Orin
CATNYSE·Agricultural - Machinery

Caterpillar Inc. CAT

Market cap $374.4BP/E 34.8× trailingGross margin 33.9%Reports Wed 4 Nov, before the open
$812.02
+4.01 (+0.50%)Wed close 16:00 ET
52-wk $459.58 – $1073.46
Watch
Orin's take
0.62conviction · moderate
Refreshed 21 Aug · take v9. A new filing or a print queues the next refresh.

Caterpillar's pullback to $816 from recent highs has brought its P/E of 35.0 to a 12.7% discount versus the peer median of 40.1, and smart money scores have improved meaningfully to 0.6767 as of the quarter ended 2026-06-30 from 0.2123 at year-end 2025. However, FY2025 fundamentals show real deterioration: operating margin compressed to 16.6% from 20.2% and EPS fell 14.6% to $18.83, even as revenue grew 4.3% to $67.6B.

The AI data-center power generation narrative is a genuine tailwind and technicals are oversold (RSI 39.8), but the combination of declining margins, $43.3B in total debt against $21.3B equity, and net insider selling of $244M over 24 months keeps the risk-reward balanced rather than compelling.

What could go wrong

  • Margin compression persists. FY2025 operating margin fell to 16.6% from 20.2% in FY2024 and gross margin dropped to 32.3% from 36.0%, suggesting cost pressures or mix headwinds that could worsen if end markets cool.
  • Elevated leverage. Total debt of $43.3B against stockholders' equity of $21.3B as of FY2025 limits financial flexibility, particularly in a cyclical downturn.
  • Insider selling. Over the trailing 24 months, insiders net sold approximately 139,745 shares worth $244M, with no cluster buying detected; recent transactions are only small phantom stock unit accruals.
  • Cyclical peak risk. Stock is up 113% in 12 months per news coverage, trading above the 200-day MA of $759 but well below the 50-day MA of $908, suggesting momentum has rolled over despite the long-term uptrend.

What would change my mind

Margin recovery in upcoming quarterly results. Q3 2026 operating margin reclaims 18%+ with revenue growth accelerating, confirming the data-center demand inflection is flowing through to profitability.bullish
Smart money continues to strengthen. Q3 2026 13F composite (available ~November) shows smart money score above 0.75 with fund count increasing beyond 68.bullish
Further margin deterioration. Q3 2026 operating margin falls below 16% or backlog declines, signaling the data-center tailwind is insufficient to offset cyclical weakness in construction or mining.bearish
Stock breaks below 200-day MA. Price closes below $759 (200-day MA) on volume, confirming the trend reversal and invalidating the long-term technical support.bearish

Where this comes from: peer_relative (as of latest data) · smart_money points · derived_metrics FY2025 vs FY2024 · derived_metrics FY2025 revenue_growth_yoy. Orin's read on CAT; not advice.

Twelve months actual closes to 2026-09-23 · 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
State Street$36.6B1.1% of fund
Vanguard Capital Management$32.0B0.7% of fund
Vanguard Portfolio Management$12.8B0.6% of fund
Geode Capital Management$11.9B0.6% of fund
Morgan Stanley$8.0B0.4% of fund
Jpmorgan Chase &$7.6B0.4% of fund

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

Insiders, last 24 months: 310 Form 4 filings, net −$280.1M. Of the 50 on hand, 0 were open-market purchases and 18 sales— the rest are grants, option exercises and tax withholding.

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Where it trades

vs its own 5y · Industrials
MetricNowOwn medianSector
P/E34.8×17.3×44.5×
EV/EBITDA23.7×13.0×
P/S5.01×2.25×
P/B19.3×8.0×

Its P/E sits above all 5 of the last 5 years (+2.79σ from its own mean).

What the price assumes

20.3%

free-cash-flow growth every year for 10 years, discounted at 10%, is what today’s price implies — starting from $7.5B of trailing free cash flow. It is an assumption the market is making, not a forecast Orin is making.

What Wall Street published

56 firms · 2026-09-23
Consensus target

$986

$882$1155 · +21% against today's price

How they rate it
  • 31 buy or overweight
  • 21 hold
  • 4 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 35.6× of 6 peers
CompanyMarket capP/EEV/EBITDAGrossNetROE
CATCaterpillar Inc.$374B34.8×23.7×33.9%14.5%54%
DEDeere & Company$192B39.3×22.2×35.7%10.2%18%
ETNEaton Corporation plc$170B44.5×29.6×35.9%12.8%20%
GEGE Aerospace$332B37.5×28.0×35.4%17.7%49%
PCARPACCAR Inc$59B23.5×19.1×14.9%9.2%13%
PHParker-Hannifin Corporation$122B33.6×22.5×37.7%17.0%25%
RTXRTX Corporation$259B33.4×18.0×20.3%8.3%12%

The median is of the 6 peers listed above and nothing else — check it against the column. This company trades 2.2% below 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 15.3×FY25 30.3×

What its sector has traded at

Industrials
FY14 173.5×FY26 32.7×

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$195$860.66 · −77%2026-06-10
Levered DCF$213$860.66 · −75%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 $812.02
52-week range$460 – $1073
Analyst targets$882 – $1155
Standard DCF$195 as of 2026-06-10, when it was $860.66
Levered DCF$213 as of 2026-06-10, when it was $860.66
At own 5y-median P/E (17×)$405
At 5y P/E range (15–30×)$341 – $703
At sector P/E (45×)$1039

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.