Tearsheet

Twilio (TWLO)


Market Price (10/28/2025): $114.52 | Market Cap: $17.5 Bil
Sector: Information Technology | Industry: Systems Software

Twilio (TWLO)


Market Price (10/28/2025): $114.52
Market Cap: $17.5 Bil
Sector: Information Technology
Industry: Systems Software

Investment Highlights Why It Matters Which of these 2 stories sounds closer for this stock?

1. Generates cash flow

The stock generated 4% or more of the share price (called cash flow yield), and shows moderate 10-15% or more growth.

2. Riding a trend

Think Tesla during the pandemic of 2020 when EVs were riding a cultural high, or Nvidia in the current AI boom, or even Figma. These companies don’t have enough yield, or, enough growth, or both - however - they are riding a trend. They have momentum. These can be more volatile - they don’t have the floor of strong cash flow


0 Attractive cash flow generation
CFO/Rev LTMCash Flow from Operations / Revenue (Sales), Last Twelve Months (LTM) is 17%, FCF/Rev LTMFree Cash Flow / Revenue (Sales), Last Twelve Months (LTM) is 15%
Weak multi-year price returns
3Y Excs Rtn is -26%
Expensive valuation multiples
P/EBITPrice/EBIT or Price/(Operating Income) ratio is 242x, P/EPrice/Earnings or Price/(Net Income) is 867x
1   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 -4.4%
0 Attractive cash flow generation
CFO/Rev LTMCash Flow from Operations / Revenue (Sales), Last Twelve Months (LTM) is 17%, FCF/Rev LTMFree Cash Flow / Revenue (Sales), Last Twelve Months (LTM) is 15%
1 Weak multi-year price returns
3Y Excs Rtn is -26%
2 Expensive valuation multiples
P/EBITPrice/EBIT or Price/(Operating Income) ratio is 242x, P/EPrice/Earnings or Price/(Net Income) is 867x
3 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 -4.4%

Market Valuation & Key Metrics

TWLO Stock


Return vs. Risk


Price Returns Compared

 202020212022202320242025Total [1]
Returns
TWLO Return244%-22%-81%55%42%6%15%
Peers Return86%5%-46%48%-0%5%64%
S&P 500 Return16%27%-19%24%23%17%110%

Monthly Win Rates [3]
TWLO Win Rate67%33%17%50%58%44% 
Peers Win Rate63%62%37%60%48%53% 
S&P 500 Win Rate58%75%42%67%75%67% 

Max Drawdowns [4]
TWLO Max Drawdown-27%-27%-84%-6%-30%-25% 
Peers Max Drawdown-21%-25%-58%-9%-24%-23% 
S&P 500 Max Drawdown-31%-1%-25%-1%-2%-15% 


[1] Cumulative total returns since the beginning of 2020
[2] Peers: MDB, VRSN, OKTA, AKAM, WIX. 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] 2025 data is for the year up to 10/27/2025 (YTD)

How Low Can It Go

Unique KeyEventTWLOS&P 500
2022 Inflation Shock2022 Inflation Shock  
2022 Inflation Shock% Loss% Loss-90.4%-25.4%
2022 Inflation Shock% Gain to Breakeven% Gain to Breakeven937.6%34.1%
2022 Inflation ShockTime to BreakevenTime to BreakevenNot Fully Recovered days464 days
2020 Covid Pandemic2020 Covid Pandemic  
2020 Covid Pandemic% Loss% Loss-45.6%-33.9%
2020 Covid Pandemic% Gain to Breakeven% Gain to Breakeven84.0%51.3%
2020 Covid PandemicTime to BreakevenTime to Breakeven52 days148 days
2018 Correction2018 Correction  
2018 Correction% Loss% Loss-39.3%-19.8%
2018 Correction% Gain to Breakeven% Gain to Breakeven64.7%24.7%
2018 CorrectionTime to BreakevenTime to Breakeven182 days120 days

Compare to MDB, VRSN, OKTA, AKAM, WIX


In The Past

Twilio's stock fell -90.4% during the 2022 Inflation Shock from a high on 2/18/2021. A -90.4% loss requires a 937.6% gain to breakeven.

Preserve Wealth

Limiting losses and compounding gains is essential to preserving wealth over time.

Asset Allocation

Actively managed asset allocation strategies protect wealth. Learn more.

About Twilio (TWLO)

Better Bets than Twilio (TWLO)

Latest Trefis Analyses

Trade Ideas

Select past ideas related to TWLO. For more, see Trefis Trade Ideas.

