zs-20211130
FALSE000171368300017136832021-11-302021-11-30


UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
___________________________________
FORM 8-K
___________________________________
CURRENT REPORT
Pursuant to Section 13 or 15(d)
of the Securities Exchange Act of 1934
 
Date of Report (date of earliest event reported)
November 30, 2021
___________________________________
Zscaler, Inc.
(Exact name of registrant as specified in its charter)
___________________________________
Delaware
(State or other jurisdiction of incorporation or organization)
001-38413
(Commission File Number)
26-1173892
(I.R.S. Employer Identification Number)
120 Holger Way
San Jose, California 95134
(Address of principal executive offices and zip code)
(408) 553-0288
(Registrant's telephone number, including area code)
Not Applicable
(Former name or former address, if changed since last report)
___________________________________
Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:
Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)
Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)
Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))
Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))
Securities registered pursuant to Section 12(b) of the Act:
Title of each classTrading Symbol(s)Name of each exchange of which registered
Common Stock, $0.001 Par ValueZSThe Nasdaq Stock Market LLC

 Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter).
 
Emerging growth company
 
If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.  



Item 2.02 Results of Operations and Financial Condition.
On November 30, 2021, Zscaler, Inc. issued a press release announcing its financial results for the first fiscal quarter ended October 31, 2021. A copy of the press release is furnished herewith as Exhibit 99.1 and incorporated herein by reference.
The information contained in this Item 2.02 and Item 9.01 in this Current Report on Form 8-K, including the accompanying Exhibit 99.1 hereto, shall not be deemed “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended (the “Exchange Act”), or otherwise subject to the liabilities of that Section, nor shall it be deemed incorporated by reference in any filing under the Securities Act of 1933, as amended, or the Exchange Act, regardless of any general incorporation language in such filings, unless expressly incorporated by specific reference in such filing.    
Item 9.01 Financial Statements and Exhibits.
(d) Exhibits.
Exhibit No.Description of Exhibit
99.1
 
 



SIGNATURES
Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.
Zscaler, Inc.
November 30, 2021/s/Remo Canessa
Remo Canessa
Chief Financial Officer


Document


Exhibit 99.1

Zscaler Reports First Quarter Fiscal 2022 Financial Results
First Quarter Highlights
Revenue grows 62% year-over-year to $230.5 million
Calculated billings grows 71% year-over-year to $247.7 million
Deferred revenue grows 74% year-over-year to $647.8 million
GAAP net loss of $90.8 million compared to GAAP net loss of $55.0 million on a year-over-year basis
Non-GAAP net income of $21.0 million compared to non-GAAP net income of $20.0 million on a year-over-year basis
SAN JOSE, California - November 30, 2021 - Zscaler, Inc. (Nasdaq: ZS), the leader in cloud security, today announced financial results for its first quarter of fiscal year 2022, ended October 31, 2021.
"CISOs and CIOs are looking to phase out legacy network security in favor of zero trust architecture, due to increasing cyber and ransomware risks and accelerating digital transformation. This architecture shift continues to drive strong demand for our Zero Trust Exchange platform,” said Jay Chaudhry, Chairman and CEO of Zscaler. “We delivered outstanding results for the first quarter, with year-over-year revenue growth accelerating to 62%. We recently achieved a significant milestone of surpassing $1 billion in annual recurring revenue (ARR), and are now focusing on achieving $5 billion in ARR.”

First Quarter Fiscal 2022 Financial Highlights
Revenue: $230.5 million, an increase of 62% year-over-year.
Income (loss) from operations: GAAP loss from operations was $74.4 million, or 32% of total revenue, compared to $42.7 million, or 30% of total revenue, in the first quarter of fiscal 2021. Non-GAAP income from operations was $23.9 million, or 10% of total revenue, compared to $19.7 million, or 14% of total revenue, in the first quarter of fiscal 2021.
Net income (loss): GAAP net loss was $90.8 million, compared to $55.0 million in the first quarter of fiscal 2021. Non-GAAP net income was $21.0 million, compared to $20.0 million in the first quarter of fiscal 2021.
Net income (loss) per share: GAAP net loss per share was $0.65, compared to $0.41 in the first quarter of fiscal 2021. Non-GAAP net income per share was $0.14, compared to $0.14 in the first quarter of fiscal 2021.
Cash flow: Cash provided by operations was $93.3 million, or 40% of revenue, compared to $53.5 million, or 38% of revenue, in the first quarter of fiscal 2021. Free cash flow was $83.4 million, or 36% of revenue, compared to $42.2 million, or 30% of revenue, in the first quarter of fiscal 2021.
Deferred revenue: $647.8 million as of October 31, 2021, an increase of 74% year-over-year.
Cash, cash equivalents and short-term investments: $1,584.6 million as of October 31, 2021, an increase of $82.1 million from July 31, 2021.

