Tearsheet

Twilio (TWLO)


Market Price (5/20/2026): $195.85 | Market Cap: $29.9 Bil
Sector: Information Technology | Industry: Systems Software

Twilio (TWLO)


Market Price (5/20/2026): $195.85
Market Cap: $29.9 Bil
Sector: Information Technology
Industry: Systems Software

Investment Highlights Why It Matters Detailed financial logic regarding cash flow yields vs trend-riding momentum.

0

Attractive cash flow generation
CFO/Rev LTMCash Flow from Operations / Revenue (Sales), Last Twelve Months (LTM) is 18%, FCF/Rev LTMFree Cash Flow / Revenue (Sales), Last Twelve Months (LTM) is 17%

Stock buyback support
Stock Buyback 3Y Total is 4.0 Bil

Megatrend and thematic drivers
Megatrends include Cloud Computing, E-commerce & DTC Adoption, and Fintech & Digital Payments. Themes include Platform as a Service (PaaS), Show more.

Trading close to highs
Dist 52W High is -2.9%, Dist 3Y High is -2.9%

Expensive valuation multiples
P/EBITPrice/EBIT or Price/(Operating Income) ratio is 115x, P/EPrice/Earnings or Price/(Net Income) is 287x

Significant share based compensation
SBC/Rev LTMShare Based Compensation / Revenue (Sales), Last Twelve Months (LTM) is 11%

Yield minus risk free rate is negative
ERPEquity Risk Premium (ERP) = Total Yield - Risk Free Rate, Reflects the premium above risk free assets offered by the investment. is -3.8%

Key risks
TWLO key risks include [1] significant profitability and margin pressures in its core messaging business, Show more.

0 Attractive cash flow generation
CFO/Rev LTMCash Flow from Operations / Revenue (Sales), Last Twelve Months (LTM) is 18%, FCF/Rev LTMFree Cash Flow / Revenue (Sales), Last Twelve Months (LTM) is 17%
1 Stock buyback support
Stock Buyback 3Y Total is 4.0 Bil
2 Megatrend and thematic drivers
Megatrends include Cloud Computing, E-commerce & DTC Adoption, and Fintech & Digital Payments. Themes include Platform as a Service (PaaS), Show more.
3 Trading close to highs
Dist 52W High is -2.9%, Dist 3Y High is -2.9%
4 Expensive valuation multiples
P/EBITPrice/EBIT or Price/(Operating Income) ratio is 115x, P/EPrice/Earnings or Price/(Net Income) is 287x
5 Significant share based compensation
SBC/Rev LTMShare Based Compensation / Revenue (Sales), Last Twelve Months (LTM) is 11%
6 Yield minus risk free rate is negative
ERPEquity Risk Premium (ERP) = Total Yield - Risk Free Rate, Reflects the premium above risk free assets offered by the investment. is -3.8%
7 Key risks
TWLO key risks include [1] significant profitability and margin pressures in its core messaging business, Show more.

Valuation, Metrics & Events

Price Chart

Why The Stock Moved

Qualitative Assessment

AI Analysis | Feedback

Twilio (TWLO) stock has gained about 65% since 1/31/2026 because of the following key factors:

1. Stronger-than-Expected Financial Performance and Upbeat Future Guidance.

Twilio significantly outperformed analyst expectations in both its Q4 2025 and Q1 2026 earnings reports. For Q4 2025, reported on February 12, 2026, the company announced revenue of $1.37 billion, a 14% year-over-year increase, beating estimates, and projected strong free cash flow and revenue growth for fiscal year 2026. Building on this momentum, Q1 2026 results, released on April 30, 2026, showcased revenue of $1.41 billion, a 20% year-over-year increase, surpassing consensus estimates of $1.3 billion to $1.34 billion, and non-GAAP diluted earnings per share (EPS) of $1.50, considerably higher than analyst forecasts (e.g., $1.27 or $1.30). This strong performance, described as the highest revenue and gross profit growth rates in over three years, led the company to raise its full-year 2026 reported revenue growth outlook to 14%-15% and its organic revenue growth outlook to 9.5%-10.5%.

2. Accelerating AI-Driven Growth and Strategic Positioning.

Twilio has successfully positioned itself as a critical infrastructure provider in the artificial intelligence (AI) era, which has been a significant driver of its stock appreciation. Management highlighted that Twilio is "quickly becoming a foundational infrastructure layer in the age of AI" with accelerating voice and messaging usage tied to AI use cases. The company is actively winning AI-driven customer engagement deals, leading to expanded consumption-based spending from its customer base. Analysts also emphasized Twilio's strengthening AI positioning and its deep integration with telecom networks and partnerships with emerging AI firms as key competitive advantages.

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Stock Movement Drivers

Fundamental Drivers

The 62.7% change in TWLO stock from 1/31/2026 to 5/19/2026 was primarily driven by a 42.8% change in the company's Net Income Margin (%).
(LTM values as of)13120265192026Change
Stock Price ($)120.46195.9562.7%
Change Contribution By: 
Total Revenues ($ Mil)4,8965,3028.3%
Net Income Margin (%)1.4%2.0%42.8%
P/E Multiple274.4287.34.7%
Shares Outstanding (Mil)1531520.5%
Cumulative Contribution62.7%

LTM = Last Twelve Months as of date shown

Market Drivers

1/31/2026 to 5/19/2026
ReturnCorrelation
TWLO62.7% 
Market (SPY)6.3%31.0%
Sector (XLK)20.6%37.6%

Fundamental Drivers

The 45.3% change in TWLO stock from 10/31/2025 to 5/19/2026 was primarily driven by a 42.8% change in the company's Net Income Margin (%).
(LTM values as of)103120255192026Change
Stock Price ($)134.88195.9545.3%
Change Contribution By: 
Total Revenues ($ Mil)4,8965,3028.3%
Net Income Margin (%)1.4%2.0%42.8%
P/E Multiple307.3287.3-6.5%
Shares Outstanding (Mil)1531520.5%
Cumulative Contribution45.3%

