Strativest CapitalSTRATIVEST RESEARCH
Independent research · Est. October 2026
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Stock X-Ray · Technology · S&P 500 Full Coverage — Phase 1

Twilio (TWLO)

X-Ray dated Oct 28, 2026 · Share price as of Oct 28, 2026 intraday, when the valuation snapshot was captured · Financials from SEC filings (EDGAR) · Valuation multiples from a labelled secondary source
The verdict — valuation label: UNDERVALUED

Forward P/E 41.38x is 0.80x the peer median of 51.90x, a 20% discount, while latest-quarter revenue grew +22.0% year over year (PRIMARY/EDGAR) — growth is delivered, not collapsing, which meets the undervalued test. The caveats are real: PEG is 2.14, and forward P/E 41.38x sits above trailing P/E 35.38x, meaning forward earnings are expected to dip before they grow, and the peer median is lifted by very high-multiple security-software names. Delivered demand check: the cluster median grew +24.8% year over year — demand rising, in line with Twilio's own growth.

41.4×
Forward P/E — price vs next year’s expected earnings (secondary source)
51.9×
Peer median forward P/E — closest comparable companies
35.4×
Trailing P/E — price vs the last twelve months of earnings
7.0×
Price / sales

What would change this label: Moves down toward FAIRLY PRICED if the forward P/E re-rates above about 46.7x (0.90x the peer median) without earnings delivery, or if revenue growth slows below +10% year over year. The UNDERVALUED case firms up if forward earnings estimates start rising — forward P/E falling below trailing P/E — while revenue growth holds above +20%.

In simple words

Twilio provides the messaging and calling tools apps use to reach customers, and sales grew about 22%. Its shares cost about 41 times next year's expected profit — expensive on its own, but about 20% cheaper than similar software companies at about 52 times, which is why it screens as undervalued relative to its group.

Words we use, in plain English: P/E ratio — the share price divided by earnings per share; how many dollars you pay for one dollar of yearly profit. Forward P/E — the same, using next year’s expected earnings. Free cash flow — cash a company has left after running the business and buying equipment. TTM — the last twelve months. Drawdown — the worst fall from a peak to the low after it.
Figure 1 — The share price vs the market — six years
Twilio (TWLO)S&P 500 (SPY)
0591181772362021202220232024202520262020-09-012026-10-27

Both lines start at 100 on 2020-09-01. Over the full window Twilio returned -6.84% and the S&P 500 +118.28% (price returns; dividends not reinvested). Worst peak-to-trough fall for Twilio: -90.4% (2021-02-18 to 2022-11-04). Source: Nasdaq official daily history.

What the label rests on

Forward P/E 41.38x is 0.80x the peer median of 51.90x, a 20% discount, while latest-quarter revenue grew +22.0% year over year (PRIMARY/EDGAR) — growth is delivered, not collapsing, which meets the undervalued test. The caveats are real: PEG is 2.14, and forward P/E 41.38x sits above trailing P/E 35.38x, meaning forward earnings are expected to dip before they grow, and the peer median is lifted by very high-multiple security-software names. Delivered demand check: the cluster median grew +24.8% year over year — demand rising, in line with Twilio's own growth. The company’s forward P/E is 41.4× against a peer median of 51.9×. Its own history: UNVERIFIED — no sourced range available. Sector demand read: Delivered demand check: the Systems software group's median latest-quarter revenue growth was 24.8% year over year (SEC filings) — demand rising. Latest-quarter sales growth was +22.0% versus a year earlier (SEC filings).

Table 1
CompanyPrice (Oct 28, 2026)Forward P/ETrailing P/E
Twilio (TWLO)$255.9541.4×35.4×
GEN$24.088.0×14.1×
FTNT$182.5051.9×64.5×
NOW$153.7033.9×96.0×
CRWD$269.00190.4×7297.1×
PANW$398.0095.3×995.0×
Peer median51.9×

Multiples: stockanalysis.com (SECONDARY, S&P Global data), fetched Oct 28, 2026. Peer set chosen by sector; the median is the middle value of the set. The label and its numbers were recorded in the programme’s label registry on Oct 28, 2026 and will be scored at 6 and 12 months.

Sales, profit and cash

Figure 2 — Sales each quarter, and the gross margin
SalesGross margin (right axis)
$0B$1B$1B$2B0%31%62%Sep 2020Sep 2021Sep 2022Sep 2023Sep 2024Sep 2025Jun 2026

Gross margin = gross profit divided by sales, from SEC filings.

Figure 3 — Cash left over each quarter (free cash flow)
PositiveNegative
$-0B$0B$0BSep 2020Sep 2021Sep 2022Sep 2023Sep 2024Sep 2025Jun 2026

Free cash flow = cash from operations minus spending on plant and equipment, both from the company’s SEC cash-flow statement. Gaps are quarters where that spending line is not separately tagged in the filings — shown as gaps, never estimated.