Recent Business Highlights
Announced major enhancements to Zscaler Digital Experience (ZDX), with new Unified Communications as a Service (UCaaS) application monitoring, visibility into Zero Trust secured private apps, and digital workflow service integrations to automatically pinpoint and quickly remediate performance issues for improved employee collaboration and productivity. Delivered as an integrated service on Zscaler’s cloud-native Zero Trust Exchange, ZDX addresses the three biggest challenges that prevent seamless collaboration for the hybrid workforce: siloed user data, limited legacy monitoring tools, and a lack of analytics and workflows that can optimize and improve the productivity and digital experience for employees no matter where they reside.
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Announced U.S. Department of Defense (DoD) has granted Zscaler ZPA a Provisional Authorization to Operate at Impact Level 5 (PATO/IL5), making it the first, and currently the only, Zero Trust Network Access solution that meets the DoD’s IL5 cloud security requirements. DoD agencies can now leverage this provisional authorization as the foundation to procure and implement ZPA for securing their applications and user base by issuing agency-specific Authorization to Operate (ATO).
Extended a partnership with Siemens to enable customers to securely access Operational Technology (OT) systems and applications in the production network from the office or from remote working environments. The combination of Zscaler’s cloud delivered Zero Trust Network Access service with Siemens’s SCALANCE LPE local processing engine provides highly secure Zero Trust access to industrial automation environments.
Announced expanded integrations with CrowdStrike to allow Zscaler ZIA service to leverage CrowdStrike Falcon ZTA (Zero Trust Assessment) device scores for access policy configuration. Joint Zscaler and CrowdStrike customers can leverage these integrations for both internal and external applications.
The Zscaler ThreatLabZ team released its annual State of Encrypted Attacks Report by leveraging insights from the Zero Trust Exchange which analyzes more than 200 billion daily transactions. The ThreatLabZ team tracked and analyzed more than 20 billion threats blocked over HTTPS, which increased more than 314% year-over-year, underscoring the need for a Zero Trust security model.

Financial Outlook
For the second quarter of fiscal 2022, we expect:
Total revenue of $240 million to $242 million
Non-GAAP income from operations of $20 million to $21 million 
Non-GAAP net income per share of approximately $0.11, assuming approximately 150 million common shares outstanding
For the full year fiscal 2022, we expect:
Total revenue of $1.00 billion to $1.01 billion
Calculated billings of $1.300 billion to $1.305 billion
Non-GAAP income from operations of $90 million to $93 million
Non-GAAP net income per share of $0.50 to $0.52, assuming approximately 150 million to 151 million common shares outstanding
These statements are forward-looking and actual results may differ materially. Refer to the Forward-Looking Statements safe harbor below for information on the factors that could cause our actual results to differ materially from these forward-looking statements.
Guidance for non-GAAP income from operations excludes stock-based compensation expense and related employer payroll taxes, amortization expense of acquired intangible assets, asset impairment related to facility exit, certain litigation-related expenses, amortization of debt discount and issuance costs and income tax effects generated by intangible assets acquired in business acquisitions. Guidance for non-GAAP net income per share includes the anti-dilutive impact of the capped call transactions entered into in connection with our convertible senior notes. We have not reconciled our expectations to non-GAAP income from operations and non-GAAP net income per share to their most directly comparable GAAP measures because certain items are out of our control or cannot be reasonably predicted. Accordingly, a reconciliation for the guidance for non-GAAP income from operations and non-GAAP net income per share is not available without unreasonable effort.

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Conference Call and Webcast Information
Zscaler will host a conference call for analysts and investors to discuss its first quarter fiscal 2022 earnings results and outlook for its second quarter of fiscal 2022 and full year fiscal 2022 today at 1:30 p.m. Pacific time (4:30 p.m. Eastern time).
Date:Tuesday, November 30, 2021
Time:1:30 p.m. PT
Webcast:
https://ir.zscaler.com
Dial-in number:918-922-3018

Upcoming Conferences
Second quarter of fiscal 2022 virtual investor conference participation schedule:
NASDAQ Investor Conference
Thursday, December 2, 2021
Barclays Global Technology, Media and Telecommunications Conference
Wednesday, December 8, 2021
BMO Growth & ESG Conference
Wednesday, December 8, 2021

Sessions which offer a webcast will be available on the Investor Relations section of the Zscaler website at https://ir.zscaler.com.

