Trading the Breaking

Trading the Breaking

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Trading the Breaking
Trading the Breaking
[WITH CODE] Options: Straddles and strangles
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[WITH CODE] Options: Straddles and strangles

Strategies with options Part III

𝚀𝚞𝚊𝚗𝚝 𝙱𝚎𝚌𝚔𝚖𝚊𝚗's avatar
𝚀𝚞𝚊𝚗𝚝 𝙱𝚎𝚌𝚔𝚖𝚊𝚗
Aug 15, 2025
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Trading the Breaking
Trading the Breaking
[WITH CODE] Options: Straddles and strangles
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Table of contents:

  1. Introduction.

  2. Limitation and risks.

  3. Option strategies vs “regular” strategies.

  4. Technical decomposition of strategies.

    1. Payoff geometry.

    2. Expected PnL as a function of realized volatility.

    3. Delta-hedged straddles.

    4. Skew and asymmetric exposure in strangles.

    5. Strike optimization for strangles (interior optima).

    6. Regime selection and entry policy.

    7. Correlation and capacity.


Introduction

Let's get straight to it. Anyone with a basic options textbook knows what a straddle or a strangle looks like. You buy a call and a put, and you hope for a big move. Simple, right? Well, no. The gap between that textbook diagram and a consistently profitable, scalable long-volatility strategy is immense. It's a chasm filled with mathematical nuance, microstructure friction, and behavioral traps. The questino here is pretty simple: How do we actually profit from these strategies? Although we can do additional questions like: Are they really profitable? When and how much?

The first and most critical realization for any practitioner is that straddles (long at-the-money (ATM) call + long ATM put, same expiry) and strangles (long out-of-the-money (OTM) call + long OTM put, same expiry) are not straightforward bets on price direction. They are, at their core, trades on the relationship between two different kinds of variance: the market's expectation of future variance, and the variance that actually materializes.

This immediately splits the problem into two primary modes of operation, each with its own PnL drivers and risks:

  1. The buy and hold approach: In this mode, you buy the structure and hold it until expiration. Your PnL is elegantly simple to define:

    \(\text{PnL} = \text{Payoff}(S_T) - \text{Premium}_{\text{paid}}\)

    The premium you pay is a direct function of the options' implied volatility (IV), along with other factors like interest rates, dividends, and the specific shape of the volatility surface (i.e., skew and smile). To turn a profit, the underlying price at expiry, ST, must have moved far enough away from the strike(s) to overcome the initial cost. Your profit is therefore contingent on the realized price dispersion being greater than the implied price dispersion you paid for. The dilemma here is that you are paying a premium that already embeds the market's consensus forecast for a large move. You are, in effect, betting that the consensus is wrong and that the future will be even more volatile than priced in.

  2. The delta-hedged or variance engine approach: This is the far more common approach on institutional desks. Instead of holding a static position, you actively manage it by delta-hedging. By continuously buying or selling the underlying asset to keep the portfolio's delta near zero, you transform the nature of the trade. The PnL is no longer primarily about the final price ST, but about the path taken to get there. The PnL decomposes into a stream of gains and losses:

    \(\text{PnL} \approx \sum (\text{Gamma Gains}) - \sum (\text{Theta Decay}) - \sum (\text{Hedging Costs}) \)

    You are monetizing the convexity (gamma) of your position by trading the underlying's movements, collecting small profits each time you re-hedge. Your enemy is time decay (theta) and the friction of transaction costs. Here, you are making a bet on the realized variance of the path versus the implied variance, modified by the costs of your hedging activity.

Review this presentation if you want more information:

Straddles And Strangles
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Both of these modes are legitimate paths to potential profitability. Both can also be systematic ways to lose money if implemented with naïve assumptions. The core dilemma is not choosing between betting on direction vs. betting on volatility; it's a far more subtle conflict between variance monetization and variance taxation. The market taxes you through the premium (which reflects implied volatility), the constant bleed of theta, the microstructure frictions of hedging (bid-ask spreads, market impact), and the asymmetric costs embedded in the volatility skew. You monetize variance through the realized price path and the convexity of your option position. The entirety of this paper is about quantifying and optimizing this trade-off.

Imagen generada

Limitation and risks

What, specifically, can go wrong? Before we build anything, we need a risk register. A quant who doesn't start with risk is just a gambler with a compiler. Here is the minimum viable risk map for any long straddle or strangle strategy:

  1. Most liquid underlyings, particularly equity indices, exhibit a persistent Implied Volatility Risk Premium (IVRP)—implied–realized gap risk. This means that, on average, implied volatility is higher than the subsequent realized volatility. This premium exists because options are used for hedging and market participants are willing to pay a premium for downside protection. If you indiscriminately buy straddles or strangles, you are systematically paying this premium. You are on the wrong side of a structural market flow. Your strategy must have a mechanism for identifying regimes where this gap is likely to close or invert.

