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Double Diagonal Calculator

By Dennis Bosmans · Updated June 2026 · 2 min read · Risk disclaimer

A double diagonal sells a near-term out-of-the-money call and put and buys longer-dated, further-out-of-the-money call and put. It is a neutral income strategy: the short near-term options decay fast in your favour while the long-dated options cap the risk and can be kept after the front month expires.

Interactive calculator

Edit the price, strikes and premiums to see the payoff update live.

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Want probability of profit and live Greeks on real prices? Open the Double Diagonal calculator →

Open the Double Diagonal calculator →

Key characteristics

When to use a double diagonal

Use it when you expect a calm, range-bound stock and want to harvest premium on both sides at once. It is essentially a call diagonal and a put diagonal run together, so you collect time decay above and below the price while the back-month options provide protection and residual value.

After the near-term options expire you are left holding the long-dated call and put — you can close them, or roll new short options against them for another cycle of income.

Risks and management

The position is long volatility on the back month but short volatility on the front, so it is sensitive to how implied volatility shifts between the two expirations. A sharp move, or a large IV change, can turn the trade against you.

Risk is defined but not trivial to picture, because the long options still carry time value at the near-term expiration. Model the payoff at the front-month expiry (as this calculator does) before committing, and have a plan to adjust if the stock leaves the range.

Worked example. A stock trades at $100. You sell the 30-day $105 call and $95 put and buy the 60-day $110 call and $90 put for a small net debit. If the stock hovers near $100 into the front-month expiration, the short options decay to near zero while the long options retain value — the trade profits. A big move toward either long strike is where it struggles.

Calculate it live

Use the free OptionProfit Double Diagonal calculator to load a live option chain, build the trade, and instantly see the payoff chart, breakevens, probability of profit, Greeks and a Monte Carlo simulation of outcomes.

Key takeaways

Frequently asked questions

What is the difference between a double diagonal and an iron condor?

An iron condor uses one expiration for all four legs; a double diagonal buys the protective wings in a later expiration. That longer-dated protection retains value and can be kept after the near-term options expire, but adds volatility sensitivity.

When does a double diagonal make money?

When the stock stays range-bound through the near-term expiration, so the short call and put decay while the long-dated options hold their value. Stable or mildly falling implied volatility helps.

Can I reuse the long options?

Yes — that is part of the appeal. Once the front-month options expire you can sell new short options against the surviving long-dated call and put for another income cycle.

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