LTM = Last Twelve Months as of date shown

Market Drivers

10/31/2025 to 5/19/2026
ReturnCorrelation
TWLO45.3% 
Market (SPY)8.2%32.8%
Sector (XLK)15.5%40.9%

Fundamental Drivers

The 102.6% change in TWLO stock from 4/30/2025 to 5/19/2026 was primarily driven by a 69.2% change in the company's P/S Multiple.
(LTM values as of)43020255192026Change
Stock Price ($)96.71195.95102.6%
Change Contribution By: 
Total Revenues ($ Mil)4,4585,30218.9%
P/S Multiple3.35.669.2%
Shares Outstanding (Mil)1541520.7%
Cumulative Contribution102.6%

LTM = Last Twelve Months as of date shown

Market Drivers

4/30/2025 to 5/19/2026
ReturnCorrelation
TWLO102.6% 
Market (SPY)33.8%32.4%
Sector (XLK)66.0%37.7%

Fundamental Drivers

The 272.5% change in TWLO stock from 4/30/2023 to 5/19/2026 was primarily driven by a 121.5% change in the company's P/S Multiple.
(LTM values as of)43020235192026Change
Stock Price ($)52.61195.95272.5%
Change Contribution By: 
Total Revenues ($ Mil)3,8265,30238.6%
P/S Multiple2.55.6121.5%
Shares Outstanding (Mil)18515221.4%
Cumulative Contribution272.5%

LTM = Last Twelve Months as of date shown

Market Drivers

4/30/2023 to 5/19/2026
ReturnCorrelation
TWLO272.5% 
Market (SPY)83.3%40.5%
Sector (XLK)134.5%39.3%

Return vs. Risk

Price Returns Compared

 202120222023202420252026Total [1]
Returns
TWLO Return-22%-81%55%42%32%39%-42%
Peers Return16%-45%45%-19%1%10%-16%
S&P 500 Return27%-19%24%23%16%8%97%

Monthly Win Rates [3]
TWLO Win Rate33%17%50%58%50%80% 
Peers Win Rate67%33%58%48%50%52% 
S&P 500 Win Rate75%42%67%75%67%60% 

Max Drawdowns [4]
TWLO Max Drawdown-44%-84%-39%-30%-45%-24% 
Peers Max Drawdown-27%-57%-23%-36%-37%-36% 
S&P 500 Max Drawdown-5%-25%-10%-8%-19%-9% 


[1] Cumulative total returns since the beginning of 2021
[2] Peers: VRSN, MDB, AKAM, OKTA, CHOW. See TWLO Returns vs. Peers.
[3] Win Rate = % of calendar months in which monthly returns were positive
[4] Max drawdown represents maximum peak-to-trough decline within a year
[5] 2026 data is for the year up to 5/19/2026 (YTD)

How Low Can It Go

EventTWLOS&P 500
2025 US Tariff Shock
  % Loss-32.9%-18.8%
  % Gain to Breakeven49.0%23.1%
  Time to Breakeven59 days79 days
Summer-Fall 2023 Five Percent Yield Shock
  % Loss-16.9%-9.5%
  % Gain to Breakeven20.4%10.5%
  Time to Breakeven18 days24 days
2023 SVB Regional Banking Crisis
  % Loss-25.3%-6.7%
  % Gain to Breakeven33.8%7.1%
  Time to Breakeven12 days31 days
2020 COVID-19 Crash
  % Loss-44.0%-33.7%
  % Gain to Breakeven78.6%50.9%
  Time to Breakeven52 days140 days
Q4 2018 Fed Policy Error / Growth Scare
  % Loss-20.9%-19.2%
  % Gain to Breakeven26.4%23.8%
  Time to Breakeven14 days105 days
2016-2017 Trump Reflation Bond Selloff
  % Loss-66.4%-3.7%
  % Gain to Breakeven197.7%3.9%
  Time to Breakeven455 days6 days

Compare to VRSN, MDB, AKAM, OKTA, CHOW

In The Past

Twilio's stock fell -32.9% during the 2025 US Tariff Shock. Such a loss loss requires a 49.0% gain to breakeven.

Preserve Wealth

Limiting losses and compounding gains is essential to preserving wealth.

Asset Allocation

Actively managed asset allocation strategies protect wealth. Learn more.

EventTWLOS&P 500
2025 US Tariff Shock
  % Loss-32.9%-18.8%
  % Gain to Breakeven49.0%23.1%
  Time to Breakeven59 days79 days
2023 SVB Regional Banking Crisis
  % Loss-25.3%-6.7%
  % Gain to Breakeven33.8%7.1%
  Time to Breakeven12 days31 days
2020 COVID-19 Crash
  % Loss-44.0%-33.7%
  % Gain to Breakeven78.6%50.9%
  Time to Breakeven52 days140 days
Q4 2018 Fed Policy Error / Growth Scare
  % Loss-20.9%-19.2%
  % Gain to Breakeven26.4%23.8%
  Time to Breakeven14 days105 days
2016-2017 Trump Reflation Bond Selloff
  % Loss-66.4%-3.7%
  % Gain to Breakeven197.7%3.9%
  Time to Breakeven455 days6 days

Compare to VRSN, MDB, AKAM, OKTA, CHOW

In The Past

Twilio's stock fell -32.9% during the 2025 US Tariff Shock. Such a loss loss requires a 49.0% gain to breakeven.

Preserve Wealth

Limiting losses and compounding gains is essential to preserving wealth.

Asset Allocation

Actively managed asset allocation strategies protect wealth. Learn more.

About Twilio (TWLO)

Twilio Inc., together with its subsidiaries, provides a cloud communications platform that enables developers to build, scale, and operate customer engagement within software applications in the United States and internationally. Its customer engagement platform provides a set of application programming interfaces that handle the higher-level communication logic needed for nearly every type of customer engagement, as well as enable developers to embed voice, messaging, video, and email capabilities into their applications. The company was incorporated in 2008 and is headquartered in San Francisco, California.

