PayPal Holdings (PYPL) stock could be worth 20% more, based on management's free cash flow (FCF) guidance and an average FCF yield metric. Investors can short out-of-the-money puts and calls, as well as buy long-dated in-the-money calls to play PYPL.
PYPL closed at $67.30 on Friday, Sept. 26, but it's well off a recent peak of $78.22 on July 28. However, it could be worth $81.00 per share. This is based on PayPal's own free cash flow guidance in its Q2 earnings release on July 29.
I discussed this in an Aug. 4 Barchart article ("PayPal Maintains its Huge FCF Guidance Despite a Q2 Drop - Is PYPL Stock Too Cheap?). I suggested that it was worth $88.35. This article will update that price target.
At the time, PYPL was at $67.75, so it has remained flat. But, I also recommended shorting out-of-the-money (OTM) puts for income. That worked out well, and I will update that play.
FCF Margin. Management forecasted on page 14 of its Q2 earnings deck that its 2025 free cash flow will be between $6 and $7 billion. Based on analysts' revenue estimates for 2025 of $33.09 billion, its FCF margin will be about 20%:
$6.5 billion (midpoint FCF est.) / $33.09 billion revenue est. = 0.1964 = 19.64% FCF margin
That compares with 2024's 21.3% FCF margin: (i.e., $6.767 billion FCF / $31.797 billion revenue).
Moreover, analysts now project that 2026 revenue could reach $35.06 billion. So, using a 20% FCF margin, FCF could rise by 7.9%:
$35.06 x 0.20 = $7.012 billion FCF 2026
$7.012b / $6.5b = 1.0788-1 = +7.88%
In other words, PayPal's value could rise. Let's see by how much.
FCF Yield. Based on PayPal's trailing 12-month (TTM) FCF of $5.3 billion (Stock Analysis), and its present market cap of $64.3 billion, its FCF yield is 8.24%:
$5.3b FCF / $64.3b mtk cap = 0.0824 = 8.24% FCF yield
That is equal to a FCF multiple of 12x (i.e., 1/0.0824 =12.13).
But, using management's $6.5 billion FCF midpoint guidance, the FCF yield is 10% (i.e., $6.5b/$64.3b = 0.101). That is equal to a 10x multiple (i.e, 1/0.10 = 10).
So, let's use an average 11x multiple to value PayPal's 2026 estimated FCF:
$7.012b x 11x = $77.13 billion market cap estimate
That is 20% higher than today's market cap of $64.3 billion (i.e., $77.13b/$64.3b = 1.20). In other words, PYPL stock is worth 20% more than its price today:
$67.30 x 1.20 = $80.76 per share target price
Analysts Agree. Yahoo! Finance reports that the average price target of 42 analysts on Wall Street is $82.56. That is close to my $80.76 target. In addition, AnaChart.com's survey shows an average of $87.58 from 35 analysts.
Short OTM Puts. The key here is to short near-term puts that are out-of-the-money (OTM) with a relatively low delta ratio (i.e., chance of getting exercised).
For example, the Oct. 31, 2025, expiry period, just over a month away, $64.00 strike price put option contract, 5% below Friday's close, has a $1.92 midpoint premium.
That means the short-seller can make an immediate yield of 3.0% for one month:
$1.92/$64.00 = 0.03 = 3.0% short-put yield
Note that the delta ratio is 31%, which implies a 31% chance PYPL could fall to $64.00 in the next 34 days, based on past trading volatility.
Some investors may want to have less risk. Note that the $63.00 put option is 6.39% out-of-the-money (OTM) and has a lower yield (i.e., $1.60/$63.00 = 0.02539 = 2.539%). However, the delta ratio is lower at 27.58%, implying a lower assignment risk.
Either way, these two puts offer attractive one-month yields, and on average, an investor could make a 2.7695% 1-month yield with a 50/50 mix shorting both put contracts. (Note that the average moneyness is -5.645% out-of-the-money, and the average delta ratio is about -30% (i.e., -0.2965%).
Assuming this play can be repeated for 3 months, the expected return (ER) is over 8.30% (i.e., 2.77% x 3), and for 6 months, it's +16.62%.
That is almost equal to just buying and holding PYPL based on my +20% upside price target.
Short OTM Calls. This play is similar to the short put play, but the yield is slightly higher. For example, the Oct. 31, 2025, $71.00 call option contract has a midpoint premium of $2.13.
That strike price is 5.50% over Friday's close (similar to the 5.65% OTM 50/50 mix short-put mix above). But the yield is higher, assuming a covered call play is used:
$2.13 premium received / $67.30 trading price = 0.03165 = 3.165% one-month yield
However, note that the delta ratio is much higher as well - i.e., 37.46%. As a result, to take on less risk, the $72.00 short-call play yields 2.72% (i.e., $1.83/$67.30), but its delta ratio is only 34%.
This yield will be even higher if, instead of buying 100 shares as collateral for this covered call play, the investor buys an in-the-money call (ITM) option. (This is known as a “poor man's covered call.”)
Buy ITM Calls. The trick here is to buy an ITM call for a longer date out in expiration. That way, it mimics the value of owning the equity, except for a much lower price and less cash outlay. That also enhances the yield for this poor man's covered call.
For example, the January 16, 2026, call option period shows that the $55.00 call option has a midpoint premium of $14.08. That is significantly cheaper to implement, hence it fits a “poor man's” budget.
In other words, instead of having to pay $6,730 to buy 100 shares as collateral for the covered call play, an investor only has to shell out $1,408 (representing 100 shares from 1 call contract).
That means that the yield is now very high. For example, the investor doing a $72.00 1-month short-call makes the following:
$183/$1,408 = 13.0% 1-month yield
This assumes that PYPL does not rise over $72.00 in one month, i.e., up 7% from Friday's price of $67.30. (If it does, the investor will need to roll this short-call over to a later period and/or higher strike price to avoid getting assigned).
And if the investor can repeat this strategy for 3 months, the expected return is 39% (i.e., 13% x 3).
Investors can study Barchart's Options Education webinars to study how this works and the downside risks with options.
The bottom line is that PYPL stock is around 20% undervalued here. Investors can take advantage of this by shorting out-of-the-money puts and calls in 1-month expiry periods, as well as buying in-the-money long-dated calls.