Our covered call options should be sold simultaneously with the purchase of our stocks. If we have evaluated a stock and have a bullish assessment for our covered call portfolio, we next check an option-chain to see if the initial time-value returns meet our goals ( for me, it’s 2% – 4% per month). By waiting to sell an option, share price will likely change and possibly in an unfavorable direction. This, in turn, could eliminate exit strategy opportunities. In June 2019, Mazin shared with me a series of trades he executed with Facebook, Inc. (NASDAQ: FB) that highlighted the risk of trades not ideally timed.

Mazin’s trades     

  • 5/24/2019: Buy FB at $181.92
  • 6/5/2019: Sell-to-open the $165.00 at-the-money call (FB price declined to $165.00) for $5.92
  • 6/25/2019: FB now trading at $188.90
  • 6/25/2019: Cost-to-close the $165.00 call is $24.15

Mazin was considering rolling out-and-up but I want to focus in on a lost opportunity in this article

Price chart for Facebook from May to June 2019

timing covered call trades

FB: Price Chart

When Mazin sold the $165.00 call, a stock loss of $16.92 was locked-in ($181.92 – $165.00). When share value accelerated substantially there was an inclination to re-capture this loss by rolling the option out-and-up. We would now have to pay our hard-earned money to make up for the share loss because the option was sold at a later than ideal date. Let’s assume for the moment that the call option was sold on 5/24 when the shares were purchased. Had we sold an at-the-money or out-of-the-money strike, the most likely outcome on 6/5 would have been an opportunity to close the short call using our 20%/10% guidelines. A week later, as hare value recovered, the same option could have been re-sold, thereby using our “hitting a double” exit strategy. The yellow field in the screenshot reflects that exit strategy opportunity lost.

What if share price moved up between 5/24 and 6/5?

In this scenario, we would have benefitted. However, we are adding additional risk to a low-risk strategy. When the share price declined, selling the $165.00 (then) at-the-money strike did generate capital but also locked in a loss. We were playing catch-up” rather then creating opportunities to mitigate losses or enhance gains.

Discussion

The timing of our covered call trades is a critical aspect to maximizing our returns. When we locate a security that meets our system criteria and our initial time-value return goals are met, share purchase and option sale should be executed simultaneously. This will eliminate the risk of share value decline and having to sell a lower strike which may lock in a loss on the stock side.

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Your generous testimonials

Over the years, the BCI community has been incredibly gracious by sending our BCI team email testimonials sharing stories as to what our educational content has meant to their families. Moving forward, we have decided to share some of these testimonials in our blog articles. We will never use a last name unless given permission:

Alan, 

Thank you so much for your valuable advice and prompt response. Of all the mentors I have come across to date, you are undoubtedly the best. Shall surely be in touch.

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Anil

Money Answers Radio Show Interview

Alan will be interviewed this Monday, December 2nd from 3 PM ET (12 PM PT) to 4 PM ET (1 PM PT). Click here to access the live discussion:

Upcoming events

November 2, 2019 @ 3 PM ET

Money Answers Radio Show:

I have accepted an invitation to be interviewed on this program on Monday December 2nd at 3 PM ET – 4 PM ET. To access live, click here.

February 6th – 9th 2020 Orlando Money Show

3- Hour Masters Class Saturday February 8th 1:45 – 4:45 PM

BOOTH 306

Information to follow

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