AI Analysis | Feedback

Here are 1-2 brief analogies for Twilio:

  • Stripe for communications

  • AWS for customer engagement APIs

AI Analysis | Feedback

  • Voice APIs: Services enabling developers to embed voice calls, conferencing, and interactive voice response (IVR) into applications.
  • Messaging APIs: Services allowing developers to integrate SMS, MMS, and other chat messaging functionalities into their software.
  • Video APIs: Services for developers to embed real-time video, such as video calls and conferencing, into their applications.
  • Email APIs: Services providing developers with tools to programmatically send, receive, and track emails from within their applications.

AI Analysis | Feedback

Major Customers of Twilio (TWLO)

Twilio primarily sells its cloud communications platform and APIs to other companies, enabling them to embed voice, messaging, video, and email capabilities into their own software applications.

Major customers include:

  • Uber (NYSE: UBER)
  • Lyft (NASDAQ: LYFT)
  • Zendesk (NYSE: ZEN)
  • Netflix (NASDAQ: NFLX)
  • Salesforce (NYSE: CRM)

AI Analysis | Feedback

  • Amazon Web Services (AWS), a subsidiary of Amazon.com, Inc. (AMZN)
  • Google Cloud Platform (GCP), a subsidiary of Alphabet Inc. (GOOGL)

AI Analysis | Feedback

Khozema Shipchandler, Chief Executive Officer

Khozema Shipchandler has over 25 years of experience, currently serving as the Chief Executive Officer of Twilio since January 2024. Before becoming CEO, he held several key positions at Twilio, including President of Twilio Communications, Chief Operating Officer, and Chief Financial Officer. Prior to joining Twilio in 2018, Shipchandler had an extensive career at GE, where he held various operating and financial leadership roles across Industrial Internet, Corporate Audit, and Aviation sectors in the U.S., Middle East, and Singapore. His roles at GE also included Chief Commercial Officer and CFO & EVP of Corporate Development at GE Digital, as well as Vice President of Corporate Audit Staff at GE. He has also served on the board of directors for SendGrid, Inc. and Quiet Plus I Acquisition Corp., and previously for Pivotal Software, Inc.

Aidan Viggiano, Chief Financial Officer

Aidan Viggiano is Twilio's Chief Financial Officer, a position she assumed in March 2023. She joined Twilio in 2019 and previously served as Senior Vice President of Finance and Vice President of Corporate Finance within the company. Viggiano brings over 20 years of experience, having held a variety of finance leadership roles at General Electric prior to her time at Twilio, including Chief of Staff to the GE CFO.

Christy Lake, Chief Administrative Officer

Christy Lake serves as the Chief Administrative Officer at Twilio. She is responsible for ensuring the company's operational excellence and fostering a diverse and inclusive environment.

Thomas Wyatt, Chief Revenue Officer

Thomas Wyatt is the Chief Revenue Officer at Twilio. In this role, he is part of the leadership team responsible for setting the strategic direction and vision of the company.

Chris Koehler, Chief Marketing Officer

Chris Koehler is the Chief Marketing Officer at Twilio, having joined in May 2024. He has over 25 years of experience in customer engagement and marketing technology, with a background in driving growth and innovation at leading companies. Before joining Twilio, Koehler served as the CMO at Box, where he played a key role in the company exceeding $1 billion in annual revenue. His career also includes leadership positions in marketing, customer success, solution consulting, demand generation, and enablement teams at Adobe Systems, E*TRADE Financial, SunTrust Bank, and Claritas. Notably, a small software startup he worked for was acquired by Adobe.

AI Analysis | Feedback

Key Risks to Twilio (TWLO)

Twilio Inc. (TWLO) faces several key business risks, primarily stemming from its profitability challenges, intense competitive landscape, and the complexities of navigating a dynamic regulatory environment.

The most significant risk to Twilio is its **thin profit margins and ongoing profitability challenges**. Despite its revenue growth, the company's profits remain slim, and its gross margins are notably lower compared to many of its software peers. This low profitability makes Twilio vulnerable to any slowdown in growth or increases in operating costs. Additionally, substantial stock-based compensation continues to exert financial pressure and dilute investors. The company's core Communications segment is a high-volume, lower-margin business, and while the Segment platform is aimed at higher profitability, its growth has stagnated, indicating challenges in that market.

Secondly, Twilio operates in an **intensely competitive market, leading to pricing pressure and challenges in customer acquisition and retention**. The Communications Platform as a Service (CPaaS) sector sees competition from a diverse array of players, including established telecommunications companies, other CPaaS providers like Sinch, Infobip, and Vonage, and even broader Customer Relationship Management (CRM) platforms. This competitive environment can erode Twilio's pricing power, potentially forcing it to lower prices and impacting its ability to improve margins. Furthermore, large customers may choose to diversify their CPaaS spending or develop internal communication solutions, as seen with past instances involving major clients.

Lastly, **evolving regulatory changes and compliance requirements across various global jurisdictions pose a considerable risk**. As a global cloud communications platform, Twilio must adhere to complex and frequently changing laws regarding data privacy, telecommunications, and "Know Your Customer" (KYC) mandates in numerous countries. Non-compliance with these regulations can lead to increased operational costs, potential penalties, service disruptions, or even the disconnection of phone numbers. Changes in U.S. and global tax laws could also adversely affect the company's financial position.

AI Analysis | Feedback

The clear emerging threat to Twilio is the increasing competition from hyperscale cloud providers, particularly Microsoft Azure Communication Services (ACS).

Azure Communication Services directly competes with Twilio by offering a similar suite of application programming interfaces (APIs) for embedding voice, video, chat, SMS, and email capabilities into applications. For organizations already using Microsoft Azure for their cloud infrastructure, ACS can offer a more integrated solution with consolidated billing, simplified management, and potentially competitive pricing, making it a compelling alternative to Twilio for their communication needs.