Forward-Looking Statements
This press release contains forward-looking statements that involve risks and uncertainties, including, but not limited to, statements regarding our future financial and operating performance, including our financial outlook for the second quarter of fiscal 2022 and full year fiscal 2022. There are a significant number of factors that could cause actual results to differ materially from statements made in this press release, including but not limited to: the duration and global impact of COVID-19 on our business, operations and financial results and the economy in general; our ability as an organization to acquire and integrate other companies, products or technologies in a successful manner; our limited operating history; our ability to identify and effectively implement the necessary changes to address execution challenges; risks associated with managing our rapid growth, including fluctuations from period to period; our limited experience with new product and subscription and support introductions and the risks associated with new products and subscription and support offerings, including the discovery of software bugs; our ability to attract and retain new customers; the failure to timely develop and achieve market acceptance of new products and subscriptions as well as existing products and subscription and support; rapidly evolving technological developments in the market for network security products and subscription and support offerings and our ability to remain competitive; length of sales cycles; and general market, political, economic and business conditions.
Additional risks and uncertainties that could affect our financial results are included under the captions “Risk Factors” and “Management’s Discussion and Analysis of Financial Condition and Results of Operations” set forth from time to time in our filings and reports with the Security Exchange Commission (SEC), including our Annual Report on Form 10-K for the fiscal year ended July 31, 2021 filed on September 16, 2021, as well as future filings and reports by us, copies of which are available on our website at ir.zscaler.com and on the SEC’s website at www.sec.gov. You should not rely on these forward-looking statements, as actual outcomes and results may differ materially from those contemplated by these forward-looking statements as a result of such risks and uncertainties. Additional information will also be set forth in other filings that we make with the SEC from time to time. All forward-looking statements in this press release are based on information available to us as of the date hereof, and we do not assume any obligation to update the forward-looking statements provided to reflect events that occur or circumstances that exist after the date on which they were made.

Use of Non-GAAP Financial Information
We believe that the presentation of non-GAAP financial information provides important supplemental information to management and investors regarding financial and business trends relating to our financial condition and results of operations. For further information regarding why we believe that these non-GAAP measures provide useful information to investors, the
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specific manner in which management uses these measures, and some of the limitations associated with the use of these measures, please refer to the “Explanation of Non-GAAP Financial Measures" section of this press release.

About Zscaler
Zscaler (Nasdaq: ZS) accelerates digital transformation so customers can be more agile, efficient, resilient, and secure. The Zscaler Zero Trust Exchange protects thousands of customers from cyberattacks and data loss by securely connecting users, devices, and applications in any location. Distributed across more than 150 data centers globally, the SASE-based Zero Trust Exchange is the world’s largest in-line cloud security platform.
Zscaler™ and the other trademarks listed at https://www.zscaler.com/legal/trademarks are either (i) registered trademarks or service marks or (ii) trademarks or service marks of Zscaler, Inc. in the United States and/or other countries. Any other trademarks are the properties of their respective owners.

Investor Relations Contacts

Bill Choi, CFA
SVP, Investor Relations and Strategic Finance
(408) 816-1478
ir@zscaler.com

Natalia Wodecki
Media Relations Contact
press@zscaler.com

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ZSCALER, INC.
Condensed Consolidated Statements of Operations
(in thousands, except per share amounts)
(unaudited)
Three Months Ended
October 31,
20212020
Revenue$230,517 $142,578 
Cost of revenue (1) (2)
52,169 31,727 
Gross profit178,348 110,851 
Operating expenses:
Sales and marketing (1) (2)
153,786 96,889 
Research and development (1)
65,216 35,770 
General and administrative (1) (3)
33,717 20,859 
Total operating expenses252,719 153,518 
Loss from operations(74,371)(42,667)
Interest income473 940 
Interest expense (4)
(13,835)(13,049)
Other income (expense), net(589)268 
Loss before income taxes(88,322)(54,508)
Provision for income taxes2,479 498 
Net loss$(90,801)$(55,006)
Net loss per share, basic and diluted
$(0.65)$(0.41)
Weighted-average shares used in computing net loss per share, basic and diluted
139,296 133,452 
(1) Includes stock-based compensation expense and related payroll taxes as follows:
Cost of revenue$5,319 $3,266 
Sales and marketing43,464 32,654 
Research and development28,570 14,900 
General and administrative18,741 9,509 
Total$96,094 $60,329 
(2) Includes amortization expense of acquired intangible assets as follows:
Cost of revenue$2,056 $1,504 
Sales and marketing
170 73 
Total$2,226 $1,577 
(3) Includes asset impairment related to facility exit as follows:
$— $416 
(4) Includes amortization of debt discount and issuance costs as follows:
$13,476 $12,690 