  2. When you delta-hedge, your PnL depends critically on the path of the underlying, not just the start and end points—hedging path risk aka path dependency. A volatile, choppy market where you frequently re-hedge can generate substantial gamma gains. A slow, trending market with few reversals can lead to losses, as theta decay outstrips the infrequent gamma capture. The worst-case scenario is a large, overnight price gap (a jump), which your delta hedge completely misses, leaving you with a large unhedged loss.

  3. A vanilla Black-Scholes model assumes constant volatility across all strikes. This is patently false. Market volatility surfaces are curved ("smile") and asymmetric ("skew"). For equity indices, downside puts are almost always more expensive in IV terms than equidistant upside calls. This means a strangle is not a symmetric bet. You are paying more for the downside wing, which raises your breakeven point and makes the trade's PnL asymmetric. A shift in the skew can dramatically alter your position's mark-to-market value, even if the underlying price and overall volatility level remain unchanged.

  4. The most obvious time to buy a straddle is before a known event like a corporate earnings announcement or a central bank policy decision—event contingency risk. The problem is, this is obvious to everyone. The implied volatility for options expiring just after the event will be massively inflated. The market is pricing in the fireworks. Often, the actual price move—the realized fireworks—is smaller than what was implied. Buying a straddle can be like buying a lottery ticket after the price has been raised to reflect the jackpot size. The expected value can easily be negative.

  5. Theory is clean; execution is messy. The further out-of-the-money you go for a strangle, the wider the bid-ask spreads and the thinner the liquidity. The price you see on the screen may not be the price you can trade at in any significant size. Furthermore, when you need to hedge most—during a volatile move—the liquidity in the underlying asset itself can dry up, causing your hedging costs (slippage and market impact) to skyrocket.

  6. In calm market regimes where realized volatility is low, a long volatility position is a negative carry trade. You are paying out theta every single day. This steady bleed can lead to a significant drawdown over time. When your options approach expiry, you must decide whether to roll the position to a later expiration. This involves closing the old position and opening a new one, incurring transaction costs and potentially locking in a new premium at unfavorable levels.

  7. All of our analysis relies on models. If we use a simple Geometric Brownian Motion model with constant volatility to design and test our strategies, our results will be misleading. Real asset prices exhibit regime-switching volatility, jumps, and stochastic volatility (volatility of volatility). Using an oversimplified model can cause you to systematically underestimate risks or overestimate potential profits.

We will confront each of these risks head-on with mathematics and simulation in the sections that follow.

Option strategies vs “regular” strategies

What makes volatility strategies fundamentally different from regular investment strategies? A regular equity portfolio is typically built around a core of long beta (market exposure), perhaps with factor tilts (like value, momentum, or quality). Its performance is dominated by directional price movements and its primary risk budget is allocated to market risk.

Straddles and strangles, especially when delta-hedged, operate in a different universe. Their risk budget is allocated to variance risk. Their performance driver is not whether the market goes up or down next month, but the magnitude and character of its fluctuations along the way.

This creates the pivotal conflict: You cannot evaluate or manage volatility strategies using the same models, metrics, or intuitions that apply to directional strategies.

  1. A successful month for a long-stock portfolio is when the price ends higher. A successful month for a hedged straddle is when the path was volatile, regardless of where the price ended.

  2. The Sharpe ratio of a directional strategy depends on its mean return versus its standard deviation. The information ratio of a volatility strategy depends on its ability to generate alpha from the variance risk premium.

  3. Risk management for a directional portfolio focuses on controlling beta and drawdowns from market downturns. Risk management for a volatility portfolio focuses on controlling theta decay, vega exposure, and hedging friction.

Accepting this fundamental difference is the prerequisite for success. It forces a complete shift in research workflow, diagnostic tooling, and risk policy. It's the event that separates the dabblers from the systematic quants. All of this presents a new scenario with a series of questions that must be answered.

  1. When to enter? What specific, quantifiable market conditions suggest that future realized variance is likely to exceed the currently implied variance, net of all expected costs? This is the regime selection problem.

  2. What structure to use? Should we use a straddle or a strangle? If a strangle, how wide should the wings be? This is the strike selection and optimization problem.

  3. Which expiry to choose? Should we use short-dated options to maximize gamma or longer-dated options to reduce theta decay and roll costs? This is the tenor selection problem.

