Options Playbook Ep. 468 | Exploring #ORCL And #SPX

Brian Overby adjusts a losing Oracle long call spread ahead of a Fed decision, opens a same-day SPX butterfly leaning bearish, and builds a bullish USO butterfly around rising crude oil prices.


This episode of Options Guy TV is really a lesson in trade adjustment, and it’s a good one because Brian Overby is candid about a position that isn’t working rather than only showcasing the winners. Markets are down heading into a Fed decision, oil is creeping back above a hundred dollars, and Oracle — a stock the show has been trading via a long call spread rather than owning outright — is under real pressure.

The Oracle position was originally opened as a long call spread ahead of earnings specifically to limit risk compared to owning the stock, buying the 160 strike and selling the 190 strike for a net debit of $9.50. With Oracle now trading around $143, well below both strikes, the spread has lost real value, sitting at roughly $3.18 with plenty of time left before the October 23rd expiration. Rather than just closing the loss out, Overby walks through the actual adjustment mechanics: rolling the short 190 call down to the 170 strike, bringing in a $1.50 net credit and lowering the overall cost basis from $9.50 to about $8, while preserving ten points of potential profit if Oracle recovers even partway. He’s explicit about the logic — you don’t roll a losing spread just to feel like you’re doing something, you roll it specifically when the new structure gives you a mathematically better chance at profitability than just sitting still, and he frames the decision around the upcoming Fed meeting and the roughly ninety percent probability of a quarter-point hike priced into the market at that moment.

There’s a broader point threaded through this adjustment about options as risk management rather than pure speculation, revisiting the insurance analogy from other episodes on the show — if you buy protection and never need it, that’s not a loss, it’s the product working as intended, the same way car insurance paying out is contingent on an accident you’d rather not have.

From there, Overby pivots to a same-day SPX butterfly, taking a neutral-to-bearish stance heading into the final stretch of the trading session. He builds a one-by-two-by-one open-wing butterfly using zero-days-to-expiration puts, buying the 7605 strike, selling two of the 7590 strike, and buying the 7580 strike, aiming to get filled around $4.15 net debit. He’s disciplined about execution here too, giving the order a tight window to fill at his target price and moving on if it doesn’t happen within a few minutes, rather than chasing a worse fill just to have a position on.

The episode closes with a look at crude oil through the USO ETF, where Overby builds a bullish open-wing butterfly around the $158 to $170 range using October options, noting the significant implied volatility skew on the call side that makes these structures attractive when a market has run hard in one direction. He also touches on alternative ways to get long-term crude exposure, comparing USO against USL for traders who want less volatility and fewer roll costs from the futures curve. Throughout, the show’s format keeps returning to the same core idea: options let you express a market view with defined, known risk, whether that’s adjusting a spread that’s underwater, betting on a short-term pullback, or positioning for a continuation in commodities, all while keeping the maximum loss capped and clearly understood before the trade goes on.

Coming soon!


Leave a Reply


Recommended for You

Create a free account, or log in.

Gain access to read this article, plus limited free content.

Yes, I would like to receive top content, special offers, and other updates.