Chip Street Capital Research · Equity research report

Twilio Inc. (NYSE: TWLO)

A better business than a year ago, priced as if the improvement runs for a decade.

14 October 2026 · Analyst: Navansh Kumar Talwar · Basis: Q2 2026 Form 10-Q and company releases

Last price$253.72Delayed quote
Street target (avg)$268.39Consensus, 30 analysts
Upside to target+5.8%From the last price
Target range$165 to $335Lowest to highest target
Analyst ratings25 of 30 Buy3 hold, 2 sell
Target multiple39.5x2027E adjusted EPS
Economic moatNarrowSwitching costs
UncertaintyHighUsage based revenue

Price targets and estimates are Street consensus from Koyfin, 14 October 2026, not our own estimate. Upside updates with the delayed price. Section 07 tests the targets with a discounted cash flow.

01 / Analyst note

The strongest quarter in years, with two numbers that need adjusting.

Second quarter revenue rose 22% to $1,499.1M. Part of that is not growth Twilio earns: $71.1M came from incremental U.S. carrier messaging fees that Twilio passes through at cost. Excluding them, revenue grew about 16%, close to the 17% organic rate management reports. Existing customers are spending more, with dollar based net expansion at 116% against 108% a year ago, and new accounts added $75.7M of revenue.

Profitability improved where it matters. Non-GAAP operating income reached $284.6M (a 19% margin) and free cash flow $352.6M (24%), while sales and marketing spend fell 2%. Reported net income of $1.07B is not a run rate: it includes a $944.1M one off tax benefit from releasing a valuation allowance, and operating income absorbed a $32.8M write off of prepaid network services at two struggling network providers.

Management raised 2026 guidance to 13% to 13.5% organic growth and $1.135B to $1.155B of free cash flow, and the stock has more than doubled over the past year. The Street's average price target is $268.39, from 30 analysts, 25 of them rating it a buy. Our revenue forecast is within half a percent of consensus through 2028; our DCF check shows the target needs a low discount rate. Third quarter results are due 29 October 2026.

02 / Business description

Communications infrastructure, sold by usage.

Twilio sells programmable communications: APIs that developers embed in their own applications to send messages, place voice calls, and deliver email and video, plus software built on top of them for contact centers, marketing campaigns, and user authentication. Customer data and AI orchestration tie these channels together. Most revenue is usage based, so it follows customers' own volumes and consumer activity, with a seasonal peak in the fourth quarter.

The company reports one segment. No customer organization accounted for more than 10% of revenue in the first half of 2026, and revenue was $5.07B in 2025.

03 / Business strategy and outlook

From growth at any cost to profitable growth.

Management's plan is durable, profitable growth: new products and AI driven orchestration, more partner and reseller distribution, self service, cross selling, and international expansion, paired with automation and infrastructure savings. The first half of 2026 shows the plan working: GAAP operating income of $192.2M against $60.1M a year earlier.

Our base case has growth slowing from the 2026 guide of about 18% reported to 12% in 2027 and 9% by 2030, with free cash flow margin rising from 19.1% to 23.5%. That is a good outcome for the business. The question for the stock is how much of it the price already assumes.

04 / Bulls say, bears say

The debate in six points.

Bulls say

  • Customers are expanding again: net expansion of 116%, up from 108%, and new accounts added $75.7M of quarterly revenue.
  • Operating leverage is real: sales and marketing fell 2% while revenue rose 22%, lifting free cash flow margin to 24%.
  • The balance sheet is strong: $2.66B of cash and securities against $1.0B of debt, and $1.2B already returned through buybacks.

Bears say

  • Stock based pay is heavy: $278M in the first half, about 9.6% of revenue. After it, free cash flow is roughly half the headline.
  • Gross margin keeps slipping as carrier fees and messaging mix weigh: 51.1% in 2024, 48.9% in 2025, 48.4% in Q2 2026.
  • Usage based revenue moves with consumer activity, and carriers set the fees Twilio must pass through.

05 / Economic moat

Narrow: switching costs, not pricing power.

Twilio's advantage is that its APIs sit inside customers' production applications, login flows, and contact centers. Replacing them means rewriting code, re-registering messaging campaigns with carriers, and risking outages, which keeps customers in place and supports net expansion above 100%. A broad customer base with no customer above 10% of revenue adds resilience.

We stop at narrow. Core messaging is close to a commodity, carriers control a large part of the cost base, and GAAP operating margin reached only 6% in Q2 2026. Goodwill of $5.29B on $10.84B of total assets is a reminder that past acquisitions have not yet earned their cost.

06 / Price target: Street consensus

$268.39 average target, −3.2% from the 14 October price.

The headline target is the Street consensus from Koyfin, 14 October 2026, not our own estimate. Most analysts set a 12 month target by applying a price to earnings multiple to forward adjusted EPS, so the table shows the multiple each target implies. Our revenue forecast is within half a percent of consensus.

Street targetPrice targetvs $277.38P/E 2026EP/E 2027EP/E 2028E
Low$165−40.5%27.8x24.3x21.2x
Average$268.39−3.2%45.3x39.5x34.5x
High$335+20.8%56.5x49.3x43.1x
Price today$277.3846.8x40.8x35.7x
Consensus vs our modelFY2025AFY2026EFY2027EFY2028E
Revenue, Street ($M)$5,070$6,000$6,690$7,420
Revenue, our model ($M)$5,067$5,992$6,711$7,449
Differencen/a-0.1%0.3%0.4%
Adjusted EBITDA, Street ($M)$1,120$1,250$1,480$1,730
Adjusted EPS, Street$4.89$5.93$6.80$7.77
GAAP EPS, Street$0.21$8.60$3.52$5.00

GAAP EPS for 2026 includes the one off $944.1M tax benefit, which is why it is higher than 2027.