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ZSCALER, INC.
Condensed Consolidated Balance Sheets
(in thousands)
(unaudited)
October 31,July 31,
20212021
Assets
Current assets:
Cash and cash equivalents$371,696 $275,898 
Short-term investments1,212,946 1,226,654 
Accounts receivable, net172,028 257,109 
Deferred contract acquisition costs62,067 57,373 
Prepaid expenses and other current assets36,699 31,269 
Total current assets1,855,436 1,848,303 
Property and equipment, net112,999 108,576 
Operating lease right-of-use assets44,153 44,339 
Deferred contract acquisition costs, noncurrent154,036 149,657 
Acquired intangible assets, net29,903 32,129 
Goodwill58,977 58,977 
Other noncurrent assets15,614 15,650 
Total assets$2,271,118 $2,257,631 
Liabilities and Stockholders’ Equity
Current liabilities:
Accounts payable$14,961 $12,547 
Accrued expenses and other current liabilities22,859 22,908 
Accrued compensation72,667 93,622 
Deferred revenue584,325 571,286 
Operating lease liabilities20,488 19,842 
Total current liabilities715,300 720,205 
Convertible senior notes, net927,014 913,538 
Deferred revenue, noncurrent63,491 59,315 
Operating lease liabilities, noncurrent30,534 31,225 
Other noncurrent liabilities4,580 4,453 
Total liabilities1,740,919 1,728,736 
Stockholders’ Equity
Common stock140 139 
Additional paid-in capital1,225,224 1,131,006 
Accumulated other comprehensive loss(2,764)(650)
Accumulated deficit(692,401)(601,600)
Total stockholders’ equity530,199 528,895 
Total liabilities and stockholders’ equity$2,271,118 $2,257,631 

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ZSCALER, INC.
Condensed Consolidated Statements of Cash Flows
(in thousands)
(unaudited)
Three Months Ended
October 31,
20212020
Cash Flows From Operating Activities
Net loss$(90,801)$(55,006)
Adjustments to reconcile net loss to cash provided by operating activities:
Depreciation and amortization expense9,017 6,092 
Amortization expense of acquired intangible assets2,226 1,577 
Amortization of deferred contract acquisition costs14,912 8,678 
Amortization of debt discount and issuance costs13,476 12,690 
Non-cash operating lease costs6,031 4,513 
Stock-based compensation expense89,903 57,185 
Amortization of investment premiums, net of accretion of purchase discounts2,671 2,605 
Deferred income taxes(223)(520)
Impairment of assets— 416 
Other(13)29 
Changes in operating assets and liabilities, net of effects of business acquisitions
Accounts receivable84,927 41,634 
Deferred contract acquisition costs(23,985)(18,042)
Prepaid expenses, other current and noncurrent assets(4,126)7,883 
Accounts payable(1,088)76 
Accrued expenses, other current and noncurrent liabilities(192)(1,243)
Accrued compensation(20,955)(12,347)
Deferred revenue17,381 2,133 
Operating lease liabilities(5,890)(4,821)
Net cash provided by operating activities93,271 53,532 
Cash Flows From Investing Activities
Purchases of property, equipment and other assets(6,454)(8,904)
Capitalized internal-use software(3,450)(2,401)
Purchases of short-term investments(312,840)(174,663)
Proceeds from maturities of short-term investments322,677 76,582 
Proceeds from sale of short-term investments— 11,500 
Net cash used in investing activities(67)(97,886)
Cash Flows From Financing Activities
Proceeds from issuance of common stock upon exercise of stock options2,644 4,519 
Payment of deferred consideration related to a business acquisition(50)— 
Net cash provided by financing activities2,594 4,519 
Net increase (decrease) in cash and cash equivalents (1)
95,798 (39,835)
Cash and cash equivalents at beginning of period (1)
275,898 141,851 
Cash and cash equivalents at end of period (1)
$371,696 $102,016 
_________
(1) We did not hold restricted cash for any periods presented.