This situation is analogous to the historical examples provided, where a major incumbent or a new entrant with a strong ecosystem (like Apple with the iPhone or Netflix with streaming) disrupts an existing market leader (BlackBerry, Blockbuster) by offering a competitive or superior alternative.

AI Analysis | Feedback

Twilio operates in substantial and growing addressable markets for its communication and customer engagement platforms. The addressable market for Twilio's services is projected to reach $118 billion by 2028 globally. Specifically, within the Communications Platform as a Service (CPaaS) market, where Twilio holds a leadership position, the market is projected to grow from $12.3 billion to $121 billion by 2034 globally. Additionally, Twilio's acquisition of Segment contributes to the Customer Data Platform (CDP) market, which was estimated at approximately $17 billion as of Q1 2021. The broader Software - Infrastructure segment of the Technology sector, in which Twilio operates, is a $5.0 trillion market by 2027 globally.

AI Analysis | Feedback

Here are the expected drivers of future revenue growth for Twilio (TWLO) over the next 2-3 years:
  • AI-driven Product Innovation and Adoption: Twilio is positioned as a standard for Voice AI agent infrastructure among AI startups. The company is expected to drive future revenue growth through the acceleration of Voice AI adoption, the movement of Voice AI proofs of concept into production, and the launch of new AI-focused products such as Conversational Memory and multi-channel orchestration. These new offerings are designed to be more ISV-friendly and extend AI benefits across various communication channels, particularly within key verticals like Fintech, Healthcare, Real Estate, and Insurance.
  • Growth in Core Communications (Messaging and Voice) and High-Margin Add-on Products: Analysts anticipate an increase in messaging and voice volumes in the medium term, which is expected to be a significant driver. This growth in core communication services is also projected to stimulate the sale of high-margin software add-on products. Twilio has already demonstrated strong growth in messaging, both domestically and internationally.
  • Customer Base Expansion and Increased Spending from Existing Customers: Twilio continues to expand its active customer accounts, adding tens of thousands of new customers annually. Furthermore, the company's dollar-based net expansion rate indicates that existing customers are increasing their usage and spending on Twilio's platform, contributing to organic revenue growth.
  • Incremental Revenue from Carrier Fee Pass-Throughs: While primarily pass-throughs, carrier fee increases are expected to contribute incremental reported revenue. Twilio anticipates approximately $190 million in additional revenue in 2026 from these fees.

AI Analysis | Feedback

Share Repurchases

  • Twilio initiated a $1 billion share repurchase program in early 2023.
  • In March 2024, an additional $2 billion share repurchase program was authorized, with the company targeting to complete approximately $2.2 billion in repurchases from both programs by the end of 2024.
  • A new $2 billion share repurchase program was announced in January 2025, which is valid until December 31, 2027.

Share Issuance

  • In February 2021, Twilio commenced an underwritten public offering of $1 billion of its Class A common stock, with an option for underwriters to purchase an additional $150 million.

Outbound Investments

  • Twilio acquired Segment for an estimated $3.2 billion in Twilio Class A stock in October 2020, aiming to bolster its customer engagement software suite.
  • Twilio's most recent acquisition was Ionic Security in May 2021.
  • Other acquisitions in 2021 included Zipwhip and ValueFirst.

Capital Expenditures

  • Twilio's capital expenditures were $46.05 million in 2021, $34.42 million in 2022, $11.31 million in 2023, $6.978 million in 2024, and $5.848 million in 2025.
  • Expected capital expenditures are $7.277 million for 2026.
  • Capital expenditures include purchases of long-lived and intangible assets.

Better Bets vs. Twilio (TWLO)

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Recent Active Movers

Peer Comparisons

Peers to compare with:

Financials

TWLOVRSNMDBAKAMOKTACHOWMedian
NameTwilio VeriSign MongoDB Akamai T.Okta ChowChow. 
Mkt Price195.95302.63334.68141.3485.700.41168.64
Mkt Cap29.927.727.220.515.2-27.2
Rev LTM5,3021,6832,4644,2672,919-2,919
Op Inc LTM2591,143-137587153-259
FCF LTM8991,048500765863-863
FCF 3Y Avg738921245754694-738
CFO LTM9651,0725051,580884-965
CFO 3Y Avg7959542591,488715-795

Growth & Margins

TWLOVRSNMDBAKAMOKTACHOWMedian
NameTwilio VeriSign MongoDB Akamai T.Okta ChowChow. 
Rev Chg LTM15.7%6.8%22.8%6.2%11.8%-11.8%
Rev Chg 3Y Avg10.3%5.3%24.4%5.6%16.3%-10.3%
Rev Chg Q20.0%6.6%26.7%5.8%11.6%-11.6%
QoQ Delta Rev Chg LTM4.6%1.6%6.3%1.4%2.8%-2.8%
Op Inc Chg LTM891.4%6.8%36.6%-5.9%342.9%-36.6%
Op Inc Chg 3Y Avg355.4%6.0%25.6%-5.4%156.8%-25.6%
Op Mgn LTM4.9%67.9%-5.6%13.8%5.2%-5.2%
Op Mgn 3Y Avg-0.7%67.7%-10.1%15.7%-5.8%--0.7%
QoQ Delta Op Mgn LTM1.4%0.3%1.2%-1.2%0.9%-0.9%
CFO/Rev LTM18.2%63.7%20.5%37.0%30.3%-30.3%
CFO/Rev 3Y Avg16.9%59.8%11.7%36.7%27.2%-27.2%
FCF/Rev LTM17.0%62.3%20.3%17.9%29.6%-20.3%
FCF/Rev 3Y Avg15.7%57.7%11.1%18.6%26.4%-18.6%

