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    options expiry scenario planner

    1

    Calculate physical delivery scenarios, cash shortfalls, and share obligations for options expiry and assignment.

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    options expiry scenario planner

    options expiry scenario planner

    Example session with this skill installed

    Analyze my vertical bull call spread on SPY: 5x 580C long, 5x 590C short, expiring tomorrow. Current SPY price is 585. Model the scenario where only my long legs are exercised.

    • Read your context and instructions
    • Compiled the options expiry scenario
    • Generated the document

    I have calculated the settlement obligations for your SPY vertical spread based on the scenario where only the long 580 calls are exercised. Calculations assume the standard 100x multiplier for SPY equity options.

    Options Expiry Scenario Report: SPY Vertical Spread

    MetricScenario: Long Exercise OnlyScenario: Full Spread AssignmentScenario: No Exercise
    SPY Share Change+500 Shares0 Shares (Net)0 Shares
    Cash Obligation-$290,000.00-$5,000.00$0.00
    Settlement StylePhysical DeliveryPhysical DeliveryN/A
    Assignment RiskHigh (ITM)Moderate (OTM Short)Low
    CurrencyUSDUSDUSD

    Contract Details & Cutoffs

    • Underlying: SPY (SPDR S&P 500 ETF Trust)
    • Multiplier: 100
    • Broker Cutoff: 17:30 ET (Estimated - verify with broker)
    • Settlement Reference: Standard T+1 for equities

    Unresolved Findings

    Short Leg Risk: The 590C is currently OTM, but after-hours price action could trigger assignment. This report includes a "Long Exercise Only" scenario to highlight the significant $290k cash requirement if the short leg is not called.
    *

    Margin Evidence: Cash sufficiency for the $290k debit is not verified; check your broker's buying power requirements for physical delivery.

    Next steps

    1. Verify the specific broker cutoff time for your SPY positions.
    2. Ensure $290,000 in settled cash or available margin exists to cover the long exercise.
    3. Monitor SPY price action in the final hour for potential "pinning" near the 590 strike.

    options-expiry-scenario-planner.pdf

    PDF · document

    Generated

    Example file from a real run - the skill writes it into your workspace.

    Connects securely to your tools. The creator never sees your data.

    What you get

    Calculate net share changes for physical delivery across multi-leg spreads.Identify cash shortfalls for settlement obligations per currency.Model asymmetric assignment risks for in-the-money and near-the-money legs.Track broker cutoff times and unresolved contract settlement facts.

    About this skill

    The problem

    Managing options expiry is manual and error-prone, leading to unexpected assignment risks and sudden cash shortfalls. Relying on simple ITM/OTM assumptions fails to account for asymmetric assignment or precise physical settlement obligations.

    What it does

    • Calculates exact cash and share obligations for physical-delivery and cash-settlement scenarios.
    • Models asymmetric spread assignment and non-assignment risks independently for every leg.
    • Computes net cash requirements per currency and share changes per underlying.
    • Identifies unresolved contract facts and critical broker cutoff windows.

    Why this beats prompting it yourself

    General-purpose LLMs often hallucinate settlement styles or fail at the multi-leg arithmetic required for complex spreads. This skill enforces a strict workflow that isolates helper-calculated results from human-supplied assertions, ensuring your risk plan is grounded in contract data rather than probabilistic guesses.

    Use cases

    • Pre-expiry audit of complex multi-leg spreads to identify pinning risk.
    • Calculating net share positions post-assignment for covered call or cash-secured put strategies.
    • Planning cash reserves for physical settlement of index or commodity options.

    Known limitations

    Does not calculate broker-specific margin, commissions, or assignment probabilities. Requires manual mapping of per-leg share changes to underlyings. No order execution capabilities.

    How to install

    Works the same in every agent - Claude, Cursor, Codex, Copilot and 20+ more.

    ~30 seconds
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      Unzip into your skills folder

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    3. 3

      Ask your agent to use it

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    Security scanned

    Verified clean 13 days ago

    • Passed all security checks, Safe to install

    Listed13 days ago

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