other revenue were partially offset by a decrease of $10.6 million in stock-based compensation expense as the nine months ended October 31, 2018 included the cumulative catch­up of stock­based compensation expense on the effective date of our IPO.





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Sales and Marketing


                           Three Months Ended October 31,                         Nine Months Ended October 31,
(in thousands, except
for percentages)              2019                 2018            % Change          2019               2018          % Change
Sales and marketing    $       149,231       $       117,051           27 %          430,053            411,915            4 %
Percentage of revenue               60 %                  66 %                            62 %               82 %


Sales and marketing expenses increased $32.2 million, or 27%, in the three months ended October 31, 2019, primarily due to: ? An increase of $22.5 million in personnel costs due to higher headcount, the

addition of SpringCM employees and higher commissions from higher sales and

headcount;

? An increase of $4.4 million in allocated overhead due to higher technology

and facility costs;

? An increase of $2.3 million in stock-based compensation expense due to higher


    headcount; and


?   An increase of $1.5 million in depreciation and amortization due to the
    amortization of certain intangible assets acquired in the SpringCM
    acquisition on September 4, 2018.



Sales and marketing expenses increased $18.1 million, or 4%, in the nine months
ended October 31, 2019, primarily due to:
?   An increase of $62.9 million in personnel costs due to higher headcount, the

addition of SpringCM employees, higher commissions in line with higher sales

and headcount, as well as the employer portion of payroll taxes related to

restricted stock unit ("RSU") settlements with no such expense in the prior

year;

? An increase of $14.4 million in allocated overhead due to higher technology

and facility costs;

? An increase of $7.4 million in marketing and advertising expense, primarily


    due to higher spend for online advertising campaigns;


?   An increase of $7.3 million in depreciation and amortization due to the

amortization of the intangible assets acquired in the SpringCM acquisition on

September 4, 2018; and

? An increase of $4.3 million in other expenses primarily due to higher spend

on employee-related costs and partner commissions.

These increases in sales and marketing expense were offset by a decrease of $82.9 million in stock-based compensation expense as the nine months ended October 31, 2018 included the cumulative catch­up of stock­based compensation expense on the effective date of our IPO.

Research and Development


                          Three Months Ended October 31,                        Nine Months Ended October 31,
(in thousands, except
for percentages)             2019                 2018           % Change          2019               2018          % Change
Research and
development            $       48,758       $       38,404           27 %          133,458            143,047           (7 )%

Percentage of revenue              20 %                 22 %                            19 %               29 %



Research and development expenses increased $10.4 million, or 27%, in the three
months ended October 31, 2019, primarily due to increases of $6.7 million in
personnel costs and $1.8 million in stock-based compensation, due to higher
headcount and the addition of SpringCM employees.

Research and development expenses decreased $9.6 million, or 7%, in the nine
months ended October 31, 2019, primarily due to a decrease of $33.6 million in
stock-based compensation expense as the nine months ended October 31, 2018
included the cumulative catch­up of stock­based compensation expense on the
effective date of our IPO. This decrease in stock-based compensation was
partially offset by:
?   An increase of $16.4 million in personnel costs due to higher headcount and

the addition of SpringCM employees; and

? An increase of $3.0 million in allocated overhead due to increased technology


    and facility costs.



General and Administrative


                          Three Months Ended October 31,                         Nine Months Ended October 31,
(in thousands, except
for percentages)             2019                 2018           % Change           2019               2018          % Change
General and
administrative         $       33,546       $       36,274           (8 )%          111,562            170,242          (34 )%
Percentage of revenue              13 %                 20 %                             16 %               34 %



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General and administrative expenses decreased $2.7 million, or 8%, in the three
months ended October 31, 2019, primarily due to:
?   A decrease of $4.3 million in stock-based compensation primarily due to fewer
    grants after our IPO; and


?   A decrease of $3.0 million in professional fees, primarily related to
    advisory and consulting services incurred for our convertible debt and
    secondary offerings, and the acquisition of SpringCM in September 2018.

These decreases in general and administrative expenses were partially offset by an increase of $2.7 million in personnel costs due to higher headcount.



General and administrative expenses decreased $58.7 million, or 34%, in the nine
months ended October 31, 2019, primarily due to a decrease of $78.8 million in
stock-based compensation expense as the nine months ended October 31, 2018
included the cumulative catch­up of stock­based compensation expense on the
effective date of our IPO. This decrease in stock-based compensation was
partially offset by:
?   An increase of $10.3 million in personnel costs due to higher headcount and

the employer portion of payroll taxes related to RSU settlements compared to


    no such expense in the prior year;


?   An increase of $4.7 million in allocated overhead due to technology and
    facility costs; and

? An increase of $2.5 million in professional fees due to higher litigation

costs partially offset by lower legal and consulting fees.