Valuation

TWLOVRSNMDBAKAMOKTACHOWMedian
NameTwilio VeriSign MongoDB Akamai T.Okta ChowChow. 
Mkt Cap29.927.727.220.515.2-27.2
P/S5.616.511.04.85.2-5.6
P/Op Inc115.224.2-198.535.099.3-35.0
P/EBIT115.223.8-517.335.158.7-35.1
P/E287.333.0-382.247.264.7-47.2
P/CFO30.925.953.813.017.2-25.9
Total Yield0.3%4.1%-0.3%2.1%1.5%-1.5%
Dividend Yield0.0%1.0%0.0%0.0%0.0%-0.0%
FCF Yield 3Y Avg5.0%4.2%0.8%5.1%4.8%-4.8%
D/E0.00.10.00.30.0-0.0
Net D/E-0.00.0-0.10.2-0.1--0.0

Returns

TWLOVRSNMDBAKAMOKTACHOWMedian
NameTwilio VeriSign MongoDB Akamai T.Okta ChowChow. 
1M Rtn39.9%10.7%27.1%47.4%18.6%-3.7%22.8%
3M Rtn80.6%40.8%-5.6%30.4%3.9%-44.5%17.1%
6M Rtn62.4%22.0%-0.9%61.1%5.8%-95.8%13.9%
12M Rtn68.7%8.5%77.1%81.5%-32.2%-95.2%38.6%
3Y Rtn282.6%35.1%21.6%62.0%4.3%-95.2%28.4%
1M Excs Rtn31.1%6.6%23.3%41.3%9.7%-6.9%16.5%
3M Excs Rtn70.3%32.5%-14.7%22.4%-3.5%-56.1%9.5%
6M Excs Rtn47.1%11.6%-14.3%52.9%-7.1%-105.0%2.3%
12M Excs Rtn45.0%-14.9%51.5%57.7%-56.1%-118.6%15.1%
3Y Excs Rtn249.2%-40.4%-51.3%-12.7%-66.2%-173.5%-45.9%

Financials

Segment Financials

Revenue by Segment
$ Mil20252024202320222021
Single segment4,458   1,762
Twilio Communications (Communications) 3,8593,5502,411 
Twilio Segment (Segment) 295276  
Other   105 
Software   326 
Total4,4584,1543,8262,8421,762


Price Behavior

Price Behavior
Market Price$195.95 
Market Cap ($ Bil)29.8 
First Trading Date06/23/2016 
Distance from 52W High-2.9% 
   50 Days200 Days
DMA Price$147.83$125.76
DMA Trendupup
Distance from DMA32.6%55.8%
 3M1YR
Volatility62.9%56.8%
Downside Capture83.43166.89
Upside Capture282.68186.08
Correlation (SPY)26.7%31.0%
TWLO Betas & Captures as of 4/30/2026

 1M2M3M6M1Y3Y
Beta1.030.971.391.381.451.36
Up Beta0.300.300.821.011.401.23
Down Beta-2.920.18-0.290.451.061.42
Up Capture192%189%235%257%212%365%
Bmk +ve Days15223166141428
Stock +ve Days13243670134404
Down Capture615%112%190%146%138%107%
Bmk -ve Days4183056108321
Stock -ve Days9192855117347

[1] Upside and downside betas calculated using positive and negative benchmark daily returns respectively
Based On 1-Year Data
Annualized
Return
Annualized
Volatility
Sharpe
Ratio
Correlation
with TWLO
TWLO61.8%56.5%1.06-
Sector ETF (XLK)48.6%20.5%1.8236.9%
Equity (SPY)25.0%12.1%1.5531.6%
Gold (GLD)40.0%26.8%1.23-0.8%
Commodities (DBC)49.4%18.5%2.03-3.9%
Real Estate (VNQ)9.7%13.4%0.459.1%
Bitcoin (BTCUSD)-25.6%41.9%-0.5927.2%

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Based On 5-Year Data
Annualized
Return
Annualized
Volatility
Sharpe
Ratio
Correlation
with TWLO
TWLO-8.7%58.7%0.08-
Sector ETF (XLK)22.4%24.8%0.7948.6%
Equity (SPY)14.2%17.0%0.6548.1%
Gold (GLD)19.3%18.0%0.871.4%
Commodities (DBC)11.0%19.4%0.454.6%
Real Estate (VNQ)4.0%18.8%0.1133.0%
Bitcoin (BTCUSD)9.4%55.6%0.3823.9%

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Based On 10-Year Data
Annualized
Return
Annualized
Volatility
Sharpe
Ratio
Correlation
with TWLO
TWLO20.6%60.5%0.57-
Sector ETF (XLK)24.6%24.4%0.9146.7%
Equity (SPY)15.3%17.9%0.7342.9%
Gold (GLD)13.0%16.0%0.673.8%
Commodities (DBC)8.4%17.9%0.389.4%
Real Estate (VNQ)5.1%20.7%0.2126.6%
Bitcoin (BTCUSD)67.2%66.9%1.0615.4%

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Short Interest

Short Interest: As Of Date4302026
Short Interest: Shares Quantity6.1 Mil
Short Interest: % Change Since 4152026-5.2%
Average Daily Volume2.5 Mil
Days-to-Cover Short Interest2.5 days
Basic Shares Quantity152.4 Mil
Short % of Basic Shares4.0%

Earnings Returns History

Expand for More
 Forward Returns
Earnings Date1D Returns5D Returns21D Returns
4/30/202623.8%33.1% 
2/12/20262.3%2.5%14.4%
10/30/202519.5%13.0%15.0%
8/7/2025-19.4%-17.6%-10.9%
5/1/20252.3%7.5%22.2%
1/23/202520.1%30.8%4.1%
10/30/202414.3%28.0%48.1%
8/1/202411.7%7.7%11.5%
...
SUMMARY STATS   
# Positive131111
# Negative121413
Median Positive7.7%13.0%14.5%
Median Negative-11.0%-12.3%-14.1%
Max Positive39.6%53.1%60.7%
Max Negative-34.6%-22.4%-34.4%

