Tearsheet

Five9 (FIVN)


Market Price (12/18/2025): $21.12 | Market Cap: $1.6 Bil
Sector: Information Technology | Industry: Systems Software

Five9 (FIVN)


Market Price (12/18/2025): $21.12
Market Cap: $1.6 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 11%
Weak multi-year price returns
2Y Excs Rtn is -117%, 3Y Excs Rtn is -138%
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 -2.5%
1 Attractive yield
FCF Yield is 6.8%
Meaningful short interest
Short Interest % of Basic SharesShort Interest % of Basic Shares = (Short Interest Quantity) / (Basic Shares Outstanding). A high fraction of short interest can indicate potential risk of a short squeeze. is 11%
Key risks
FIVN key risks include [1] failing to replace its traditional subscription revenue with new AI solutions and [2] a potential "seat count reduction" among customers as AI automates tasks previously performed by human agents.
2 Low stock price volatility
Vol 12M is 50%
  
3 Megatrend and thematic drivers
Megatrends include Cloud Computing, Artificial Intelligence, and Automation & Robotics. Themes include Software as a Service (SaaS), Show more.
  
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 11%
1 Attractive yield
FCF Yield is 6.8%
2 Low stock price volatility
Vol 12M is 50%
3 Megatrend and thematic drivers
Megatrends include Cloud Computing, Artificial Intelligence, and Automation & Robotics. Themes include Software as a Service (SaaS), Show more.
4 Weak multi-year price returns
2Y Excs Rtn is -117%, 3Y Excs Rtn is -138%
5 Meaningful short interest
Short Interest % of Basic SharesShort Interest % of Basic Shares = (Short Interest Quantity) / (Basic Shares Outstanding). A high fraction of short interest can indicate potential risk of a short squeeze. 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 -2.5%
7 Key risks
FIVN key risks include [1] failing to replace its traditional subscription revenue with new AI solutions and [2] a potential "seat count reduction" among customers as AI automates tasks previously performed by human agents.

Valuation, Metrics & Events

FIVN Stock


Why The Stock Moved


Qualitative Assessment

AI Generated Analysis | Feedback

The public company Five9 (FIVN) experienced a stock movement of -21.6% during the approximate time period from August 31, 2025, to December 18, 2025, due to several key factors:

1. Lower-than-expected Q4 2025 Revenue Guidance: Despite beating consensus estimates for earnings per share and revenue in its third-quarter 2025 results, Five9's revenue guidance for the fourth quarter of 2025, set at $297.7 million, was slightly below analysts' estimates of $300.2 million. This outlook likely dampened investor enthusiasm.

2. Underwhelming Billings Growth and Competitive Pressures: Five9's Q3 2025 billings, at $293.8 million, showed a 5.4% year-over-year increase but were considered underwhelming. This performance suggested that increasing competition might be posing challenges in attracting and retaining customers, impacting future revenue growth.

Show more

Stock Movement Drivers

Return vs. Risk


Price Returns Compared

 202020212022202320242025Total [1]
Returns
FIVN Return166%-21%-51%16%-48%-47%-67%
Peers Return-70%18%-0%-1%
S&P 500 Return16%27%-19%24%23%14%108%

Monthly Win Rates [3]
FIVN Win Rate100%42%33%58%33%42% 
Peers Win Rate37%25%53%48%52% 
S&P 500 Win Rate58%75%42%67%75%73% 

Max Drawdowns [4]
FIVN Max Drawdown-14%-26%-66%-24%-66%-56% 
Peers Max Drawdown-73%-20%-34%-28% 
S&P 500 Max Drawdown-31%-1%-25%-1%-2%-15% 


[1] Cumulative total returns since the beginning of 2020
[2] Peers: RNG, ZM, EGHT, TWLO, CXM. See FIVN 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 12/17/2025 (YTD)

How Low Can It Go

Unique KeyEventFIVNS&P 500
2022 Inflation Shock2022 Inflation Shock  
2022 Inflation Shock% Loss% Loss-77.6%-25.4%
2022 Inflation Shock% Gain to Breakeven% Gain to Breakeven346.2%34.1%
2022 Inflation ShockTime to BreakevenTime to BreakevenNot Fully Recovered days464 days
2020 Covid Pandemic2020 Covid Pandemic  
2020 Covid Pandemic% Loss% Loss-28.3%-33.9%
2020 Covid Pandemic% Gain to Breakeven% Gain to Breakeven39.5%51.3%
2020 Covid PandemicTime to BreakevenTime to Breakeven23 days148 days
2018 Correction2018 Correction  
2018 Correction% Loss% Loss-26.8%-19.8%
2018 Correction% Gain to Breakeven% Gain to Breakeven36.6%24.7%
2018 CorrectionTime to BreakevenTime to Breakeven98 days120 days

