To The Moon

New year, new resolutions.

Some people promise to go to the gym 🏋️‍♂️.

Some promise to eat healthier 🥗.

Some promise to sleep earlier 😴.

Me?

I promised myself:

👉 “I will let the market decide my fate, but I will collect premium while waiting.”

And that, ladies and gentlemen, is how I ended up selling an IWM put at 251, collecting $0.70 premium, with 3 days to expiry, as a New Year joke — because what better way to welcome a new year than by gambling responsibly with math? 📊😂

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🧨 The Setup: A Joke… That Wasn’t Really a Joke

It was one of those moments where the market was quiet, coffee was warm ☕, and confidence was high (a dangerous combination).

I looked at IWM and thought:

“Hey… you look stable.

You’re not flying, you’re not crashing.

You’re just… existing.”

And that’s when the thought hit me:

💡 What if I sell a put?

Not just any put.

A 251 put, expiring in 3 days.

Why 3 days?

Because commitment issues.

Why 251?

Because round numbers are overrated.

I collected $0.70 premium, which means:

• $70 in my pocket 💵

• 3 days of emotional suspense 🎭

• 0 days of regret (at that moment)

At that point, I told myself:

“Relax. This is just a joke trade.

Worst case, I own IWM at a discount.

Best case, free money.”

Famous last words. 😌

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⏰ Tick Tock… Expiry Approaches

As expiry day approached, IWM started behaving like that friend who says “I’m on the way” but hasn’t left the house.

It hovered.

It teased.

It refused to move decisively.

At 251, it stared at me like:

“You sure about this?”

I stared back like:

“Don’t threaten me with assignment.”

And of course… the market heard that.

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🎁 Surprise! You’ve Been Assigned

Assignment notification pops up.

🎉 Congratulations!

You are now the proud owner of 100 shares of IWM.

Cost basis?

Let’s do the math (because jokes are funnier with numbers):

• Strike price: 251

• Premium received: $0.70

• Actual cost per share: $250.30

• Shares: 100

So yes —

I paid $25,030 for something I said was “just a joke.”

This is exactly how people end up with pets they didn’t plan to adopt 🐶.

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🤝 Acceptance Stage: Hello, My Name Is IWM

At this point, I did what every seasoned options trader does:

1. I checked my emotions 🧠

2. I checked my cash 💰

3. I checked if I could still sleep at night 😴

And honestly?

I was fine.

Why?

Because this wasn’t a panic assignment.

This was a planned assignment.

I didn’t “lose.”

I upgraded my strategy.

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🧱 The Collateral Becomes the Weapon

Now that I owned 100 shares of IWM, something magical happened.

✨ Those shares became collateral.

Which means one thing:

👉 Covered calls, baby.

This is where the joke turns into a sitcom.

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🎭 Enter Act Two: Selling the Call

With my newly adopted 100 shares, I looked at the options chain again.

And I thought:

“Okay, IWM…

You didn’t meet 251.

Let’s see if you can meet 252.”

So I planned to sell a 252 call, with 3 days expiry, collecting somewhere between $1 to $2.

Yes.

Another 3-day relationship.

Another premium.

Another emotional rollercoaster 🎢.

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😏 “I Wanna Meet” (IWM) — Or Not

Let’s talk about the real joke here.

IWM.

I don’t just trade it.

I personify it.

To me, IWM stands for:

“I Wanna Meet.”

I wanna meet 252.

But if you can’t meet?

That’s okay.

Someone else will meet you for me 😏.

If IWM:

• Stays below 252 → I keep the premium 💰 + keep my shares

• Moves above 252 → Shares get called away, I smile and wave 👋

Either way?

I win.

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📦 Best-Case, Worst-Case… Still Funny

🟢 Scenario 1: IWM Doesn’t Move

• I keep my shares

• I keep the call premium

• My cost basis drops even further

• I repeat next week

This is like renting out a house that you accidentally bought but now enjoy owning 🏠.

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🔵 Scenario 2: IWM Goes Up

• Shares get called away at 252

• I collect:

• Put premium ($0.70)

• Call premium ($1–$2)

• Capital appreciation

This is like buying a concert ticket 🎫 and accidentally selling it for profit.

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🔴 Scenario 3: IWM Drops

• I still own shares

• I still collected premiums

• I sell another call

• Life goes on

Markets go down.

Premiums cushion pain.

Humor saves sanity 😂.

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🧠 The Strategy Behind the Joke

Behind all the jokes, emojis, and sarcasm, there’s a real strategy here.

This is:

• Cash-secured puts

• Followed by covered calls

• Also known as the Wheel Strategy

But I prefer to call it:

🎡 The “Let the Market Decide” Strategy

I don’t predict.

I don’t chase.

I let probabilities do the heavy lifting.

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📉 Why Short Expiry?

Why 3 days?

Because:

• Faster premium decay ⏳

• Less exposure to black swan drama 🦢

• More flexibility

Also because I enjoy checking my phone too often 📱.

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😂 Trading Is Serious… So Don’t Take It Too Seriously

Let’s be honest.

Trading can be:

• Stressful 😰

• Emotional 😤

• Ego-destroying 🥲

So if you can’t laugh when you get assigned,

you probably shouldn’t be trading options.

I don’t see assignment as punishment.

I see it as delivery 📦.

I ordered premium.

The market delivered shares.

Fair trade.

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🎆 New Year Philosophy: Let It Get Called Away

This year, my trading mindset is simple:

“If it goes up, let it get called away.

If it goes sideways, collect rent.

If it goes down, lower my cost basis.

If emotions go wild, add humor.”

Life is too short to fight the market.

Let others fight.

I’ll collect premium 😎.

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🧾 Final Numbers (Because Traders Love Receipts)

• Put sold: 251

• Premium received: $0.70

• Effective cost: $250.30

• Shares owned: 100

• Call planned: 252

• Premium target: $1–$2

• Expiry: 3 days

• Stress level: Low

• Laugh level: High 😂

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🥂 Final Words: Cheers to Another Year of Premium

So here’s to the new year 🥂.

May your puts be far OTM.

May your calls get called away only when you’re ready.

May your assignments be planned.

And may your trading always include a sense of humor.

Because at the end of the day…

IWM may not meet 252.

But I’ll always meet my premium. 💸😎

$IWM 20251229 251.0 PUT$ 

@MillionaireTiger @Shernice軒嬣 2000 @TigerClub @MillionaireTiger @Daily_Discussion @TigerEvents @jerrying @LawrenceSG @ZhukovHatesPepsi @InverseCramer