Trading Calendar and Diagonal Spreads I Options Trading
432 segments
If you've ever bought an option, you've
probably experienced this. The stock
doesn't move right away, but your option
loses value every single day because of
theta decay. So, here's the question.
What if you could still own that long
call while reducing some of the cost of
holding it? That's exactly what we're
going to cover in this lesson. We're
going to look at two strategies that
start with buying a long call and then
selling a shorter dated call against it.
By the end of this lesson, you'll
understand what a call calendar and call
diagonal are, how they can help reduce
the cost of owning a long call, how to
manage the trade after you enter it, and
some of the most common mistakes traders
make that can turn a good trade into a
bad one. If you've ever wished there was
a better way to own a call option than
simply buying it and waiting, this
lesson will give you another way to
think about it. Let's get started.
Being right on direction isn't always
enough. Even a perfectly timed
directional call can lose money due to
the structural disadvantage baked into
long call positions. The problem is why
buying options is hard is theta decay.
Your option loses value every day, even
when the stock doesn't move. You have a
high cost for that option. Buying the
option outright requires significant
upfront capital with limited room for
error. And a larger move is required.
The stock must move enough to cover the
premium paid before expiration.
Being right on direction isn't always
enough.
So the solution is to let time work for
you. Instead of fighting theta decay,
professional traders structure positions
that harvest it. The core insight,
options with less time decay faster,
sell what decays fast, and own what
decays slow. So we're going to be buying
longerdated options and selling
shorterdated options to collect premium
to reduce our overall cost basis. To
start, let's do a quick review of what
theta decay is. Theta is not linear.
Theta is the decay of price on the
option as time passes and it accelerates
dramatically as expiration approaches.
The chart below illustrates how time
value erodess across different days to
expiration or DTE as we call it. The
closer to expiration, the steeper the
decay of the curve becomes. Calendar
spreads offer a more capital efficient
way to maintain market exposure. Like
any strategy, there are meaningful
trade-offs to understand before entering
a position. So, why would you use a
calendar spread? Well, one of the
benefits is that it lowers your cost.
Premium collected reduces your net
debit. Reduce theta exposure. The short
option offsets the long options decay.
Premium income. the short leg earns
while you hold the long and lower
capital requirement versus just buying
the actual option outright. You also
still have a defined risk structure. The
net debit that you pay is your maximum
loss. Let's go through some of the
risks. It does require active
management. It's not just a set it and
forget it, although it is pretty low
management.
Limited profit window. The price must
stay closer to your short strike. It is
volatility sensitive. So if the backmon
volatility changes, it will affect your
P&L.
You need patience. Theta works slowly at
first. And there is a rolling obligation
to this. The short leg must be managed
as expiration near. So what is a
calendar spread? This may seem
complicated, but stick with me. We'll
get to some examples. I just want to
make sure you understand the theory
behind the trade first. This works best
if a stock has already moved up and you
still want to partake in it, but you
think there's a possibility that there
could be some chop for a little while.
Your overall market outlook should be
neutral to slightly bullish. If you're
slightly bearish, it's going to hurt the
trade. If you're very bearish, it's
going to definitely avoid that trade.
And if you're very strongly bullish,
this would be a trade to avoid as well.
The trade structure is that you're going
to start by buying that long call.
That's going to be the anchor of your
position. We're then going to sell a
shorterterm call closer to expiration
that is faster theta decay to generate
premium income to reduce our cost basis.
We're doing this at the exact same
strike in different expirations.
Let's get into one of the examples
that'll be able to really hammer home
what this trade is. All right, so here
we are. We went back to February 2026.
And I wanted to pick a
equity that had a good move up and
looked like it could keep moving higher,
but we wanted to see how this would
perform with a call calendar spread. For
this example, we went with Costco. I
wanted to pick a trade that had a nice
big bull run and still showed some
positive momentum into it and see how
this calendar spread would have worked
out. So, if we look at our price chart,
Costco had a nice big bull run up,
pulled back, and now was showing some
strength again.
Let's get into the structure of the
trade. We went out and we bought the 990
puts going 98 days to expiration. Again,
we want to go longer dated on this. We
want to go 90 days plus at a minimum. Uh
that way we can make sure that that
theta decay doesn't affect the trade too
much.
