BOSS

Double Diagonal

Description

A calendar spread on both the call and put side at once: near-term short strangle against a longer-dated, wider long strangle.

Setup

  1. Sell a near-term out-of-the-money call and put.
  2. Buy a longer-dated, further out-of-the-money call and put.

Context

Used to collect the faster decay of near-term options across a wider range than a single-strike calendar, while capping risk with the further-dated wings.

Risk Profile

Maximum loss is the net debit paid. Maximum gain, at the near-term expiry, depends on the remaining value of the longer-dated wings and is largest when the underlying sits between the two short strikes.

Pros

  • Wider profit zone than a single calendar spread.
  • Defined risk thanks to the longer-dated wings.
  • Benefits from elevated near-term implied volatility decaying away.

Cons

  • Four legs across two expiries makes it the most complex structure to manage in this family.
  • Requires an active decision to roll or close at the near-term expiry.

Effect of Time

Time decay is the core engine: both near-term short options decay faster than the longer-dated long options.

Effect of Volatility

A rise in back-month implied volatility relative to the front month benefits the position.

Look-Alike Strategies

Live Structure

Live
Index price: $84402.5800
PositionRightRatioStrikeExpiryPremiumFill PriceEst. Fee
Long Put 1 $82000.0000 25 Sep 2026 $168.9383 $177.3853 $21.1173
Short Put 1 $84000.0000 24 Sep 2026 $97.0810 $84.4182 $12.1351
Short Call 1 $85000.0000 24 Sep 2026 $71.7555 $59.0928 $8.9694
Long Call 1 $87000.0000 25 Sep 2026 $92.9161 $101.3630 $11.6145
Net Cost$93.0179
Delta0.0340
Gamma-0.0007
Vega5.2296
Theta-96.3320
Rho-0.0771
Breakeven(s) none

Estimated Cost to Assemble

An estimate of what entering this structure right now would really cost: filling every leg by crossing the spread (the ask when buying, the bid when selling) instead of at the mid-price, plus an estimated exchange fee. Real fees and fills can differ from this estimate.

Mid-Price Cost$93.0179
Slippage+$42.2193
Execution Cost$135.2373
Estimated Fees+$53.8364
Total Estimated Cost$189.0736

Payoff & Greeks vs. Underlying Price

The Greeks curves are a Black-Scholes model using each leg's current implied volatility, holding time to expiry fixed -- not live exchange data at every price, which only exists at the current price (dashed line).

Payoff at Expiration

This structure's value and profit/loss at expiration, at a handful of specific prices: every leg's strike, every breakeven, the current spot, and the chart's own range.

Underlying PriceValue at ExpirationProfit / LossReturn on Cost
$77000.0000 -$2000.0000 -$2093.0179 -2250.1%
$82000.0000 -$2000.0000 -$2093.0179 -2250.1%
$84000.0000 $0.0000 -$93.0179 -100.0%
$84418.2400 current $0.0000 -$93.0179 -100.0%
$85000.0000 $0.0000 -$93.0179 -100.0%
$87000.0000 -$2000.0000 -$2093.0179 -2250.1%
$92000.0000 -$2000.0000 -$2093.0179 -2250.1%

Delta (model)

Gamma (model)

Vega (model)

Theta (model)

Rho (model)