  4. How to manage the position? Should we hold to expiry or delta-hedge? If we hedge, what is the optimal hedging frequency or threshold to balance gamma capture against transaction costs? This is the dynamic management problem.

  5. How to size the position? How much capital should be allocated to any given trade, based on its expected edge, its risk profile, and its correlation with the rest of our portfolio? This is the risk allocation problem.

  6. How to control leakage? How do we design our execution logic to minimize slippage, market impact, and spread costs, which can easily erode a small theoretical edge? This is the microstructure problem.

With this roadmap established, we now proceed to the seven technical points that form the heart of our quantitative treatment.

Technical decomposition of strategies

Before we can run, we must walk. The foundational step is to precisely define the instruments and their sensitivities. While this may seem basic, a surprising number of errors stem from a fuzzy understanding of these fundamentals.

A. Payoff geometry

Let's be precise. A European option's value depends on the spot price S, strike price K, risk-free interest rate r, continuous dividend yield q, time to expiration T, and implied volatility sigma.

  1. Long straddle (ATM):

    This strategy involves buying one call option and one put option with the same expiration date (T) and the same strike price (K), where (K) is chosen to be at-the-money (ATM), i.e., (K ≈ S0), the spot price at initiation.

    The payoff at expiration, given a final stock price (ST), is the sum of the payoffs of the call and the put:

    \(\text{Payoff}_{\text{straddle}}(S_T) = (S_T - K)^{+} + (K - S_T)^{+} = |S_T - K|\)

    The net PnL is this payoff minus the initial premium paid (Pi0):

    \(\text{PnL}_{\text{straddle}}(S_T) = |S_T - K| - \Pi_0\)

    This creates the characteristic V-shape payoff diagram.

  2. Long strangle (OTM):

    This strategy involves buying one call option and one put option with the same expiration date (T), but with different strike prices. The call strike, (Kc), is chosen to be out-of-the-money (OTM), so (Kc > S0). The put strike, (Kp), is also chosen to be OTM, so (Kp < S0).

    The payoff at expiration is:

    \(\text{Payoff}_{\text{strangle}}(S_T) = (S_T - K_c)^{+} + (K_p - S_T)^{+}\)

    The net PnL is this payoff minus the initial premium paid (Π0):

    \(\text{PnL}_{\text{strangle}}(S_T) = (S_T - K_c)^{+} + (K_p - S_T)^{+} - \Pi_0\)

    This creates a U-shaped or bucket-shaped payoff diagram, as the region between (Kp ) and (Kc ) results in a total loss of the premium.

The premium Π0​ is usually calculated using an option pricing model, most commonly the Black–Scholes–Merton framework. For a European call option, the model considers factors such as:

\(C(S, K, r, q, \sigma, T) = S_0 e^{-qT} \Phi(d_1) - K e^{-rT} \Phi(d_2)\)
  • The current underlying price S0

  • The strike price K

  • Time to maturity T

  • The risk-free interest rate r

  • Any dividend yield q

  • The volatility σ of the underlying asset

In the BSM model, the call price is obtained by combining the present value of the expected gain from exercising the option with the probability of it finishing in the money. These probabilities come from the standard normal distribution, and are determined by two parameters (d1 and d2​) that account for time, volatility, and the relationship between the current price and the strike price.

\(d_1 = \frac{\ln(S_0 / K) + \left(r - q + \frac{1}{2}\sigma^2\right)T}{\sigma \sqrt{T}}, \quad d_2 = d_1 - \sigma \sqrt{T}\)

The price of a put option can be computed with the same approach, or more simply, by using the put–call parity relationship, which links the prices of calls and puts with the same strike and expiry.

\(P = C - S_0 e^{-qT} + K e^{-rT}\)

We won't go into defining the Greeks because that's something you can find in previous articles in more detail.

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Breakeven levels at expiry

The breakeven points are where the terminal payoff equals the initial premium paid.

  1. For a straddle with strike K and premium Π0, the two breakeven points at expiry are:

    \(S_{BE, \text{up}} = K + \Pi_0 \quad \text{and} \quad S_{BE, \text{down}} = K - \Pi_0 \)
  2. For a strangle with strikes Kp, Kc and premium Π0, the breakevens are:

    \(S_{BE, \text{up}} = K_c + \Pi_0 \quad \text{and} \quad S_{BE, \text{down}} = K_p - \Pi_0 \)

    The strangle has a wider range of unprofitable outcomes between its breakeven points, but this is compensated for by a lower initial premium Pi_0.

The following snippet generates the payoff diagram:

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