Compare to NTNX, SNCR, CHOW, ECST, NTSK


In The Past

Five9's stock fell -77.6% during the 2022 Inflation Shock from a high on 8/4/2021. A -77.6% loss requires a 346.2% 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 Five9 (FIVN)

Better Bets than Five9 (FIVN)

Trade Ideas

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

Unique KeyDateTickerCompanyCategoryTrade Strategy6M Fwd Rtn12M Fwd Rtn12M Max DD
ENPH_11302025_Dip_Buyer_High_CFO_Margins_ExInd_DE11302025ENPHEnphase EnergyDip 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
10.4%10.4%-0.9%
PD_11262025_Dip_Buyer_High_FCF_Yield_ExInd_DE_RevG11262025PDPagerDutyDip BuyDB | FCF Yield | Low D/EDip Buy with High Free Cash Flow Yield
Buying dips for companies with significant free cash flow yield (FCF / Market Cap) and reasonable debt / market cap
10.7%10.7%0.0%
CRM_11212025_Dip_Buyer_FCFYield11212025CRMSalesforceDip BuyDB | FCFY OPMDip Buy with High FCF Yield and High Margin
Buying dips for companies with high FCF yield and meaningfully high operating margin
12.2%12.2%-0.1%
HUBS_11212025_Dip_Buyer_High_CFO_Margins_ExInd_DE11212025HUBSHubSpotDip 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
4.2%4.2%0.0%
FIVN_11212025_Dip_Buyer_High_FCF_Yield_ExInd_DE_RevG11212025FIVNFive9Dip BuyDB | FCF Yield | Low D/EDip Buy with High Free Cash Flow Yield
Buying dips for companies with significant free cash flow yield (FCF / Market Cap) and reasonable debt / market cap
13.6%13.6%0.0%
Unique KeyDateTickerCompanyCategoryTrade Strategy6M Fwd Rtn12M Fwd Rtn12M Max DD
ENPH_11302025_Dip_Buyer_High_CFO_Margins_ExInd_DE11302025ENPHEnphase EnergyDip 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
10.4%10.4%-0.9%
PD_11262025_Dip_Buyer_High_FCF_Yield_ExInd_DE_RevG11262025PDPagerDutyDip BuyDB | FCF Yield | Low D/EDip Buy with High Free Cash Flow Yield
Buying dips for companies with significant free cash flow yield (FCF / Market Cap) and reasonable debt / market cap
10.7%10.7%0.0%
CRM_11212025_Dip_Buyer_FCFYield11212025CRMSalesforceDip BuyDB | FCFY OPMDip Buy with High FCF Yield and High Margin
Buying dips for companies with high FCF yield and meaningfully high operating margin
12.2%12.2%-0.1%
HUBS_11212025_Dip_Buyer_High_CFO_Margins_ExInd_DE11212025HUBSHubSpotDip 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
4.2%4.2%0.0%
FIVN_11212025_Dip_Buyer_High_FCF_Yield_ExInd_DE_RevG11212025FIVNFive9Dip BuyDB | FCF Yield | Low D/EDip Buy with High Free Cash Flow Yield
Buying dips for companies with significant free cash flow yield (FCF / Market Cap) and reasonable debt / market cap
13.6%13.6%0.0%

Recent Active Movers

Recent Active Movers

More From Trefis

Peer Comparisons for Five9

Peers to compare with:

Financials

FIVNRNGZMEGHTTWLOCXMMedian
NameFive9 RingCent.Zoom Com.8x8 Twilio Sprinklr  
Mkt Price21.1129.5288.752.15139.227.8625.31
Mkt Cap1.62.724.60.321.31.92.3
Rev LTM1,1272,4864,8067214,8968391,807
Op Inc LTM13941,099151284972
FCF LTM1275162,00139783127322
FCF 3Y Avg953821,6834854584239
CFO LTM1926012,05954840144397
CFO 3Y Avg1494641,79764601103306

Growth & Margins

FIVNRNGZMEGHTTWLOCXMMedian
NameFive9 RingCent.Zoom Com.8x8 Twilio Sprinklr  
Rev Chg LTM12.5%5.5%3.8%0.3%12.8%6.5%6.0%
Rev Chg 3Y Avg14.9%9.2%3.4%0.4%10.4%12.7%9.8%
Rev Chg Q8.2%4.9%4.4%1.7%14.7%9.2%6.6%
QoQ Delta Rev Chg LTM2.0%1.2%1.1%0.4%3.5%2.2%1.6%
Op Mgn LTM1.2%3.8%22.9%2.1%2.6%5.9%3.2%
Op Mgn 3Y Avg-5.6%-3.1%14.8%-0.3%-4.5%4.1%-1.7%
QoQ Delta Op Mgn LTM2.8%1.1%2.4%-0.3%0.9%0.5%1.0%
CFO/Rev LTM17.1%24.2%42.8%7.5%17.2%17.1%17.2%
CFO/Rev 3Y Avg14.7%19.7%38.6%8.8%13.2%13.1%14.0%
FCF/Rev LTM11.3%20.8%41.6%5.4%16.0%15.2%15.6%
FCF/Rev 3Y Avg9.5%16.1%36.1%6.6%11.9%10.6%11.3%

