Quant interview preparation

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September 2026

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1. 087You think the market is overestimating volatility. What options strategy would you use?Options and derivativesIntermediatetechnicalOld Mission CapitalProp Trading · Chicago · 2025

   Say this

   Sell volatility and hedge the direction out. The cleanest expression is a short straddle or strangle, delta-hedged so the position is a bet on volatility rather than on the underlying. If implied vol is above what I think realised vol will be, I collect the difference through the gamma-hedging P&L.

   Then walk it

   1. The mechanism: a delta-hedged short option position makes money when realised volatility comes in below the implied vol you sold. Your P&L is approximately half of gamma times the difference between implied variance and realised variance, integrated over the life of the trade.
   2. The instrument choice. A short straddle at the money has the most vega and gamma per unit of premium, so it is the purest vol expression. A short strangle has less gamma but a wider profitable range and less immediate pin risk. If I wanted a cleaner exposure with no path dependence I would sell a variance swap, where the payoff is literally implied minus realised variance.
   3. Risk management is the whole trade. Short gamma means every hedge is at a worse price than the last, so a gap move is where the loss lives. I would cap it with a long wing, turning the strangle into an iron condor, which sacrifices some premium to remove the unbounded tail.
   4. Sizing from the tail: I would set the position so the worst plausible gap, say a five percent overnight move, is a loss I can carry, not from the expected daily P&L. Short vol positions have positive expected value most days and lose several months of it in one session.
   5. And the honest caveat: implied vol trading above realised vol is the normal state of the world, not a mispricing. The variance risk premium exists because sellers are being paid to warehouse gap risk. So I need to believe implied is rich relative to that premium, not merely rich relative to realised, otherwise I am just collecting a risk premium and calling it alpha.

   Where candidates lose it

   Answering short straddle and stopping. Two things must follow: that you delta hedge to isolate the vol view, and that short gamma means a fat left tail so you cap or size for it. Also the variance risk premium point, because saying implied is above realised therefore sell it is the reasoning that ends careers.

   Expect next

   • How do you make it a pure volatility trade?
   • What happens if the stock gaps ten percent overnight?
   • Why is implied usually above realised in the first place?

   Reported by candidates at Old Mission Capital (Prop Trading, Chicago, 2025). Source: Wall Street Oasis.

Firm tags come from public, anonymous candidate reports on Wall Street Oasis: strong signal, not sworn testimony. Firms are named as the places a question was reported, not as partners of Fin Maverick. Answers are written for this page to show how to think out loud; they are not scripts to recite.