Interest expense


                           Three Months Ended October 31,                       Nine Months Ended October 31,
(in thousands, except
for percentages)              2019                 2018          % Change           2019               2018         % Change
Interest expense       $      (7,364 )       $      (3,503 )         110 %         (21,793 )           (3,743 )         482 %
Percentage of revenue             (3 )%                 (2 )%                           (3 )%              (1 )%



Interest expense increased by $3.9 million and $18.1 million in the three and
nine months ended October 31, 2019, due to interest expense and amortization of
discount and transaction costs on the Notes.

Interest Income and Other Income, Net


                          Three Months Ended October 31,                       Nine Months Ended October 31,
(in thousands, except
for percentages)             2019                2018          % Change           2019                2018          % Change
Interest income        $       4,421       $       3,942            12 %            12,039               7,326           64 %
Foreign currency gain
(loss)                           711                (680 )          NM                (550 )             2,947           NM
Other                            669                 133           403 %             4,060              (6,108 )         NM
Interest income and
other income, net      $       5,801       $       3,395            71 %    $       15,549       $       4,165          273 %
Percentage of revenue              3 %                 2 %                               2 %                 2 %


Interest income and other income, net, increased by $2.4 million and $11.4 million, in the three and the nine months ended October 31, 2019, primarily due to accretion on our debt securities investments as well as higher interest income on our cash and cash equivalents and investments.

Provision for (Benefit from) Income Taxes


                           Three Months Ended October 31,                    Nine Months Ended October 31,
(in thousands, except
for percentages)             2019                2018          % Change        2019                2018         % Change
Provision for (benefit
from) income taxes      $      1,038       $       (5,712 )          NM         3,552                (3,059 )         NM
Percentage of revenue              1 %                 (3 )%                        - %                   - %




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Provision for income taxes was $1.0 million and $3.6 million in the three and
nine months ended October 31, 2019 as compared to benefit from income taxes of
$5.7 million and $3.1 million in the three and nine months ended October 31,
2018. The provision in the three and nine months ended October 31, 2019
primarily consisted of foreign tax expenses, resulting from foreign earnings in
certain foreign jurisdictions, partially offset by excess benefits from stock
option settlements while the tax benefit in the three and nine months ended
October 31, 2018 resulted from the release of a portion of our deferred tax
valuation allowance in connection with the SpringCM acquisition.

Liquidity and Capital Resources



Our principal sources of liquidity were cash and cash equivalents, investments
and cash generated from operations. As of October 31, 2019, we had $653.8
million in cash and cash equivalents and short-term investments. We also had
$257.8 million in long-term investments that provide additional capital
resources. Since inception we have financed our operations primarily through
equity financings and payments by our customers for use of our product offerings
and related services. In addition, in September 2018 we issued and sold $575
million in aggregate principal amount of 0.5% Convertible Senior Notes due 2023,
which are further described in Note 9.

We believe our existing cash and cash equivalents will be sufficient to meet our
working capital and capital expenditures needs over at least the next 12 months.
While we generated positive cash flows from operations of $70.2 million in the
nine months ended October 31, 2019, we have generated losses from operations in
the past as reflected in our accumulated deficit of $1.1 billion as of
October 31, 2019. We expect to continue to incur operating losses for the
foreseeable future due to the investments we intend to make and may require
additional capital resources to execute strategic initiatives to grow our
business.

We typically invoice our customers annually in advance. Therefore, a substantial
source of our cash is from such invoices, which are included on our consolidated
balance sheets as accounts receivable until collection and contract liabilities.
Our accounts receivable decreased by $15.1 million in the nine months ended
October 31, 2019, compared to a decrease of $1.4 million in the nine months
ended October 31, 2018, which resulted in a $13.7 million increase in cash
provided by operating activities year over year. Accordingly, collections from
our customers have a material impact on our cash flows from operating
activities. Contract liabilities consists of the unearned portion of billed fees
for our subscriptions, which is subsequently recognized as revenue in accordance
with our revenue recognition policy. As of October 31, 2019, we had contract
liabilities of $433.1 million, compared to $388.8 million as of January 31,
2019. The increase in contract liabilities resulted in net cash provided by
operating activities of $44.3 million. Therefore, our growth in billings to
existing and new customers has a net beneficial impact on our cash flows from
operating activities, after consideration of the impact on our accounts
receivable.