And in doing so, we had to pay $5742
for the option. That equates to
$5,742.50.
What we're doing then is we're going to
go to a shorter tated option. We went 28
days. Again, 30 days in is going to be
the fastest theta decay. And we're going
to sell that option against it. For
this, we're collecting
$3,52.50.
What this does is it changes our net
debit of the trade
to $2,242.
If we look at how this trade would have
looked without this call that we sold,
you can see we would have outlaid
$5,745.
Selling that call against it reduces
your net exposure dramatically.
Now let's go to our next adjustment.
So right now we are
18 days in the trade and we have 10 days
to expiration.
What I'm looking to do is we have
reduced our exposure quite a bit on this
and now we're getting closer to
expiration. Now we have to worry about
assignment risk. We have a lot of other
factors that are going to kick in. Uh
gamma risk, which is going to be the
change of deltas in the trade, is going
to amplify. This is time to roll that
call out. And I'm going to show you how
we do that. We're going to be using the
exact same strike. We're going to buy
back this option here.
And you're going to we went out 24 days,
and we're just going to sell it again.
And watch what happens to our net
exposure in this trade. We go from
$2,242
down to $1,571.
And we keep going. We're up some good
profit now, as well as reducing our
overall exposure in the trade.
our next adjustment.
We're back down to that 10 days to
expiration
and we're up some good profit on this
trade. Let's look at what Costco's done
so far. We've gone up, we've gone down,
we've came back up. It hasn't really
done much of anything very good for this
particular style of trade. So again,
we're going to buy back
this short option and we're going to
roll this out in time.
Going to go 31 days this time.
Now look at our exposure. We've gone
from $1,579
down to $250 in the trade. [snorts]
And now let's see what the structure
looks like after we roll it.
We're widening our profit tent because
we're collecting more premium and we're
just letting time work in our favor on
this trade. This next adjustment is
really cool because it's going to show
you the power of selling that short
against the long.
So, we're going to get into our next
adjustment now
and watch what happens. Here's before
our adjustment. And again, we're 10 days
to expiration. And now we're going to
roll this out and watch. We now have a
debit in the trade of $243.50.
And when we take this 10 DTE option and
we roll it out to 31 days to expiration,
we now have locked in a profit on this
trade of $984.
We have now more than paid for the cost
of that call. And now we're just going
to keep letting time erode on this. And
as time passes, we're still theta
positive. And this trade is going to
make more money.
So, we get to where we're again 10 days
to expiration and it's time to exit. And
the reason why I say it's time to exit
is because if we look at our days to
expiration on our long call,
we're getting within that 30-day window.
Now, this is when we're going to start
to see theta decay really start to erode
on this call. We have made a great
profit on this trade. And we have now
just time to move on and find the next
trade that we have uh to go on to.
So, we'll close this out and move on to
our diagonals.
What if a calendar spread isn't enough?
What if you're more directional? A
calendar spread is designed for neutral
to slightly directional markets.
But when you have a stronger conviction
on direction
while still wanting to reduce the cost
of your long, it's time to consider
diagonal spreads.
A call diagonal spread, we would say, is
a cousin to a calendar spread.
It's very similar in the trade
structure, but there's also going to be
very different trade-offs within this
trade. Your market outlook should be
moderately bullish.
It could be very strongly bullish. It
could be neutral. It should be anything
but bearish.
The way we're going to do this is we're
going to buy the long strike call. Still
going to be our anchor in the trade. and
we're going to sell a higher strike call
closer to expiration to collect the
premium to reduce our cost in the trade.
Now, let's look at our call diagonal
trade using the exact same equity. As we
jump back into option explorer, let's
show how we would structure the call
diagonal trade and how it would have
performed in the exact same market
environment.
We're going to start with the ex with
the same long call that we did buy prior
at 98 days to expiration at the 990
strike. What we're doing is we're now
going to the same expiration as before,
but we're selling at a higher strike.
And that's where the diagonal comes
through because you're actually selling
on one side of the options chain and
then going out further. and it's a
diagonal line across them to get to
where your other option is.