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ZSCALER, INC.
Reconciliation of GAAP to Non-GAAP Financial Measures
(in thousands, except percentages)
(unaudited)
Three Months Ended
October 31,
20212020
Revenue$230,517 $142,578 
Non-GAAP Gross Profit and Non-GAAP Gross Margin
GAAP gross profit$178,348 $110,851 
Add:
Stock-based compensation expense and related payroll taxes5,319 3,266 
Amortization expense of acquired intangible assets2,056 1,504 
Non-GAAP gross profit$185,723 $115,621 
GAAP gross margin77 %78 %
Non-GAAP gross margin81 %81 %
Non-GAAP Income from Operations and Non-GAAP Operating Margin
GAAP loss from operations$(74,371)$(42,667)
Add:
Stock-based compensation expense and related payroll taxes96,094 60,329 
Amortization expense of acquired intangible assets2,226 1,577 
Asset impairment related to facility exit (1)
— 416 
Non-GAAP income from operations$23,949 $19,655 
GAAP operating margin(32)%(30)%
Non-GAAP operating margin10 %14 %
___________
(1) Consists of asset impairment charges related to the relocation of our corporate headquarters.
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ZSCALER, INC.
Reconciliation of GAAP to Non-GAAP Financial Measures
(in thousands, except per share amounts)
(unaudited)
Three Months Ended
October 31,
20212020
Non-GAAP Net Income per Share, Diluted
GAAP net loss$(90,801)$(55,006)
Stock-based compensation expense and related payroll taxes96,094 60,329 
Amortization expense of acquired intangible assets 2,226 1,577 
Asset impairment related to facility exit (1)
— 416 
Amortization of debt discount and issuance costs13,476 12,690 
Provision for income taxes (2)
— — 
Non-GAAP net income$20,995 $20,006 
GAAP net loss per share, diluted$(0.65)$(0.41)
Stock-based compensation expense and related payroll taxes0.65 0.42 
Amortization expense of acquired intangible assets0.02 0.01 
Asset impairment related to facility exit (1)
— — 
Amortization of debt discount and issuance costs0.09 0.09 
Provision for income taxes (2)
— — 
Adjustment to total fully diluted earnings per share (3)
0.03 0.03 
Non-GAAP net income per share, diluted$0.14 $0.14 
Denominator:
Weighted-average shares used in computing GAAP net loss per share, diluted139,296 133,452 
Potentially diluted shares10,944 9,920 
Antidilutive impact of capped call transactions (4)
(2,699)— 
Weighted-average shares used in computing non-GAAP net income per share, diluted147,541 143,372 
___________
(1) Consists of asset impairment charges related to the relocation of our corporate headquarters.

(2) We use our GAAP provision for income taxes for purposes of determining our non-GAAP income tax expense. The difference between our GAAP and non-GAAP income tax expense represents the effects of stock-based compensation expense recognized in foreign jurisdictions. The income tax benefit related to stock-based compensation expense included in the GAAP provision for income taxes was not material for all periods presented.

(3) The sum of the fully diluted earnings per share impact of individual reconciling items may not total to fully diluted Non-GAAP net income per share due to the weighted-average shares used in computing the GAAP net loss per share differs from the weighted-average shares used in computing the Non-GAAP net income per share and due to rounding of the individual reconciling items. The GAAP net loss per share calculation uses a lower share count as it excludes potentially dilutive shares, which are included in calculating the non-GAAP net income per share.

(4) We exclude the in-the-money portion of our convertible senior notes for non-GAAP weighted-average diluted shares as they are covered by our capped call transactions. Our outstanding capped call transactions are antidilutive under GAAP but are expected to mitigate the dilutive effect of our convertible notes and therefore are included in the calculations of non-GAAP diluted shares outstanding.
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ZSCALER, INC.
Reconciliation of GAAP to Non-GAAP Financial Measures
(in thousands, except percentages)
(unaudited)
Three Months Ended
October 31,
20212020
Calculated Billings
Revenue$230,517 $142,578 
Add: Total deferred revenue, end of period647,816 371,900 
Less: Total deferred revenue, beginning of period(630,601)(369,767)
Calculated billings$247,732 $144,711 
Free Cash Flow
Net cash provided by operating activities$93,271 $53,532 
Less: Purchases of property, equipment and other assets
(6,454)(8,904)
Less: Capitalized internal-use software
(3,450)(2,401)
Free cash flow$83,367 $42,227 
As a percentage of revenue:
Net cash provided by operating activities40 %38 %
Less: Purchases of property, equipment and other assets
(3)%(6)%
Less: Capitalized internal-use software
(1)%(2)%
Free cash flow margin36 %30 %