SEC Filings

Expand for More
Report DateFiling DateFiling
03/31/202605/01/202610-Q
12/31/202502/24/202610-K
09/30/202510/31/202510-Q
06/30/202508/08/202510-Q
03/31/202505/02/202510-Q
12/31/202402/26/202510-K
09/30/202410/31/202410-Q
06/30/202408/01/202410-Q
03/31/202405/08/202410-Q
12/31/202302/27/202410-K
09/30/202311/09/202310-Q
06/30/202308/09/202310-Q
03/31/202305/10/202310-Q
12/31/202202/27/202310-K
09/30/202211/04/202210-Q
06/30/202208/05/202210-Q

Recent Forward Guidance [BETA]

Latest: Q1 2026 Earnings Reported 4/30/2026

Forward GuidanceGuidance Change
MetricLowMidHigh% Chg% DeltaChangePrior
Q2 2026 Revenue1.42 Bil1.43 Bil1.43 Bil6.3% RaisedGuidance: 1.34 Bil for Q1 2026
Q2 2026 Revenue Growth15.5%16.0%16.5%10.3%1.5%RaisedGuidance: 14.5% for Q1 2026
Q2 2026 Organic Revenue Growth10.0%10.5%11.0%00AffirmedGuidance: 10.5% for Q1 2026
Q2 2026 Operating Income250.00 Mil255.00 Mil260.00 Mil4.1% RaisedGuidance: 245.00 Mil for Q1 2026
Q2 2026 EPS1.271.291.324.9% RaisedGuidance: 1.24 for Q1 2026
2026 Revenue Growth14.0%14.5%15.0%20.8%2.5%RaisedGuidance: 12.0% for 2026
2026 Organic Revenue Growth9.5%10.0%10.5%17.6%1.5%RaisedGuidance: 8.5% for 2026
2026 Operating Income1.08 Bil1.09 Bil1.10 Bil3.8% RaisedGuidance: 1.05 Bil for 2026
2026 Free Cash Flow1.08 Bil1.09 Bil1.10 Bil3.8% RaisedGuidance: 1.05 Bil for 2026

Prior: Q4 2025 Earnings Reported 2/12/2026

Forward GuidanceGuidance Change
MetricLowMidHigh% Chg% DeltaChangePrior
Q1 2026 Revenue1.33 Bil1.34 Bil1.34 Bil1.9% RaisedGuidance: 1.31 Bil for Q4 2025
Q1 2026 Revenue Growth14.0%14.5%15.0%45.0%4.5%RaisedGuidance: 10.0% for Q4 2025
Q1 2026 Organic Revenue Growth10.0%10.5%11.0%23.5%2.0%RaisedGuidance: 8.5% for Q4 2025
Q1 2026 Non-GAAP Income from Operations240.00 Mil245.00 Mil250.00 Mil4.3% RaisedGuidance: 235.00 Mil for Q4 2025
Q1 2026 Non-GAAP Diluted EPS1.211.241.263.3% RaisedGuidance: 1.2 for Q4 2025
2026 Revenue Growth11.5%12.0%12.5%-4.0%-0.5%LoweredGuidance: 12.5% for 2025
2026 Organic Revenue Growth8.0%8.5%9.0%-25.4%-2.9%LoweredGuidance: 11.4% for 2025
2026 Non-GAAP Income from Operations1.04 Bil1.05 Bil1.06 Bil16.0% RaisedGuidance: 905.00 Mil for 2025
2026 Free Cash Flow1.04 Bil1.05 Bil1.06 Bil13.5% RaisedGuidance: 925.00 Mil for 2025

Insider Activity

Expand for More
#OwnerTitleHoldingActionFiling DatePriceSharesTransacted
Value
Value of
Held Shares
Form
1Viggiano, AidanChief Financial OfficerDirectSell5192026197.441,376271,67625,503,792Form
2Stafman, AndrewSee footnotesSell5122026193.54675,000130,639,500313,534,800Form
3Rottenberg, Erika TrustSell5062026185.321,500277,9746,114,498Form
4Rottenberg, Erika TrustSell4232026149.021,800268,2395,140,497Form
5Shipchandler, KhozemaChief Executive OfficerDirectSell4082026133.3915,7152,096,19331,418,483Form

TWLO Trade Sentinel


Stock Conviction

AVOID (Score 1-2)

CONVICTION RATIONALE

The risk-reward is highly unattractive with a probability-adjusted skew of 0.36x. The investment thesis requires believing in a turnaround of the 'Segment' business, but the hard data shows a -1% YoY decline. The moat is eroding in the core business, and the valuation does not adequately compensate for the high probability that the turnaround strategy will fail.

STOCK ARCHETYPE
Turnaround / Deep Value

Twilio is no longer a 'High-Beta Compounder' as growth has materially decelerated. The investment thesis now hinges entirely on the successful execution of a strategic pivot from its commoditizing core 'Communications' business to the higher-margin 'Data & Applications' segment. This places the focus squarely on strategic execution and management's ability to right the ship, fitting the 'Turnaround' archetype.

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INVESTMENT THESIS
Data & Applications Segment Margin Mix Shift and FCF Inflection

The primary long thesis is a margin expansion and free cash flow story, driven by a successful strategic shift. As the business mix skews towards the higher-margin 'Data & Applications' (Segment) business, overall profitability should improve significantly, leading to substantial EPS growth and FCF generation even with decelerating top-line growth.

Mechanism: Each dollar of revenue shifted from the ~50% gross margin 'Communications' business to the ~75% gross margin 'Data & Applications' business directly enhances corporate gross profit. This, combined with operating discipline, expands operating margins and accelerates free cash flow conversion, which is then returned to shareholders via buybacks.
Supporting Evidence:
  • 'Data & Applications' Gross Margin is ~75% vs. 'Communications' at ~50%.
  • Management has shifted capital allocation priorities to FCF generation, with guidance for $920M-$930M in 2025, up from $657M in 2024.
  • The company has a significant opportunity for operating margin expansion from 18% towards a mature SaaS peer level of 25-30%.
PRIMARY RISK
Failure of 'Segment' Business Unit to Gain Traction

The greatest risk to the thesis is the persistent failure of the 'Segment' (Customer Data Platform) business to achieve escape velocity. Recent data shows this unit's revenue declined 1% YoY, directly contradicting the 'Alpha Driver'. If Segment cannot become a reliable growth engine, Twilio is left with a structurally challenged, commoditizing core business with limited pricing power.