Valuation

FIVNRNGZMEGHTTWLOCXMMedian
NameFive9 RingCent.Zoom Com.8x8 Twilio Sprinklr  
Mkt Cap1.62.724.60.321.31.92.3
P/S1.71.05.10.43.12.32.0
P/EBIT38.827.5-17.3119.7-33.2
P/E60.0193.015.5-49.0228.016.838.4
P/CFO9.74.212.05.418.213.110.9
Total Yield1.7%0.5%6.5%-2.0%0.4%6.0%1.1%
Dividend Yield0.0%0.0%0.0%0.0%0.0%0.0%0.0%
FCF Yield 3Y Avg4.0%14.0%-16.9%4.4%-9.2%
D/E0.40.5-1.30.1-0.5
Net D/E0.10.5-1.1-0.1-0.3

Returns

FIVNRNGZMEGHTTWLOCXMMedian
NameFive9 RingCent.Zoom Com.8x8 Twilio Sprinklr  
1M Rtn12.8%10.2%8.4%15.0%15.8%12.0%12.4%
3M Rtn-18.6%-6.4%2.8%5.4%34.5%-0.1%1.4%
6M Rtn-22.8%8.5%14.5%16.8%19.3%-2.4%11.5%
12M Rtn-50.6%-24.8%4.9%-22.4%26.8%-15.5%-18.9%
3Y Rtn-70.1%-25.1%27.0%-55.9%190.5%-11.1%-18.1%
1M Excs Rtn12.0%9.5%7.7%14.2%15.1%11.2%11.6%
3M Excs Rtn-21.9%-8.7%0.9%-4.1%27.1%-1.9%-3.0%
6M Excs Rtn-35.2%-3.9%2.2%4.5%6.9%-14.7%-0.9%
12M Excs Rtn-61.1%-35.5%-5.2%-29.2%12.1%-24.1%-26.7%
3Y Excs Rtn-137.8%-90.3%-48.0%-120.7%120.4%-78.5%-84.4%

Financials

Segment Financials

Revenue by Segment

$ Mil20242023202220212020
Provides its solution through a Software-as-a-Service (SaaS) business model910779610435328
Total910779610435328


Net Income by Segment
$ Mil20242023202220212020
Provides its solution through a Software-as-a-Service (SaaS) business model-82    
Total-82    


Price Behavior

Short Interest

Short Interest: As Of Date11282025
Short Interest: Shares Quantity8,583,041
Short Interest: % Change Since 11152025-1.3%
Average Daily Volume1,954,947
Days-to-Cover Short Interest4.39
Basic Shares Quantity77,528,000
Short % of Basic Shares11.1%

Earnings Returns History

Expand for More

 Forward Returns
Earnings Date1D Returns5D Returns21D Returns
11/6/2025-7.9%-5.0%-0.1%
7/31/2025-6.0%-2.1%4.2%
5/1/2025-1.0%5.1%4.7%
2/20/20251.0%-12.2%-27.7%
11/7/202412.2%18.7%26.8%
8/8/2024-26.5%-21.2%-34.6%
5/2/20242.0%-5.6%-17.7%
2/21/2024-13.4%-14.6%-12.9%
...
SUMMARY STATS   
# Positive997
# Negative9911
Median Positive6.9%8.3%4.7%
Median Negative-7.9%-12.2%-11.3%
Max Positive14.5%18.7%51.4%
Max Negative-26.5%-21.2%-34.6%

SEC Filings

Expand for More

Report DateFiling DateFiling
93020251106202510-Q 9/30/2025
6302025731202510-Q 6/30/2025
3312025501202510-Q 3/31/2025
12312024221202510-K 12/31/2024
93020241107202410-Q 9/30/2024
6302024808202410-Q 6/30/2024
3312024502202410-Q 3/31/2024
12312023222202410-K 12/31/2023
93020231102202310-Q 9/30/2023
6302023807202310-Q 6/30/2023
3312023504202310-Q 3/31/2023
12312022224202310-K 12/31/2022
93020221107202210-Q 9/30/2022
6302022728202210-Q 6/30/2022
3312022428202210-Q 3/31/2022
12312021228202210-K 12/31/2021

Insider Activity

Expand for More

 OwnerTitleFiling DateActionPriceSharesTransacted
Value
Value of
Held Shares
Form
0Dignan AndyPresident11042025Sell24.3570017,0455,260,209Form