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ZSCALER, INC.
Explanation of Non-GAAP Financial Measures
In addition to our results determined in accordance with generally accepted accounting principles in the United States of America (GAAP), we believe the following non-GAAP measures are useful in evaluating our operating performance. We use the following non-GAAP financial information to evaluate our ongoing operations and for internal planning and forecasting purposes. We believe that non-GAAP financial information, when taken collectively, may be helpful to investors because it provides consistency and comparability with past financial performance. However, non-GAAP financial information is presented for supplemental informational purposes only, has limitations as an analytical tool and should not be considered in isolation or as a substitute for financial information presented in accordance with GAAP. In particular, free cash flow is not a substitute for cash provided by operating activities. Additionally, the utility of free cash flow as a measure of our liquidity is further limited as it does not represent the total increase or decrease in our cash balance for a given period. In addition, other companies, including companies in our industry, may calculate similarly-titled non-GAAP measures differently or may use other measures to evaluate their performance, all of which could reduce the usefulness of our non-GAAP financial measures as tools for comparison. A reconciliation of our historical non-GAAP financial measures to their most directly comparable financial measures stated in accordance with GAAP has been included in this press release. Investors are cautioned that there are a number of limitations associated with the use of non-GAAP financial measures and key metrics as analytical tools. Investors are encouraged to review these reconciliations, and not to rely on any single financial measure to evaluate our business.
Expenses Excluded from Non-GAAP Measures
Stock-based compensation expense is excluded primarily because it is a non-cash expense that management believes is not reflective of our ongoing operational performance. Employer payroll taxes related to stock-based compensation, which is a cash expense, are excluded because these are tied to the timing and size of the exercise or vesting of the underlying equity awards and the price of our common stock at the time of vesting or exercise, which may vary from period to period independent of the operating performance of our business. Amortization expense of acquired intangible assets is excluded because these are considered by management to be outside of our core business operating performance. Asset impairments related to facility exit costs are excluded because such charges are not reflective of our ongoing operational performance. Amortization of debt discount and issuance costs from our convertible senior notes are excluded because these are non-cash expenses and are not reflective of our ongoing operational performance. We estimate the tax effect of these items on our non-GAAP results and may adjust our GAAP provision for income taxes, if such effects have a material impact to our non-GAAP results.
Non-GAAP Financial Measures
Non-GAAP Gross Profit and Non-GAAP Gross Margin. We define non-GAAP gross profit as GAAP gross profit excluding stock-based compensation expense and related employer payroll taxes and amortization expense of acquired intangible assets. We define non-GAAP gross margin as non-GAAP gross profit as a percentage of revenue.
Non-GAAP Income from Operations and Non-GAAP Operating Margin. We define non-GAAP income from operations as GAAP loss from operations excluding stock-based compensation expense and related employer payroll taxes, amortization expense of acquired intangible assets, asset impairment related to facility exit and certain litigation-related expenses. We define non-GAAP operating margin as non-GAAP income from operations as a percentage of revenue.
Non-GAAP Net Income per Share, Diluted. We define non-GAAP net income as GAAP net loss excluding stock-based compensation expense and related employer payroll taxes, amortization expense of acquired intangible assets, asset impairment related to facility exit, amortization of debt discount and issuance costs, income tax effects generated by the effects of stock-based compensation expense recognized in foreign jurisdictions and any income tax benefits associated with business combinations. We define non-GAAP net income per share, diluted, as non-GAAP net income divided by the weighted-average diluted shares outstanding, which includes the dilutive effect of potentially diluted common stock equivalents outstanding during the period and the antidilutive impact of the capped call transactions entered into in connection with our convertible senior notes.
Calculated Billings. We define calculated billings as total revenue plus the change in deferred revenue in a period. Calculated billings in any particular period aims to reflect amounts invoiced for subscriptions to access our cloud platform, together with related support services for our new and existing customers. We typically invoice our customers annually in advance, and to a lesser extent quarterly in advance, monthly in advance or multi-year in advance.
Free Cash Flow and Free Cash Flow Margin. We define free cash flow as net cash provided by operating activities less purchases of property, equipment and other assets and capitalized internal-use software. We define free cash flow margin as free cash flow divided by revenue. We believe that free cash flow and free cash flow margin are meaningful indicators of liquidity information to management and investors about the amount of cash generated from our operations that, after the investments in property, equipment and other assets and capitalized internal-use software, can be used for strategic initiatives.
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