Orin
AKAMNasdaq·Software - Infrastructure

Akamai Technologies, Inc. AKAM

Market cap $17.2BP/E 38.9× trailingGross margin 56.4%Reports Thu 5 Nov, after the close
$118.40
+7.99 (+7.24%)live 11:20 ET
52-wk $70.82 – $165.45
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Orin's take
0.62conviction · moderate
Refreshed 25 Aug · take v8. A new filing or a print queues the next refresh.

Akamai's strategic pivot toward cloud infrastructure is showing genuine traction — Cloud Infrastructure Services revenue grew 39% YoY to $99M in Q2 2026 — but the profitability and balance sheet deterioration remain unresolved. FY2025 EPS fell to $3.07 (down from $3.93 in FY2021), gross margin compressed to 54.7% from 63.3% over the same period, and total debt more than doubled to $6.9B to fund the buildout.

At a P/E of 37.2x — a 52% premium to the peer median of 24.4x — the stock still prices in a margin recovery that the heavy capex cycle ($819.5M in FY2025) has not yet delivered, and insiders remain net sellers at -$33.7M over 24 months. The stock's 22% three-month decline and RSI near 37 suggest near-term oversold conditions, but until CIS scale translates into stabilized operating margins, the risk/reward at this multiple is balanced rather than compelling.

What could go wrong

  • Margin compression persists. Gross margin has declined every year from 63.3% in FY2021 to 54.7% in FY2025, and operating margin fell from 22.6% to 14.9%, suggesting the cloud infrastructure buildout is diluting profitability faster than it is accreting.
  • Leverage risk. Total debt surged from $2.86B in FY2021 to $6.91B in FY2025 while FCF declined from $859M to $699M, raising concerns about debt service capacity if the pivot does not accelerate.
  • Insider selling. Insiders have been net sellers with net value of -$33.7M over 24 months, including recent sales by the EVP of Global Sales and CTO at prices above the current $105.74 close.
  • Delivery segment weakness. News reports highlight ongoing Delivery weakness that offsets CIS growth, creating a mixed top-line profile despite the 5.4% FY2025 revenue growth.

What would change my mind

Operating margin stabilization. Quarterly operating margin stops declining and shows sequential improvement toward 15%+bullish
CIS segment acceleration. Cloud Infrastructure Services revenue growth accelerates above 40% YoY and approaches a larger share of total revenuebullish
Debt or FCF deterioration. Total debt exceeds $7.5B or FCF falls below $600M on a trailing basisbearish
Gross margin breaks below 53%. Gross margin compression accelerates, indicating the cloud buildout is structurally eroding unit economicsbearish

Where this comes from: Zacks news article, 2026-08-24 · FMP annual fundamentals · derived_metrics · FMP annual fundamentals. Orin's read on AKAM; not advice.

Twelve months actual closes to 2026-09-24 · actual filings

Sept 25Nov 25Jan 26Mar 26May 26Jul 26

50-day average 200-day average · volume below

Largest holders · 13F Q2 2026

Money flow
FilerPositionOf fund
Capital World Investors$1.3B0.2% of fund
Vanguard Capital Management$1.1B0.0% of fund
Vanguard Portfolio Management$857.9M0.0% of fund
State Street$682.6M0.0% of fund
Geode Capital Management$501.5M0.0% of fund
Invesco$462.6M0.0% of fund

97 filers · quarter ended Q2 2026 · positions, not flows

Insiders, last 24 months: 265 Form 4 filings, net −$34.0M. Of the 50 on hand, 0 were open-market purchases and 14 sales— the rest are grants, option exercises and tax withholding.

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Where it trades

vs its own 5y · Technology
MetricNowOwn medianSector
P/E38.9×28.7×53.3×
EV/EBITDA18.6×14.7×—
P/S3.71×3.71×—
P/B3.4×3.1×—

Its P/E sits above all 5 of the last 5 years (+4.20σ from its own mean).

What the price assumes

9.6%

free-cash-flow growth every year for 10 years, discounted at 10%, is what today’s price implies — starting from $0.7B of trailing free cash flow. It is an assumption the market is making, not a forecast Orin is making.

What Wall Street published

52 firms · 2026-09-24
Consensus target

$160

$123 – $195 · +35% against today's price

How they rate it
  • 26 buy or overweight
  • 25 hold
  • 1 underweight or sell

The analysts’ consensus and their own ratings, not Orin’s. A target is a twelve-month opinion published by the firm that wrote it.

Against the companies it is compared to

median P/E 21.2× of 1 peers
CompanyMarket capP/EEV/EBITDAGrossNetROE
AKAMAkamai Technologies, Inc.$16B38.9×18.6×56.4%9.5%8%
JKHYJack Henry & Associates, Inc.$10B21.2×12.2×43.6%19.8%23%

The median is of the 1 peers listed above and nothing else — check it against the column. This company trades 83.7% above it. The peer set is the vendor’s, so a company can appear here that a person would not have chosen.

What it has traded at

P/E by fiscal year
FY14 33.7×FY25 28.1×

What its sector has traded at

Technology
FY14 9.0×FY26 48.0×

Two scales, drawn separately on purpose: a sector median and one company’s multiple are not the same number and putting them on one axis invites a comparison neither series supports.

Discounted cash flow

not recomputed since
ModelFair valueAgainstComputed
Standard DCF$153$132.73 · +16%2026-06-10
Levered DCF$251$132.73 · +89%2026-06-10

The vendor’s intrinsic-value models. Treat them as a low-growth anchor — for a fast grower the market routinely pays well above a DCF. These were computed against the price in the “against” column, not today’s.

Every estimate on one scale

price $118.40
52-week range$71 – $165
Analyst targets$123 – $195
Standard DCF$153 as of 2026-06-10, when it was $132.73
Levered DCF$251 as of 2026-06-10, when it was $132.73
At own 5y-median P/E (29×)$81
At 5y P/E range (26–33×)$73 – $94
At sector P/E (53×)$151

The vertical rule is the current price. Ranges and point estimates are the backend’s, published as they were calculated; an arrow means the estimate sits beyond this scale, and its number is on the right.