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Invitation: GYP Office Hours — Hedging Strategies During a Sell-Off

Thursday 6pm Eastern Time: How to actually hedge a sell-off (VIX done right). Short-delta diagonals, $VIX options, /VX futures — and the expiration mistake that blows people up.

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SQTC Squared T Capital Online
Jun 10, 2026
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The market has been selling hard, and the question filling our inbox is the same one every time the tape gets ugly: “How do I actually protect this portfolio?”

So this week’s Office Hours is all about defense. Tony Battista and Tony Rihan are sitting down to walk through how we hedge a real book when volatility wakes up — the tools, the structure, and the traps.

What we’ll cover:

  • The Short-Delta Diagonal Spread — a defined-risk way to lean short and get paid to wait instead of bleeding on long puts.

  • Hedging with $VIX options and /VX VIX futures — what they really are, how they behave differently from SPX/SPY puts, and when each one belongs in the portfolio.

  • The Dos and Don’ts of structuring VIX hedges — the right way to build them, and the common setups that quietly work against you.

  • The expiration trap — how choosing the wrong futures expiration on your VIX options can blow you up even when you’re “right” on direction. This one mistake is the difference between a hedge that pays and a hedge that evaporates.

This is the stuff that matters before the next leg down, not after.

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