Price, 14 Oct 2026$277.38
Analyst ratings (30)6 strong buy, 19 buy, 3 hold, 1 sell, 1 strong sell
Forward P/E45.0x
Street average price target$268.39

The average target sits −3.2% from the 14 October price, so the Street sees the stock as roughly fully priced after its run. Targets run from $165 to $335.

07 / DCF check

The average target needs a 7.7% discount rate, Street style.

A discounted cash flow on owner free cash flow: company defined free cash flow minus stock based compensation. 2026 follows company guidance; 2027 to 2030 are our assumptions. Cash flows are discounted at a 10.0% cost of capital with 3.0% terminal growth.

$M2026 guide2027E2028E2029E2030E
Revenue$5,992$6,711$7,449$8,194$8,932
Growth18.3%12.0%11.0%10.0%9.0%
Free cash flow$1,145$1,376$1,602$1,844$2,099
FCF margin19.1%20.5%21.5%22.5%23.5%
Stock based pay−$557−$570−$596−$615−$625
Owner free cash flow$588$805$1,006$1,229$1,474
Present value of 2026 to 2030 cash flows$3,969M
Present value of terminal value$15,226M
Net cash (cash and securities less $1.0B notes)$1,656M
Equity method investment, at book$251M
Diluted shares159.7M
DCF value per share at 10%$132
How costs are treatedDiscount rate that gives $268.39
Street style: company defined free cash flow, stock pay not deducted7.7%
Stock pay deducted (owner free cash flow)6.3%

A 10% discount rate, more typical for a company like Twilio, gives $132 per share on owner free cash flow. Reverse DCF at $277.38: holding our forecast and 10%, the price needs owner free cash flow to grow 7.1% a year forever after 2030 (5.7% on company defined free cash flow).

Treating stock pay as free, as company defined free cash flow does, lifts the base case to $187. We deduct it because shareholders bear it through dilution, and the buyback program spends cash partly to offset it. At the current price the market values Twilio at 33x 2026 free cash flow and 63x owner free cash flow.

Cost of capital ↓ / terminal growth →2.0%2.5%3.0%3.5%4.0%
9.0%$135$143$152$163$177
9.5%$127$134$141$151$162
10.0%$119$125$132$140$149
10.5%$113$118$124$131$138
11.0%$107$112$117$123$129

08 / Risk and uncertainty

High uncertainty: most of the value sits beyond 2030.

79% of our base case value comes from the terminal value, so small changes in long run growth or margin move the DCF value a lot. The scenarios change growth, margin, stock pay, and the discount rate together.

DCF bear case

$71 per share

Growth fades to 5% by 2030, free cash flow margin stays at 19%, and stock pay holds at 9% of revenue. Cost of capital 10.5%, terminal growth 2.5%.

DCF base case

$132 per share

Growth slows from 12% in 2027 to 9% in 2030, margin rises to 23.5%, and stock pay falls to 7% of revenue. Cost of capital 10.0%, terminal growth 3.0%.

DCF bull case

$197 per share

AI driven products keep growth at 12% or more through 2030, margin reaches 26%, and stock pay falls to 6%. Cost of capital 9.5%, terminal growth 3.5%.

Carrier feesU.S. carriers keep raising A2P messaging fees. Twilio passes them through, which protects gross profit but lowers gross margin and makes revenue growth look better than it is.
Network partnersThe $32.8M write off of prepaid services at two network providers shows Twilio depends on partners it does not control.
Usage and macroUsage based revenue reacts faster than subscriptions to consumer spending and economic conditions.
AI disruptionAI agents could raise demand for programmable communications, or let customers route around traditional messaging and voice.
Equity investmentTwilio's share of losses from its equity method investment was $51.6M in the first half of 2026.

09 / Capital allocation

Standard: a sound balance sheet, with buybacks offsetting stock pay.

Twilio holds $2.66B of cash and short term securities against $1.0B of senior notes (3.625% due 2029 and 3.875% due 2031), leaving $1.66B of net cash. Under the $2.0B repurchase program authorized in January 2025 it has bought back $1.2B of stock, with $826.0M remaining through 2027; it repurchased 2.6M shares for $319.4M in the first half of 2026.

Against that, stock based compensation was $278M in the same six months, so much of the buyback spend goes to holding the share count steady rather than shrinking it: diluted shares were 159.7M in Q2 2026, the same as a year earlier. No dividend is paid. We rate allocation standard: disciplined on debt and cash, but not yet reducing dilution.

10 / Financial summary

Reported figures.

$MFY2024FY2025H1 2026Q2 2026FY2026 guide
Revenue$4,458.0$5,067.2$2,906.0$1,499.1+18% to 18.5%
Gross margin51.1%48.9%48.5%48.4%n/a
GAAP operating income−$53.7$157.8$192.2$84.5n/a
Non-GAAP operating incomen/a$924.0n/a$284.6$1,135 to $1,155
Free cash flow$657.5$945.4$485.0$352.6$1,135 to $1,155
Stock based compensationn/an/a$278.4$141.9n/a
Owner free cash flown/an/a$206.6$210.7n/a

n/a where the figure was not available from the sources used. Free cash flow is operating cash flow less capitalized software and purchases of long lived assets, as Twilio defines it.