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Paulo Macro — The Most Convex Trade of My Career

"Oh no, not another energy note..." The most convex opportunity of a 25-year career: crude set up for a dramatic upside move as historic, visible-yet-ignored inventory draws turn into outright US shortages.
2026-MAY-31 · PauloMacro (Substack, PAID) · written post · ↗ Read original · transcript · actionable insights
One-line take: An oil thesis (pre-dating the Iran drama) that historic US inventory draws are inevitable AND now imminent — US gasoline shortage risk in PADD1 by end-June, Cushing tank-bottoms ~June 30, commercial crude below 400mmbbls even if Hormuz opens — with "a +15-20% day in oil not far off." Expressed via Brent calls: his largest position by a wide margin is now BNO (Jul-26→Jan-27 strikes, for roll yield in backwardation). The setup is sharpened by positioning: degrossed physical traders flipping futures into options leaves market makers short calls (delta/vanna squeeze risk in an illiquid market), speculative net-long near 2023-24 lows, and a crowded retail short via SCO (2× inverse WTI) — contrarian fuel.

1. Stocks & names mentioned

TickerNameResearchViewWhat's saidSource
BNOUnited States Brent Oil FundQT · SA · STKPositiveHis largest position by a wide margin, primarily via calls across Jul-26→Jan-27 strikes (bought aggressively as recently as Friday) to collect roll yield in Brent's backwardation. +78% YTD; the cleanest expression of the inventory-draw thesis.post ↗
USOUnited States Oil Fund (WTI)QT · SA · STKPositiveThe WTI bull vehicle, +87% YTD (-15% from its May-19 high). Assets $1.7bn, down from $2.8bn on Mar 12 (-40%, ~$900mn of it outflows since Mar 31) — capitulation flows into a bullish setup.post ↗
SCOProShares UltraShort Bloomberg Crude Oil (-2× WTI)QT · SA · STKNegativeThe "broken" 2× inverse-WTI product retail keeps crowding into: assets exploded from $100mn at the war's onset to ~$1.5bn (~$1.6bn of inflows since the Mar-1 start) while -65% YTD / -53% since the war — a contrarian bullish-oil tell, not something to own.post ↗
XOMExxon MobilQT · SA · STK · FANeutralCited as evidence, not a stance: a producer/merchant "commercial" — Exxon's Bernstein-conference comments are offered as proof that physical players are buying what Wall Street "synthetics" sell, mirroring the CoT shift to commercials net long.post ↗
CVXChevronQT · SA · STK · FANeutralCited as evidence, not a stance: the Chevron CEO's Bloomberg comments are offered alongside Exxon's as the producer/merchant "commercials buying like crazy" tell behind the CoT shift.post ↗

This is an oil macro thesis expressed via ETFs/futures. BNO (Brent) is the headline trade — his largest position, via calls. USO (WTI) is the long vehicle; SCO (-2× WTI) is the crowded retail short he reads as contrarian-bullish. XOM / CVX are referenced only as producer/merchant "commercials" buying what synthetics sell (Neutral). Futures (RBOB, HO, WTI, Brent) and research/data shops (HFI Research, Energy Aspects, Sparta, Kayrros, Morgan Stanley) and people (Le Shrub, June Goh) are discussed in the talking points, not tabled.

2. Talking points

The most convex trade of a 25-year career

Inventory draws are visible yet ignored

Destocking masquerading as demand destruction

The sequence matters — gasoline first, then crude

Shrub's Razor + expected Trump gasoline export controls

Bringing it home — inevitable AND imminent

Positioning — futures→options leaves dealers short calls

The ETF flows — capitulation long, crowded short

The CoT shift — commercials buy what synthetics sell

Iran doesn't actually matter

The trade — BNO calls

3. In plain English

A jargon-free summary of why each name appears — what it is and why that view. (Plain-language companion to the table above; renders on each ticker's consolidated page.)

BNO — United States Brent Oil Fund Positive

BNO is an ETF that tracks the price of Brent crude (the global oil benchmark) through oil futures. It is Paulo's single biggest bet — and he's making it mostly with call options, contracts that pay off if oil rises above a set price by a set date (here, expiries running from July 2026 out to January 2027). Calls give convexity: limited money at risk for an outsized payoff if oil spikes the way he expects.

Two extra tailwinds. First, roll yield in backwardation: when near-dated oil futures cost more than far-dated ones (a "backwardated" market, typical when supply is tight), a fund like BNO that keeps selling expiring contracts and buying cheaper later ones earns a small positive carry each month — the structure pays you to wait. Second, the squeeze setup: because nervous traders have moved from futures into options, the dealers on the other side are short calls in a thin market; if oil climbs they may be forced to buy futures to hedge, pushing it higher still — exactly the kind of self-reinforcing move calls are built to capture.

USO — United States Oil Fund (WTI) Positive

USO is the best-known ETF for betting on the US oil price (WTI). Paulo's bullish case is the same as for Brent — he expects US oil inventories to fall to outright-shortage levels within weeks. The interesting tell is the money leaving USO even as it's up sharply this year: assets fell roughly 40% from their March peak, much of it investors cashing out. When a crowd sells the very thing that's working, it usually means people have given up too early — the kind of capitulation that often precedes the next leg up rather than a top.

SCO — ProShares UltraShort Crude Oil (-2× WTI) Negative

SCO is built to move twice as much as oil but in the opposite direction — so it's how you bet that oil falls, with leverage. Two problems. First, "2× daily inverse" funds decay over time because of how they reset each day, so they're structurally poor holds — SCO is down about 65% this year. Second, and the real point: retail traders keep pouring money in anyway — assets ballooned from ~$100mn to ~$1.5bn, roughly $1.6bn of inflows since the war started.

Paulo reads that as a contrarian bullish-oil signal. When the crowd piles into a broken product to short something, it tells you sentiment is one-sided and over-positioned the wrong way — exactly the fuel for a violent reversal higher. He doesn't own SCO; he's pointing at it as evidence the market is leaning hard against the move he expects.


Key points extracted from the paid PauloMacro Substack post (saved in transcript.txt) for personal study. Not investment advice. © PauloMacro for source material.