Unique KeyDateTickerCompanyCategoryTrade Strategy6M Fwd Rtn12M Fwd Rtn12M Max DD
ADBE_9302025_Monopoly_xInd_xCD_Getting_Cheaper09302025ADBEAdobeMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
1.4%1.4%-6.7%
CRM_9302025_Monopoly_xInd_xCD_Getting_Cheaper09302025CRMSalesforceMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
7.8%7.8%-0.6%
MPWR_9302025_Monopoly_xInd_xCD_Getting_Cheaper09302025MPWRMonolithic Power SystemsMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
20.0%20.0%-1.8%
POWI_9262025_Dip_Buyer_High_CFO_Margins_ExInd_DE09262025POWIPower IntegrationsDip BuyDB | CFO/Rev | Low D/EDip Buy with High Cash Flow Margins
Buying dips for companies with significant cash flows from operations and reasonable debt / market cap
7.5%7.5%-13.4%
ROP_9262025_Monopoly_xInd_xCD_Getting_Cheaper09262025ROPRoper TechnologiesMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
-7.0%-7.0%-7.0%
Unique KeyDateTickerCompanyCategoryTrade Strategy6M Fwd Rtn12M Fwd Rtn12M Max DD
ADBE_9302025_Monopoly_xInd_xCD_Getting_Cheaper09302025ADBEAdobeMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
1.4%1.4%-6.7%
CRM_9302025_Monopoly_xInd_xCD_Getting_Cheaper09302025CRMSalesforceMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
7.8%7.8%-0.6%
MPWR_9302025_Monopoly_xInd_xCD_Getting_Cheaper09302025MPWRMonolithic Power SystemsMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
20.0%20.0%-1.8%
POWI_9262025_Dip_Buyer_High_CFO_Margins_ExInd_DE09262025POWIPower IntegrationsDip BuyDB | CFO/Rev | Low D/EDip Buy with High Cash Flow Margins
Buying dips for companies with significant cash flows from operations and reasonable debt / market cap
7.5%7.5%-13.4%
ROP_9262025_Monopoly_xInd_xCD_Getting_Cheaper09262025ROPRoper TechnologiesMonopolyMY | Getting CheaperMonopoly-Like with P/S Decline
Large cap with monopoly-like margins or cash flow generation and getting cheaper based on P/S multiple
-7.0%-7.0%-7.0%

Recent Active Movers

Recent Active Movers

More From Trefis

Peer Comparisons for Twilio

Financials

TWLOMDBVRSNOKTAAKAMWIXMedian
NameTwilio MongoDB VeriSign Okta Akamai T.Wix.com  
Mkt Price114.49340.17247.2290.0175.49139.35126.92
Mkt Cap17.527.623.115.810.97.816.7
Rev LTM4,7292,2181,6272,7634,0831,8692,491
Op Inc LTM73-1651,10083628144113
FCF LTM7242401,005838679550702
FCF 3Y Avg414145892565748322490
CFO LTM7812701,0338531,447559817
CFO 3Y Avg4751589255851,430365530

Growth & Margins

TWLOMDBVRSNOKTAAKAMWIXMedian
NameTwilio MongoDB VeriSign Okta Akamai T.Wix.com  
Rev Chg LTM11.6%21.9%5.5%12.7%4.0%13.0%12.1%
Rev Chg 3Y Avg11.8%27.2%5.2%20.1%4.6%11.7%11.8%
Rev Chg Q13.5%23.7%7.3%12.7%6.5%12.4%12.6%
QoQ Delta Rev Chg LTM3.2%5.4%1.8%3.1%1.6%3.0%3.0%
Op Mgn LTM1.5%-7.5%67.6%3.0%15.4%7.7%5.3%
Op Mgn 3Y Avg-7.3%-13.8%67.5%-12.3%17.1%1.4%-3.0%
QoQ Delta Op Mgn LTM1.2%0.7%-0.3%2.1%-0.1%0.6%0.7%
CFO/Rev LTM16.5%12.2%63.5%30.9%35.4%29.9%30.4%
CFO/Rev 3Y Avg10.5%8.0%59.6%23.2%36.7%21.2%22.2%
FCF/Rev LTM15.3%10.8%61.8%30.3%16.6%29.4%23.0%
FCF/Rev 3Y Avg9.1%7.3%57.4%22.4%19.3%18.4%18.8%