Our future capital requirements will depend on many factors including our growth
rate, customer retention and expansion, the timing and extent of spending to
support our efforts to develop our software suite, the expansion of sales and
marketing activities and the continuing market acceptance of our software suite.
We may in the future enter into arrangements to acquire or invest in
complementary businesses, technologies and intellectual property rights. We may
be required to seek additional equity or debt financing. In the event that
additional financing is required from outside sources, we may not be able to
raise it on terms acceptable to us or at all. If we are unable to raise
additional capital when desired, our business, operating results and financial
condition would be adversely affected.

Cash Flows

The following table summarizes our cash flows for the periods indicated:


                                                 Nine Months Ended October 

31,


(in thousands)                                      2019                 2018            $ Change
Net cash provided by (used in):
Operating activities                         $        70,191       $       41,949     $     28,242
Investing activities                                (350,795 )           (237,875 )       (112,920 )
Financing activities                                 (39,153 )          1,034,171       (1,073,324 )
Effect of foreign exchange on cash and cash
equivalents                                             (310 )             (1,181 )            871
Net change in cash, cash equivalents and
restricted cash                              $      (320,067 )     $      837,064     $ (1,157,131 )



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Cash Flows from Operating Activities



Cash provided by operating activities increased by $28.2 million. This change
was primarily due to a decrease of $199.3 million in net loss, partially offset
by a decrease of $142.9 million in non-cash expenses. The decrease in non-cash
expenses was primarily due to a $210.9 million decrease in in stock-based
compensation expense as the nine months ended October 31, 2018 included the
cumulative catch­up of stock­based compensation expense on the effective date of
our IPO. This decrease was partially offset by higher non-cash amortization
expenses in the nine months ended October 31, 2019.

Net cash used in operating assets and liabilities increased by $28.1 million
primarily due to an increase of $25.3 million in cash used in deferred contract
acquisition and fulfillment costs and $10.9 million in payments of operating
lease liabilities. These were partially offset by an increase of $13.7 million
in cash provided from changes in accounts receivable and $11.9 million in cash
provided from changes in accounts payable and accrued expenses due to the timing
of cash receipts and payments.

Cash Flows from Investing Activities



Net cash used in investing activities increased by $112.9 million. This change
was primarily due to $308.7 million net purchases of marketable securities and
other investments and a $23.0 million higher spending on purchases of property
and equipment. The increase was partially offset by the net cash paid to acquire
SpringCM of $218.8 million in the nine months ended October 31, 2018.

Cash Flows from Financing Activities



Net cash used in financing activities in the nine months ended October 31, 2019
primarily consisted of $125.3 million used to remit tax withholding obligations
on RSUs settled in the period, partially offset by proceeds from exercises of
stock options and purchases under the ESPP. Net cash provided by financing
activities in the nine months ended October 31, 2018, primarily consisted of net
proceeds of $529.3 million from the issuance of common stock in our IPO and
$560.8 million from the issuance of the Notes.

Contractual Obligations and Commitments
Our principal contractual obligations and commitments consist of obligations
under the Notes (including principal and coupon interest), operating leases, as
well as noncancelable contractual commitments that primarily relate to cloud
infrastructure support and sales and marketing activities. Refer to Note 9 for
more information on the Notes and Note 10 and Note 11 for all other commitments.

As of October 31, 2019, we had unused letters of credit outstanding associated with our various operating leases totaling $9.9 million.



Off-Balance Sheet Arrangements
We did not have during the periods presented, and we do not currently have, any
off-balance sheet financing arrangements or any relationships with
unconsolidated entities or financial partnerships, including entities sometimes
referred to as structured finance or special purpose entities, that were
established for the purpose of facilitating off-balance sheet arrangements or
other contractually narrow or limited purposes.

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Critical Accounting Policies and Estimates



We prepare our financial statements in accordance with U.S. generally accepted
accounting principles ("GAAP"). Preparing these financial statements requires us
to make estimates and assumptions that affect the reported amounts of assets,
liabilities, revenue, expenses and related disclosures. We evaluate our
estimates and assumptions on an ongoing basis. Our estimates are based on
historical experience and various other assumptions that we believe to be
reasonable under the circumstances. Our actual results could differ from these
estimates.

The critical accounting estimates, assumptions and judgments that we believe to
have the most significant impact on our consolidated financial statements are
revenue recognition, deferred contract acquisition costs, stock-based
compensation, business combinations and valuation of goodwill and other acquired
intangible assets and income taxes.

