To The Moon

$Oscar Health, Inc.(OSCR)$ $SPDR S&P 500 ETF Trust(SPY)$ $Cboe Volatility Index(VIX)$ 🚨💥📈 Oscar Health Breakout Meets $6.5T Expiry: Structure Unwinds, Fibonacci Targets, and Volatility’s Crossroads 📈💥🚨

I opened my $OSCR positions in overnight trading and used a $15 USD award voucher from Tiger to boost the entry. Sitting at +3.79 percent now with an average cost of $22.02 and price at $22.83. Always good to let the platform help fund the trade. Let’s see how this plays out into the expiry unwind!

Oscar Health ($OSCR) isn’t just spiking, it’s breaking out at the exact moment the market’s structural anchors are about to disappear. With $21.93 tagged in overnight trading, the stock’s up 31 percent in just two sessions. And it’s not just a chart, it’s a narrative powered by conviction, volume, and macro timing.

📊 Triple Witching and the Mechanics of Market Drift

Friday marks the largest triple witching event in history, a $6.5 trillion expiry window where stock options, index futures, and index options all roll off simultaneously. These expiries happen four times a year, but this one’s different. It’s not just the size, it’s the compression — this follows the Juneteenth market closure, funneling institutional flows into a single, high-stakes session.

Historically, triple witching Fridays deliver a -0.52 percent average return for the S&P 500, with only 2 of the last 14 finishing green. But the real impact often plays out after. Once hedges roll off and gamma exposure vanishes, markets unpin from key levels and become more sensitive to momentum, macro headlines, and real sentiment.

🧠 Structure Meets Momentum: Why I’m Watching $OSCR

This is exactly where I look for asymmetric setups, where breakouts collide with structural unpinning.

Last week, $OSCR cleared the 0.618 retracement at $15.92 and burst through a volume shelf that had been capping price for months. Volume surged to 88.92M on June 19. Now, the stock’s slicing through clean air with targets in view:

   •   1.272 extension: $20.90

   •   1.414 extension: $21.98

   •   1.618 Golden Ratio: $23.53

   •   Former double top resistance: $23.53

   •   Next ceiling: $23.79

   •   Volume void zone: $25.30 to $27.00

We’ve already printed $21.93 overnight. That puts us inches from the 1.414 level, and just beneath a critical monthly top at $22.84. If bulls can reclaim and hold that zone, this move could unlock a full Fibonacci stretch.

Oscar sits at the intersection of healthtech and insurance, two sectors quietly gaining institutional attention as AI-enhanced analytics reshape operational efficiency. It’s a name I want on my radar not just for the breakout, but for where sentiment may rotate next.

📌 My Strategy Into and After Expiry

Friday could stay pinned, but that doesn’t mean it’s honest. I’m not looking to chase midday candles, I’m watching for structural confirmation as hedging disappears. Here’s what matters:

   •   Reclaiming $22.84 with volume confirms the breakout

   •   A close above $23.53 flips resistance into support

   •   Holding $20.90 into Monday signals buyers still control momentum

   •   If VIX spikes post-expiry, I want to be long what’s already moving clean

The S&P 500 Put/Call ratio sits at 1.22, with VIX at $20.14 ⚠️ caution is elevated, but not panicked. That creates the perfect backdrop for individual leaders to stretch once the drag clears.

🎯 Key Levels to Watch

   •   Immediate resistance: $21.98

   •   Breakout test: $22.84

   •   Primary target: $23.53

   •   Extension zone: $23.79 to $25.30

   •   Stretch target: $27.08

   •   Support: $20.90, then $18.77

🧩 Final Thought: Trade the Structure, Not the Illusion

When $6.5T in contracts expire, price often drifts untethered. What holds a stock back one day can disappear the next. This is where I focus, not on narratives, but on setups where technical structure aligns with macro unwinds.

$OSCR is one of the rare names flashing precision, volume, and relative strength into a volatility vacuum. If the market rewards risk next week, this could be the start of something much bigger.

📢 Don’t miss out! Like, Repost, and Follow me for exclusive setups, cutting-edge trends, and insights that move markets 🚀📈 I’m obsessed with hunting down the next big movers and sharing strategies that crush it. Let’s outsmart the market and stack those gains together! 🍀

Trade like a boss! Happy trading ahead, Cheers, BC 📈🚀🍀🍀🍀

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