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Advanced Lesson 2 of 6

Calendars & diagonals

Trade time itself by pairing options with different expirations.

Vertical spreads trade strikes. Calendar and diagonal spreads trade time — they pair a near-dated option against a longer-dated one to harvest the difference in decay.

The calendar spread

Max profit occurs when the stock sits near the strike at the near expiry: the short option expires worthless while your long option retains value.

The diagonal spread

A diagonal is a calendar with different strikes as well as different expirations. This tilts the position directionally — effectively a calendar with a built-in lean. The “poor man’s covered call” (long a deep-ITM LEAPS call, short a near-dated call against it) is a popular bullish diagonal that mimics a covered call for far less capital.

What you’re really betting on

Calendars and diagonals are bets on two things at once:

  1. Theta — the near leg decaying faster than the far leg.
  2. The term structure of volatility — how IV differs across expirations. You profit if the front-month IV stays high (or the back-month rises).

The risks

When to use them

In low-to-moderate IV environments where you expect the stock to hover and front-month options to keep decaying. They’re precision tools — reward patience and a view on time and volatility, not just direction.

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