Cisco Systems, Inc. (CSCO) generated strong free cash flow (FCF) in Q3, and there is every indication that it will continue. But CSCO stock has been flat. Shorting out-of-the-money puts and buying in-the-money calls are two good ways to play CSCO.
CSCO stock closed at $78.02 on December 12, which is close to a month ago on November 26 ($76.07). Moreover, based on a survey of 15 analysts by AnaChart.com, it could be worth $90.39, or over 15% higher.
In my Barchart article on Nov. 14, 2025, it makes sense to short OTM puts for income. For example, I discussed selling short the $75.00 put option expiring Dec. 12 for $0.86, i.e., a 1.15% one-month yield.
If CSCO takes time moving higher, it might make sense for long-term investors to repeat this trade. Moreover, they can use that income to buy in-the-money (ITM calls. Let's look at these plays.
Right now, the Jan. 30, 2026, puts at the $75.00 strike price trade for $0.90. That means that an investor who secures $7,500 with their brokerage firm can make $90 immediately with a trade to “Sell to Open” 1 put contract.
In other words, the investor makes a one-month yield of 1.20% (i.e., $90/$7,500).
However, these prices could change once premiums trade on Friday, Dec. 26.
Nevertheless, it makes sense to potentially use that income to buy further out expiry in-the-money (ITM) calls. That way, an investor can participate in any upside in CSCO stock.
For example, the July 17, 2026, call option expiry period shows that the $77.50 call option has a midpoint premium of $6.75 per call contract. That means that it would cost $675.00 for one contract.
But if an investor can short CSCO puts for 7 months and make $90 each month (no guarantee here), that would produce income of $630.00 (i.e., $90 x 7).
In other words, the net cost would be just $45.00 (i.e., $0.45 per call contract)
So, let's look at how that works out. What is the expected return (ER) for this complicated play?
First, the breakeven point is:
$77.50 + $0.45 net premium = $77.95 breakeven
That is close to Wednesday's close of $78.02. In other words, for an “eventual” net cost of just $45.00, the investor gets to control 100 shares of CSCO.
So, for example, if CSCO rises to $90.00 per share, the intrinsic value of the $77.50 call will be:
$90.00 - $77.50 = $12.50 intrinsic value
But, until it expires in 7 months, the premium will be higher. Let's say it is 10% higher, or $13.75. Here if the profit breakdown:
$13.75 x 100 = $1375 - $45 net cost = $1330 profit
However, we must put this in context. The investor had to continuously secure $7,500 each month (which could vary depending on which OTM strike is used).
So, the net expected ROI is:
$1,330 / $7,500 = 17.73%
Moreover, that was for a period of 7 months, or 0.5833 of a year. So, the annualized expected ROI is:
(1+17.73%)^(1/0.5833) -1 = 1.1773 ^(1.71438) -1 = 1.3229 -1 = 32.29% ER annualized
In other words, if this trade is repeated for up to a year, it could produce an expected return (ER) of 32.3%.
The bottom line is this is a great way to play CSCO on a leveraged basis.
It is also reasonably safe to do so. The investor is exposed to upside with the call options and also makes short-put income each month to help pay for the call option purchase.