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  • Can We Roll-Up 2x With a 4-Day Cash-Secured Put Trade? – August 17, 2026

    When we sell cash-secured puts, we are generating cash flow and creating opportunities to purchase shares at a discount. Those are the 2 possible outcomes. Now, we can lose money if share value drops below the breakeven price, so position management is as critical as stock and option selection. This article will address a real-life scenario where stock price accelerated exponentially after the trade was initiated. The exit strategy selected was rolling-up. Since this was a holiday-shortened 4-day trade, do we have the time to roll-up.? How about rolling-up twice in the 4-day trade? Here ‘s how I did it.

    Real-life trades with Marvel Technology Inc. (Nasdaq: MRVL): 3/30/2026 – 4/2/2026

    • 3/30/2026: MRVL trading at $89.46
    • 3/30/2026: STO 3 x 4/2/2026 $82.00 cash-secured puts (CSPs) at $0.34
    • 3/31/2026: MRVL trading at $98.77
    • 3/31/2026: BTC 3 x 4/2/2026 $82.00 CSPs at $0.01
    • 3/31/2026: STO 3 x 4/2/2026 $90.00 CSPs at $0.15 (Roll-up #1)
    • 4/1/2026: BTC 3 x 4/2/2026 $90.00 CSPs at $0.01
    • 4/1/2026: STO 3 x 4/2/2026 $98.00 CSPs at $0.11 (Roll-up #2)
    • 4/2/2026: MRVL closes at $107.11, leaving the $98.00 puts expiring worthless with no exercise

    Broker statement confirmations of trades

    MRVL: Graphic representation of trades

    Trade status after contract expiration

    • MRVL closed at $107.11 up $16.93 from trade inception ($89.46)
    • Additional income generated from 2 roll-ups: $72.00
    • Original premium: $102.00
    • Total realized premium: $174.00
    • Per-Share Cost-basis: $98.00 – $0.58 = $97.42
    • Final realized return: $0.58/$97.48 = 0.6%, 54.75% annualized (using a 4-day series of trades)

    Discussion

    • I used a defensive strike due to market concerns (war with Iran, tariffs among other concerns)
    • Robust-IV stocks & ETFs can generate substantial initial returns
    • Trades must be monitored whether high- or low-risk
    • By rolling up 2x, an annualized initial return of 37.99% became a realized return of 54.75%, an increase of 44.1%
    • This was a holiday-shortened 4-day trade (Good Friday)

    Author: Alan Ellman

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