Quote from Eliot Hosewater:
So is a long OTM call a rational thing to do if you want to write calls for income? The "conventional wisdom" that I've seen says you should buy ATM or DITM LEAPS and do calendars or diagonals. Writing naked calls would be OK except for that pesky upside problem. Wouldn't an OTM long call cover that, and be cheaper? You can protect against being assigned by rolling up and out before the short leg expires.
Writing short term CALLs on DITM LEAPS is similar to the traditional covered CALL (naked PUT) strategy that everyone knows well.
Writing short term CALLs on long OTM LEAPS is a different variety of diagonal.
You can think of it as a long calendar + a short vertical. The credit from the vertical offsetting some of the debit from the calendar but with a comensurate increase in risk to the position (the long CALL doesn't entirely cover the short CALL - the bigger the gap, the bigger the risk). This will be reflected in margin requirements. So, although the reduction in initial cash outlay over the traditional covered call looks appealing, it comes with potential drawbacks.
This long diagonal (short closer to the money near term CALL + long OTM long term CALL) is dominated by the calendar component and is therefore long VEGA.
The position as described above is actually also ratioed, such that there are more long term CALLs than near term short CALLs. This increases the VEGA sensitivity of the position.
It is essentially a calendarized CALL backspread.
You want to have an expectation that volatility is going to increase.
The problem is that as the underlying rises to the short strike, implied volatility is likely to drop, hurting the value of the LEAPs.
The position will be short GAMMA and long THETA thanks to the near term short options and thus an income stream is feasible.
In addition, the position makes most money at each expiration if the underlying is at the strike price of the short near term CALL. This is behavior you will recognize from standard long calendars.
In order to properly manage the position as the underlying fluctuates and possibly moves far away from the short strike, it is advisable to be familiar with the management of multi-month calendars.
For understanding the risk in the position, again, be familar with standard calendars and also look at the risk in the embedded short vertical.
As has now been well established, all of the above is equally valid if married PUTs are utilized instead of a long CALLs.
Apologies if I have repeated what has already been discussed on this position.
Good luck.
MoMoney.