What are the key differences on this
particular trade is we are not overly
neutral. This is definitely directional
in nature. As the market moves up, we
are going to make more money. We can
take a quick look at what the calendar
would have looked like. Here's our
calendar trade. It's very neutral. Here
is our diagonal trade. it is much more
bullish on the trade on the market in
general or Costco in general. Just like
the last trade, we're going to go
adjustment by adjustment and see how
this would have worked out. Here we are
10 days to expiration on our short.
And what we need to do here is we're
going to just roll this out to the same
strike, just going out further in time.
And what we'll see here is our overall
cost basis is $3,657.
And let's watch what happens to that as
we roll this out in time. We're now at a
net exposure of $2,789.
And what we did is we rolled this out to
31 days to expiration.
And we're going to let this trade still
work in our favor. What has Costco done
so far? Not really much of anything. We
went up, we've chopped back down, and
the market has stayed very neutral.
Now, our next adjustment,
again, we are 10 days to expiration. We
do not want to go too close to
expiration. We want to avoid assignment,
gamma risk, all that stuff that comes
with it. So, make the nice simple trade
and we're going to roll this out again
in time and watch what happens to our
net exposure in the trade.
We're down to $1,738
in the trade. We're rolling out to 31
days and we still have 59 days on our
long for this trade to work in our
favor. We're up a nice profit on here.
And as we're doing this, we're creating
income for us while making sure that
that long call is being paid for.
Here we are again. 10 days to
expiration.
Same exact thing. We're just going to
keep rolling out more in time. So, what
happens here? We're going to be buying
back that short that we bought or short
that we sold and we're going to be
rolling that out
to
31 days.
Now, our net exposure is $63
in this trade. So, here we are. We're
getting to again inside that 30-day
window. And we want to make sure that
this long doesn't start to decay more
than the short. And this trade has
actually worked out pretty well in our
favor. So, what have we done? We have
now reduced our net exposure over the
trade to $63.
The market has or Costco has really not
moved at all. And we're going to just
exit this trade and move on to the next
one. We have created good income for
ourselves and we weren't overly right on
the direction of the call. We started
out and Costco was actually at $998
and we're exiting when it's at $989
for a profit. So, you might be asking
yourself, what happened if I just bought
the call?
So, let's show you exactly how this
trade would have worked out if you just
bought the outright call.
We went out to 98 days and we bought our
990 call.
By the time of exit,
this trade would have been down 62% and
you would have lost $3,574.
Let's review the three most common
mistakes to avoid when initiating call
calendar and call diagonal trades. The
first one is buying too short-term. A
long option with fewer than 90 days to
expiration decays too fast to support
the strategy. I would even suggest going
longer out in time. This is meant for
you to have a macro long bias on this
trade and you're looking to cover that
cost by selling consistent premium
against it.
Another mistake is not rolling the
short. Letting the short option expire
instead of rolling it leaves you open to
greater assignment risk. And the last
one is selling too close to expiration.
The short option sold too near to
expiration exposes you to gamma risk.
Keep the short 21DTE plus at entry. If
there's one thing I want you to take
away from this lesson, it's this. Buying
a call is only one way to express a
bullish opinion. The real edge isn't
just predicting where a stock is going.
It's knowing how to structure the trade
once you have that opinion. Sometimes a
simple long call is the right choice.
Other times, adding a short call against
that position can reduce your cost,
change your risk profile, and make the
trade work more efficiently. The key is
understanding why you're choosing one
structure over another.
As you start looking at bullish
opportunities,
don't stop at asking, should I buy a
call? Instead, ask yourself, is there a
better way to structure this trade?
because that question experienced
options traders ask before they ever
place an order. Thanks for watching.
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Ask follow-up questions or revisit key timestamps.
This video introduces two options trading strategies, the call calendar and call diagonal, as alternatives to buying long call options. These strategies aim to mitigate theta decay (time decay) by selling shorter-dated call options against a long-dated call, thereby reducing the overall cost basis and improving capital efficiency. The video provides detailed examples using Costco to illustrate how to manage these positions, roll short legs, and handle market movements, while highlighting the risks of simple long call positions and the importance of active trade management.
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