There have been no material changes to our critical accounting policies and estimates as described in our 2019 Annual Report on Form 10-K.

Recent Accounting Pronouncements



Refer to Note 1 to our consolidated financial statements included elsewhere in
this Quarterly Report on Form 10-Q for recently issued accounting pronouncements
not yet adopted as of the date of this report.


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Non-GAAP Financial Measures and Other Key Metrics



To supplement our consolidated financial statements, which are prepared and
presented in accordance with GAAP, we use certain non-GAAP financial measures,
as described below, to understand and evaluate our core operating performance.
These non-GAAP financial measures, which may be different than similarly titled
measures used by other companies, are presented to enhance investors' overall
understanding of our financial performance and should not be considered a
substitute for, or superior to, the financial information prepared and presented
in accordance with GAAP.

We believe that these non-GAAP financial measures provide useful information
about our financial performance, enhance overall understanding of our past
performance and future prospects, and allow for greater transparency with
respect to important metrics used by our management for financial and
operational decision-making. We present these non-GAAP measures to assist
investors in seeing our financial performance using a management view, and
because we believe that these measures provide an additional tool for investors
to use in comparing our core financial performance over multiple periods with
other companies in our industry.

Non-GAAP gross profit, non-GAAP subscription gross profit, non-GAAP professional
services and other gross profit, non-GAAP gross margin, non-GAAP income (loss)
from operations, non-GAAP operating margin and non-GAAP net income (loss): We
define these non-GAAP financial measures as the respective GAAP measures,
excluding expenses related to stock-based compensation, employer payroll tax on
employee stock transactions, amortization of acquisition-related intangibles,
amortization of debt discount and issuance costs from our convertible senior
notes issued in September 2018, and, as applicable, other special items. The
amount of employer payroll tax-related items on employee stock transactions
depend on our stock price and other factors that are beyond our control and that
do not correlate to the operation of the business. We believe it is useful to
exclude these expenses in order to better understand the long-term performance
of our core business and to facilitate comparison of our results to those of
peer companies and over multiple periods.

Free cash flows: We define free cash flow as net cash provided by (used in)
operating activities less purchases of property and equipment. We believe free
cash flow is an important liquidity measure of the cash (if any) that is
available, after purchases of property and equipment, for operational expenses,
investment in our business and to make acquisitions. Free cash flow is useful to
investors as a liquidity measure because it measures our ability to generate or
use cash in excess of our capital investments in property and equipment. Once
our business needs and obligations are met, cash can be used to maintain a
strong balance sheet and invest in future growth.

Billings: We define billings as total revenue plus the change in our contract
liabilities and refund liability less contract assets and unbilled accounts
receivable in a given period. Billings reflects sales to new customers plus
subscription renewals and additional sales to existing customers. Only amounts
invoiced to a customer in a given period are included in billings. We believe
billings is a key metric to measure our periodic performance. Given that most of
our customers pay in annual installments one year in advance, but we typically
recognize a majority of the related revenue ratably over time, we use billings
to measure and monitor our ability to provide our business with the working
capital generated by upfront payments from our customers.


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Reconciliation of gross profit and gross margin:


                                        Three Months Ended October 31,           Nine Months Ended October 31,
(in thousands)                             2019                 2018               2019                 2018
GAAP gross profit                    $     187,538        $     133,312      $     523,917        $     361,509
Add: Stock-based compensation                7,150                5,976             20,808               36,386
Add: Amortization of
acquisition-related intangibles              1,348                1,632              4,356                4,303
Add: Acquisition-related expenses                -                  108                  -                  108
Add: Employer payroll tax on
employee stock transactions                    715                    -              1,908                    -
Non-GAAP gross profit                $     196,751        $     141,028      $     550,989        $     402,306
GAAP gross margin                               75  %                75  %              75  %                72  %
Non-GAAP adjustments                             4  %                 4  %               4  %                 8  %
Non-GAAP gross margin                           79  %                79  %              79  %                80  %

GAAP subscription gross profit $ 194,894 $ 140,717

  $     544,572        $     391,881
Add: Stock-based compensation                3,534                2,398              8,931               13,941
Add: Amortization of
acquisition-related intangibles              1,348                1,632              4,356                4,303
Add: Employer payroll tax on
employee stock transactions                    337                    -                769                    -

Non-GAAP subscription gross profit $ 200,113 $ 144,747

  $     558,628        $     410,125
GAAP subscription gross margin                  82  %                83  %              82  %                82  %
Non-GAAP adjustments                             2  %                 2  %               3  %                 4  %
Non-GAAP subscription gross margin              84  %                85  %              85  %                86  %