Table 2
QuarterSalesGross marginNet incomeEPS (GAAP, diluted)Free cash flow
Q/E Jun 2026
2026-06-30
$1.5B48.4%$1.1B6.68—
Q/E Mar 2026
2026-03-31
$1.4B48.6%$90M0.57—
Q/E Dec 2025
2025-12-31
$1.4B48.5%$-46M——
Q/E Sep 2025
2025-09-30
$1.3B48.6%$37M0.23—
Q/E Jun 2025
2025-06-30
$1.2B49.1%$22M0.14—
Q/E Mar 2025
2025-03-31
$1.2B49.6%$20M0.12—
Q/E Dec 2024
2024-12-31
$1.2B50.2%$-12M——
Q/E Sep 2024
2024-09-30
$1.1B51.0%$-10M-0.06—
Q/E Jun 2024
2024-06-30
$1.1B51.4%$-32M-0.19—
Q/E Mar 2024
2024-03-31
$1.0B52.0%$-55M-0.31—
Q/E Dec 2023
2023-12-31
$1.1B49.4%$-365M——
Q/E Sep 2023
2023-09-30
$1.0B50.0%$-142M-0.78—

The last twelve reported quarters. Full 24-quarter history sits in the data pack behind this page. A dash means the figure is not tagged as a standalone quarter in the company’s SEC facts (the usual case is the fourth quarter, which many companies only report inside the full-year filing) — it is missing, not zero.

Earnings: getting better or worse?

Each box is one quarter’s earnings per share (EPS). Green means EPS was higher than the same quarter a year earlier; red means lower; a dash means the figure is not tagged in the filings.

Sep 2022
-2.63
Dec 2022
—
Mar 2023
-1.84
Jun 2023
-0.91
Sep 2023
-0.78
Dec 2023
—
Mar 2024
-0.31
Jun 2024
-0.19
Sep 2024
-0.06
Dec 2024
—
Mar 2025
0.12
Jun 2025
0.14
Sep 2025
0.23
Dec 2025
—
Mar 2026
0.57
Jun 2026
6.68

Basis: GAAP diluted EPS from SEC company facts, compared with the same quarter a year earlier.

Key facts

Table 3
ItemValue
Company (legal name in filings)TWILIO INC
Chief executiveKhozema Shipchandler (source: https://www.insidertrades.com/alerts/nyse-twlo-insider-buying-and-selling-2026-10-08/)
SectorTechnology — Systems Software — sells cloud communications APIs for messaging, voice and customer engagement
Share price (Oct 28, 2026)$255.95
Market value (market cap)$39.1B — share price times shares outstanding of 153,575,220 (SEC filings; SEC EDGAR dei EntityCommonStockSharesOutstanding (latest))
Sales, last twelve months$5.6B
Net income, last twelve months$1.1B
Free cash flow, last twelve months—
Latest reported quarterQ/E Jun 2026 (of 24 quarters in the data pack)
Six-year price return vs S&P 500-6.84% vs +118.28%
Worst peak-to-trough fall-90.4% (2021-02-18 to 2022-11-04)

What we could not verify

  • TTM GAAP diluted EPS could not be summed from company facts because at least one of the last four quarters (typically Q4) has no standalone tagged EPS; trailing P/E is therefore taken from the labelled secondary source in valuation_label.md.
  • Free cash flow is absent for one or more quarters: either the filer does not separately tag PP&E purchases in its EDGAR cash-flow facts (common for banks), or — for a successor registrant's newest quarter — the cash-flow lines are year-to-date without the prior-quarter rung needed to difference them. Affected quarters are null in the data, never estimated.
  • Own-history P/E range not yet compiled for this company in the Phase 1 batch run; the label rests on peer-median, growth and PEG evidence.
  • Guidance record (each quarter scored against the guidance the company gave the quarter before) is not yet compiled for this company — it is a Phase 2 layer. The earnings strip below therefore uses reported EPS versus a year earlier, which is fully sourced from filings.

The IT factor — the most exciting thing the market is overlooking — is not assessed on an X-Ray page. It belongs to the Deep Dive (Phase 2), where it gets the evidence standard it needs. Leadership-era scoring (the six years split by chief executive) is likewise a Phase 2 layer; this page names the current chief executive only, from a sourced profile.

Sources

  • SEC EDGAR submissions — Filing index; company legal name. https://data.sec.gov/submissions/CIK0001447669.json
  • SEC EDGAR company facts — Quarterly financial spine: revenue, gross profit, net income, GAAP diluted EPS, operating cash flow, PP&E capex, buybacks, dividends, diluted shares. https://data.sec.gov/api/xbrl/companyfacts/CIK0001447669.json
  • Nasdaq official daily history — Daily closes for the company; SPY (assetclass=etf) saved as raw/nasdaq_spy_raw.json over identical dates. https://api.nasdaq.com/api/quote/TWLO/historical?assetclass=stocks
  • Valuation multiples and peer figures — stockanalysis.com (SECONDARY, S&P Global data), fetched Oct 28, 2026; see valuation_label.md in the data pack.

Conventions: earliest-filed value per period, as first reported; cash-flow years-to-date differenced quarter by quarter; EPS never differenced; free cash flow = operating cash flow minus plant-and-equipment spending. This page is a dated snapshot — updates are new versions, never silent edits.

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