Mechanism: If the Segment business fails to grow, the mix-shift thesis breaks. Twilio's valuation would then need to be re-rated downwards from a hopeful SaaS multiple to that of a low-growth, low-margin communications utility, causing significant multiple compression.
Supporting Evidence:
  • The 'Segment' business unit's revenue declined by 1% year-over-year in Q4 2024.
  • The risk of 'Structural Stagnation of Segment' is rated as CRITICAL with a HIGH likelihood in the next 6 months.
  • Intense competition in the Customer Data Platform market is preventing Segment from gaining market share.
Key KPI Watchlist
KPI Threshold Rationale
Data & Applications (Segment) Revenue Growth YoY>10%This is the single most important leading indicator for the Alpha Driver. Any number below high single digits confirms the turnaround is failing.
Non-GAAP Gross MarginStable or ExpandingMeasures the impact of commoditization and carrier fees in the core business. A declining margin would signal pricing power is deteriorating faster than the mix-shift can offset.
Dollar-Based Net Expansion Rate>105%While this metric has decelerated, a drop below 100% would indicate net customer churn, a significant red flag for the health of the existing customer base.
Core Investment Debate

The Segment Growth Engine vs. Core Commoditization

BULL VIEW

A strategic mix shift to the 'Segment' data platform will expand margins and re-accelerate growth, proving Twilio is a customer engagement platform, not a utility.

CORE TENSION

Can the high-margin 'Data & Applications' business grow fast enough to offset the commoditization and margin pressure in the core 'Communications' business?


PREVAILING SENTIMENT
BEARISH

The 'Segment' (Customer Data Platform) business unit's revenue declined by 1% year-over-year in the most recently reported quarter (Q4 2024), while the core business grew.

BEAR VIEW

The 'Segment' acquisition is failing to deliver growth, leaving the company exposed to intense pricing pressure from competitors and hyperscalers in its core, low-margin business.

Next 6 months: Risks and Catalysts
Timeline Event & Metric To Watch
Feb 12, 2026
Q4 2025 Earnings Report
Watch: Growth rate of the 'Segment' (Data & Applications) business. A figure below high single-digits is a major failure signal.
Feb 12, 2026
Q1 2026 Gross Margin Guidance
Watch: Commentary on 'gross margin' and 'carrier fees'. Any downward revision to margin guidance is a negative trigger.
Next 6 Months
Hyperscaler Developer Conferences
Watch: Announcements of new features, pricing, or bundling for Azure Communication Services or AWS Pinpoint.
Ongoing
Major Tech Sector Earnings Calls
Watch: Announcements of further headcount reductions or hiring freezes from large tech employers, a core Twilio customer base.
Key Events in Last 6 Months
Date Event Stock Impact
8/7/2025
Q2 2025 Earnings Report
Details: Despite meeting revenue expectations, the company reported a year-over-year decline in gross margins, citing rising carrier fees, which led to a sharp stock sell-off.
Plummeted -19.38%
$122.39 -> $98.67
9/18/2025
Announces Major Enterprise Win
Details: The company announced a new contract with 'Global Bank X' for its fraud detection API, signaling strength in high-value enterprise use cases.
Rose significantly by 4.68%
$103.53 -> $108.38
10/30/2025
Q3 2025 Earnings Report
Details: Twilio reported accelerating active customer accounts and dollar-based net expansion rate, significantly beating expectations and causing the stock to surge in the following session.
Surged +19.51%
$112.86 -> $134.88
12/30/2025
Stock Reaches 6-Month High
Details: The stock reached its highest point in the trailing 6-month period, driven by broad market strength and momentum from its strong Q3 earnings report.
Modest 1.85% gain
$141.52 -> $144.14
1/15/2026
Mass Arbitration Claims Surface
Details: Reports emerged of mass arbitration claims alleging improper data collection via Twilio's SDKs. Stock fell on concerns of unquantified legal and financial liabilities.
Fell notably by -2.64%
$123.03 -> $119.78
Risk Management
Position Sizing

1% - 3%

CONSERVATIVE

Stock is in an Explosive Volatility regime (4.6x S&P). The Bearish sentiment, eroding moat, and low near-term visibility create a high-risk profile, forcing a Conservative sizing until the fundamental picture improves.

Diversification Alternatives
VEEV
SECTOR

Unlike TWLO's commoditizing business, VEEV has a strong regulatory moat in Life Sciences SaaS, leading to high switching costs and superior pricing power.

Core Thesis: The core thesis is built on the digitization of the life sciences industry, where VEEV is the entrenched, mission-critical platform for R&D and commercial operations.
DDOG
SECTOR

DDOG's integrated, vendor-neutral observability platform has a stronger position against hyperscalers than TWLO, serving as a necessary multi-cloud aggregation layer.

Core Thesis: The increasing complexity of cloud applications creates a durable demand for a best-of-breed observability platform, driving strong net revenue retention.
How Is The Market Pricing TWLO?

Twilio is pivoting from a growth-at-all-costs CPaaS provider to a disciplined, profitable Customer Engagement Platform, leveraging its massive developer base to embed AI-driven communications and data services, while facing gross margin pressure from carrier fees.

Filter all news through the lens of profitable growth and the AI-enabled platform transition. Focus on organic growth acceleration and gross margin stabilization.

What will confirm the thesis

Organic revenue growth guidance increasing above the 8-9% FY2026 forecast. Dollar-Based Net Expansion Rate rising above 110%. Gross margins stabilizing or improving, signaling pricing power over carrier fees. Major customer wins for Twilio Segment or Voice AI products.

What will damage the thesis

Further erosion of non-GAAP gross margins below 49%. Dollar-Based Net Expansion Rate falling below 105%. Deceleration in active customer account growth. Competitors like Sinch or Vonage winning large enterprise deals with better pricing.