GAAP professional services and other
gross loss                           $      (7,356 )      $      (7,405 )    $     (20,655 )      $     (30,372 )
Add: Stock-based compensation                3,616                3,578             11,877               22,445
Add: Acquisition-related expenses                -                  108                  -                  108
Add: Employer payroll tax on
employee stock transactions                    378                    -              1,139                    -
Non-GAAP professional services and
other gross loss                     $      (3,362 )      $      (3,719 )    $      (7,639 )      $      (7,819 )
GAAP professional services and other
gross margin                                   (64 )%               (83 )%             (53 )%              (121 )%
Non-GAAP adjustments                            35  %                41  %              33  %                90  %
Non-GAAP professional services and
other gross margin                             (29 )%               (42 )%             (20 )%               (31 )%




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Reconciliation of income (loss) from operations and operating margin:


                                        Three Months Ended October 31,          Nine Months Ended October 31,
(in thousands)                             2019                 2018                2019               2018
GAAP operating loss                  $     (43,997 )      $     (58,417 )    $     (151,156 )      $ (363,695 )
Add: Stock-based compensation               52,736               51,748             150,799           361,707
Add: Amortization of
acquisition-related intangibles              4,305                3,889              13,458             8,090
Add: Acquisition-related expenses                -                1,768                   -             1,768
Add: Employer payroll tax on
employee stock transactions                  3,844                    -              13,463                 -

Non-GAAP operating income (loss) $ 16,888 $ (1,012 )

 $       26,564        $    7,870
GAAP operating margin                          (18 )%               (33 )%              (22 )%            (73 )%
Non-GAAP adjustments                            25  %                32  %               26  %             75  %
Non-GAAP operating margin                        7  %                (1 )%                4  %              2  %


Reconciliation of net income (loss):


                                         Three Months Ended October 31,           Nine Months Ended October 31,
(in thousands, except per share
data)                                       2019                 2018                 2019               2018
GAAP net loss                        $       (46,598 )     $       (52,813 )   $      (160,952 )     $  (360,214 )
Add: Stock-based compensation                 52,736                51,748             150,799           361,707
Add: Amortization of
acquisition-related intangibles                4,305                 3,889              13,458             8,090
Add: Acquisition-related expenses                  -                 1,839                   -             1,839
Add: Employer payroll tax on
employee stock transactions                    3,844                     -              13,463                 -
Add: Amortization of debt discount
and issuance costs                             6,645                 3,147              19,647             3,147
Less: Tax benefit from SpringCM
acquisition(1)                                     -                (7,369 )                 -            (7,369 )
Non-GAAP net income                  $        20,932       $           441     $        36,415       $     7,200

(1) Represents a tax benefit related to the release of a portion of our deferred tax asset valuation allowance resulting from the SpringCM acquisition.

Computation of free cash flow:


                                         Three Months Ended October 31,          Nine Months Ended October 31,
(in thousands)                             2019                 2018                2019                2018
Net cash provided by (used in)
operating activities                 $       (1,869 )     $         4,261     $       70,191       $     41,949
Less: Purchase of property and
equipment                                   (12,280 )              (8,576 )          (42,071 )          (19,096 )
Non-GAAP free cash flow              $      (14,149 )     $        (4,315 )   $       28,120       $     22,853
Net cash used in investing
activities                           $      (19,067 )     $      (227,355 )   $     (350,795 )     $   (237,875 )
Net cash provided by (used in)
financing activities                 $       (6,186 )     $       498,070     $      (39,153 )     $  1,034,171




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Computation of billings:


                                         Three Months Ended October 31,            Nine Months Ended October 31,
(in thousands)                              2019                 2018                2019                 2018
Revenue                              $       249,502       $       178,385     $      699,076       $      501,237
Add: Contract liabilities and refund
liability, end of period                     435,898               330,060            435,898              330,060
Less: Contract liabilities and
refund liability, beginning of
period                                      (412,953 )            (300,426 )         (390,887 )           (282,943 )
Add: Contract assets and unbilled
accounts receivable, beginning of
period                                        17,757                16,196             13,436               16,899
Less: Contract assets and unbilled
accounts receivable, end of period           (20,805 )             (15,229 )          (20,805 )            (15,229 )
Less: Contract liabilities and
refund liability contributed by the
acquisition of SpringCM                            -               (11,002 )                -              (11,002 )
Non-GAAP billings                    $       269,399       $       197,984     $      736,718       $      539,022




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