Valuation

TWLOMDBVRSNOKTAAKAMWIXMedian
NameTwilio MongoDB VeriSign Okta Akamai T.Wix.com  
Mkt Cap17.527.623.115.810.97.816.7
P/S3.712.414.25.72.74.24.9
P/EBIT241.8-378.120.681.018.639.229.9
P/E866.6-350.828.494.025.746.937.6
P/CFO22.5102.122.318.57.613.920.4
Total Yield0.1%-0.3%3.8%1.1%3.9%2.1%1.6%
Dividend Yield0.0%0.0%0.3%0.0%0.0%0.0%0.0%
FCF Yield 3Y Avg3.2%0.8%4.1%3.6%5.8%3.9%3.8%
D/E0.10.00.10.10.50.10.1
Net D/E-0.1-0.10.1-0.10.4-0.0-0.0

Returns

TWLOMDBVRSNOKTAAKAMWIXMedian
NameTwilio MongoDB VeriSign Okta Akamai T.Wix.com  
1M Rtn11.9%6.8%-13.1%-1.3%-0.7%-21.5%-1.0%
3M Rtn-12.9%39.2%-19.0%-8.0%-5.3%-7.4%-7.7%
6M Rtn19.7%94.9%-10.0%-14.1%-5.8%-15.4%-7.9%
12M Rtn62.5%26.6%37.2%24.6%-26.0%-15.2%25.6%
3Y Rtn51.4%82.3%22.2%57.1%-15.4%63.6%54.3%
1M Excs Rtn8.4%3.4%-16.6%-4.7%-4.2%-24.9%-4.5%
3M Excs Rtn-19.7%33.3%-18.6%-17.0%-12.9%-14.0%-15.5%
6M Excs Rtn-4.7%70.6%-34.3%-38.5%-30.2%-39.8%-32.3%
12M Excs Rtn43.6%11.8%15.3%6.1%-45.1%-33.7%9.0%
3Y Excs Rtn-26.0%-9.5%-48.4%-22.1%-97.9%-12.2%-24.0%

Financials

Segment Financials

Revenue by Segment

$ Mil20242023202220212020
Twilio Communications (Communications)3,8593,5502,6411,598 
Twilio Segment (Segment)295276201  
Other   65 
Software   98 
Single segment    1,134
Total4,1543,8262,8421,7621,134


Operating Income by Segment
$ Mil20242023202220212020
Twilio Communications (Communications)842319   
Acquisition and divestiture related expenses-6-3   
Payroll taxes related to stock-based compensation-13-24   
Charitable contributions-17-10   
Loss on net assets divested-32    
Twilio Segment (Segment)-72-30   
Restructuring costs-166-77   
Amortization of acquired intangibles-192-206   
Corporate costs not allocated to segments-237-293   
Impairment of long-lived assets-321-98   
Stock-based compensation-663-784   
Total-877-1,205   


Price Behavior

Short Interest

Short Interest: As Of Date10152025
Short Interest: Shares Quantity6,326,252
Short Interest: % Change Since 9302025-33.9%
Average Daily Volume2,876,725
Days-to-Cover Short Interest2.20
Basic Shares Quantity153,228,766
Short % of Basic Shares4.1%

Earnings Returns History

Expand for More

 Forward Returns
Earnings Date1D Returns5D Returns21D Returns
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%
5/7/2024-7.5%-1.8%-9.5%
2/14/2024-15.4%-21.8%-17.4%
11/8/20230.3%11.4%26.5%
...
SUMMARY STATS   
# Positive1089
# Negative141615
Median Positive5.0%14.5%14.5%
Median Negative-9.9%-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
6302025808202510-Q 6/30/2025
3312025502202510-Q 3/31/2025
12312024226202510-K 12/31/2024
93020241031202410-Q 9/30/2024
6302024801202410-Q 6/30/2024
3312024508202410-Q 3/31/2024
12312023227202410-K 12/31/2023
93020231109202310-Q 9/30/2023
6302023809202310-Q 6/30/2023
3312023510202310-Q 3/31/2023
12312022227202310-K 12/31/2022
93020221104202210-Q 9/30/2022
6302022805202210-Q 6/30/2022
3312022505202210-Q 3/31/2022
12312021222202210-K 12/31/2021
93020211028202110-Q 9/30/2021

Insider Activity

Expand for More

 OwnerTitleFiling DateActionPriceSharesTransacted
Value
Value of
Held Shares
Form
0Viggiano AidanChief Financial Officer8192025Sell104.9650152,58315,462,401Form
1Viggiano AidanChief Financial Officer7022025Sell124.337,964990,13719,409,869Form
2Shipchandler KhozemaChief Executive Officer7022025Sell124.5113,0081,619,58233,315,601Form
3ROTTENBERG ERIKA 6042025Sell120.034,100492,1184,019,524Form
4Viggiano AidanChief Financial Officer5222025Sell115.862,156249,79419,010,772Form