Noise: Real but irrelevant to thesis

Quarterly fluctuations in specific product lines (e.g., messaging vs. voice) as long as overall organic growth is on track. Insider selling, given the large outstanding share buyback program. Regional competitor announcements without evidence of market share shifts in key geographies.

Repricing Catalyst

The market is re-evaluating Twilio as a profitable, cash-generating entity rather than just a revenue growth story. The primary catalyst is achieving full-year GAAP profitability in FY2025 ($158M income from operations vs. a -$54M loss in FY24) and guiding to over $1B in free cash flow for FY2026. This is coupled with the aggressive $2.0B share repurchase program, which is expected to retire 4-5% of the market cap annually.

What TWLO Makes & Who Pays
TTM figures based on Q4 2025 Earnings Press Release, Feb 12 2026
Communications (API Platform)
$4.8B TTM (94% of Total) · 49.9% Margin
What It Is

Programmable Messaging API (SMS, MMS, WhatsApp), Programmable Voice API, Twilio SendGrid (Email API), Twilio Flex (Programmable Contact Center), Verify API (Two-Factor Authentication).

Who Pays & How

Developers at companies like Uber and Lyft pay to send ride alerts and mask phone numbers. Marketing platforms pay to integrate multi-channel messaging (SMS, WhatsApp, Email) into their campaigns. The core value is abstracting complex global telecom infrastructure into simple API calls, enabling faster time-to-market and scalability without in-house telco expertise.

Primarily pay-as-you-go usage fees (per message, per minute), with some subscription components for products like SendGrid and Flex.
Competition
Sinch, Vonage (owned by Ericsson)
Sinch and Vonage often compete on price and may have stronger, direct relationships in certain international markets. Some competitors offer more all-in-one, less developer-focused solutions.
Twilio's primary moat is its massive, developer-first ecosystem and brand recognition. Deep integration into customer applications creates high switching costs, and its broad API suite allows it to be a single-vendor platform for multi-channel communications.
Segment (Customer Data Platform)
$0.3B TTM (6% of Total) · % Margin
What It Is

A Customer Data Platform (CDP) that collects, cleans, and activates customer data from multiple sources (web, mobile, CRM) to create a single unified view of the customer.

Who Pays & How

Enterprises, like a major financial services company (largest-ever deal signed in Q4 2024), pay to unify disparate customer data sources to enable personalized marketing and customer service across all channels. The 'why' is to break down data silos and power real-time personalization, which is difficult and expensive to build in-house.

Primarily a monthly subscription fee, typically tiered based on the volume of data and number of user profiles tracked.
Competition
Adobe Experience Platform, Salesforce Data Cloud, Treasure Data
Competitors often have a deeper enterprise footprint and are bundled with much larger marketing and CRM cloud suites, creating a strong incumbent advantage.
Segment's moat is its developer-first approach and neutrality, allowing it to integrate with a wide variety of tools (data warehouses, analytics, marketing automation) without locking customers into a single vendor's ecosystem. Its acquisition by Twilio allows for tighter integration between customer data and communication channels.
TWLO Evolution: Price Return by Era
2008–2016 · Developer-First Disruption
Arming the Builders: Voice & SMS APIs for All +90% on first day of trading (Jun 2016)
Founded in 2008, Twilio's core innovation was abstracting the world's complex, archaic telecom infrastructure into simple, elegant APIs. This empowered any software developer to build sophisticated communication features with a few lines of code. This era was defined by rapid, bottoms-up adoption by startups and enterprises alike, culminating in a successful IPO in June 2016.
2017–2021 · Platform Expansion & M&A
Moving Up the Stack: From APIs to Platform Significant appreciation during the pandemic-driven digital transformation boom.
Post-IPO, Twilio aggressively expanded beyond basic APIs to become a true platform. This was driven by major acquisitions, including SendGrid for email ($3B in 2019) and Segment for customer data ($3.2B in 2020). This strategy aimed to own the entire customer engagement lifecycle, from data collection to multi-channel communication, significantly increasing its TAM and enterprise penetration.
2022–Present · The Profitability Pivot
From Growth-at-all-Costs to Profitable Engagement High volatility, with a significant drawdown from 2021 peaks followed by stabilization.
Following the tech downturn, the focus shifted dramatically from hyper-growth to operational efficiency and profitability. This era is defined by restructuring, a CEO change in early 2024, and a relentless focus on opex, leading to Twilio's first full year of GAAP operating profitability in 2025. The narrative is now about balancing growth with generating significant free cash flow and returning capital to shareholders via buybacks, while positioning the platform as a key infrastructure layer for the AI era.
Market Appears To Be Aligned With Core Thesis
Price structure is strongly bullish. The regime, trend, and proximity to highs all point towards intact institutional trend. Relative to SPY: Strong 63D outperformance but 'relative strength' momentum is fading, indicating that money rotation may be maturing. Volume and momentum are strongly confirming. The institutional accumulation is evident and momentum is accelerating. Earnings history is strongly validating. The market rewarded the print and institutional follow-through confirms thesis re-rating is underway.
① Structure
+4
Structural pillar score (-4 to +4). Driven by trend regime, SMA cross events, proximity to 52W high, and relative strength vs SPY.
② Volume / Momentum
+4
Volume/Momentum pillar score (-4 to +4). Driven by institutional footprint score, OBV divergence, and momentum character.
③ Catalyst
+4
Catalyst pillar score (-4 to +4). Driven by earnings day reaction, 20D post-earnings drift, and post-earnings volume character.
Combined Score
12 / 12
1 Price Structure & Trend Trending Up · -
2 Momentum Accelerating
3 Relative Strength vs. SPY Strong Outperformance
4 Institutional Footprint & Volume Strong Accumulation
5 Volatility Expanded
6 Key Price Levels Range · Vol Rising
7 Earnings Reaction History Consistent Reward
8 How the Verdict Is Derived Three Pillars