InvestingWithBrandon

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It takes many people YEARS to realize the wheel is a trap.
On paper it sounds perfect.
Sell puts, get assigned, sell covered calls, repeat. "Income machine."
Here's what actually happens:
You sell puts on garbage you don't want.
You get assigned.
Now you're stuck selling covered calls that CAP your upside on the rebound.
So you make pennies while the good companies you SHOULD have owned run without you.
The wheel keeps you busy.
It doesn't make you rich.
I'd rather sell long duration portfolio secured puts on elite companies and let them compound.
We are all here to make money... RIGHT?
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Here's something that'll blow your mind with options.
I sold a $Q portfolio secured put.
Took the cash flow and reinvested back in $Q
Bought it back later for a fraction of what I sold it for.
Walked away with $20k of $Q shares I basically got out of thin air.
No margin. No interest. No cash drag. No opportunity cost.
Now here's the part nobody thinks about:
Those $20k of shares?
In 20 years they're worth $100k+
So that ONE put trade didn't make me a few grand.
It made me $100k down the road.
The trade doesn't end when the trade ends with portfolio secured puts.
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Let me say the thing nobody wants to hear.
Everyone posting their gains the last 3 years is a "genius."
In a bull market, throwing darts works.
Buying random calls works.
The wheel works.
Everything works.
The market's been a tailwind so strong it's covering for terrible strategies.
The real test isn't now.
It's the next 40% drawdown.
The next COVID circuit breaker.
The next 2022.
Ask yourself honestly:
Does my options strategy survive THAT?
If it only works when the market goes up... you don't have a strategy...
You are gambling & got lucky.
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Toanmobile:
2026 GOGOGO 2026 GOGOGO 👊
Here's a secret the wealthy will never say out loud:
They don't sell their best shares. Ever.
I plan to hold my core $VOO / $Q until I die.
My kids inherit them at a stepped up cost basis... meaning all those gains? Taxed at basically zero.
Meanwhile I'm selling puts against those same shares for cash flow the whole time.
Income now. Appreciation forever. Taxes drastically reduced.
Selling portfolio secured puts let you generate the income WITHOUT ever touching the golden goose.
VOO0.14%
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I'm going to tell you how I get shares for free.
Not clickbait.
I promise.
Read this:
Quality company drops below intrinsic value.
I sell a portfolio secured put with a strike 10% under that
1+ year option contract always
I collect fat premium up front.
I take that premium and BUY shares with it.
I then buy the contract back in the future for less than what I sold it for.
After the contract is closed out 100%, I am left with shares I didn't buy.
Zero margin interest paid.
Ratios well within check to sleep well in a 50% market crash.
The shares cost me nothing out of pocket.
Then those free sha
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GateUser-fc2fe649:
2026 GOGOGO 👊
I'll be straight with you: buying calls is way harder than selling puts.
When you sell portfolio secured puts, you win if the stock goes up, stays flat, OR even drifts down to your strike minus premium.
Three ways to win.
When you BUY a call, you need the stock to go up, & go up fast.
One narrow way to win.
I still buy calls, but only LEAPS, only on ultra high conviction plays.
If you're losing money on calls, it's because. you are using them on non compelling setups.
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Options are simply a tool to MAGNIFY an expected return.
That's it. That's all they are.
The problem? Most people have zero clue which way a stock is actually headed.
So they take their coin-flip guess... and then magnify it.
Magnifying a guess just gets you to zero faster.
I only use options on the handful of plays where my conviction is sky high and the valuation is on my side.
A magnifying glass is useless if you're pointing it at the wrong thing.
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When the market finally drops, watch what everyone does.
They panic buy puts for "protection."
Which bids put premiums UP
So they're paying the MOST for downside insurance right as stocks finally got CHEAP.
That's backwards.
A falling market isn't when I buy protection.
It's when I SELL puts & get paid fat premium to buy great companies on sale.
Insurance is expensive when everyone's scared. So sell it to them.
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Two people sell the same put on the same dip.
Person A: 1 month duration. Collects $365.
Me: 1 year duration. Collect $2,500.
Stock rips 50% over the next year.
Person A made 50%... on $365.
I made 50%... on $2,500.
Same trade. Same conviction. Wildly different ROI.
Short duration forces you to keep guessing the next 30 days over and over.
Long duration lets the company's earnings do the heavy lifting while you sit still.
The lazy trade is the better trade.
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You will NEVER get rich selling covered calls.
Let me explain why.
You own the shares = you're bullish.
Then you sell a call = you cap your own upside.
So when the company you LOVE finally rips 40%, you get called away at your low strike and watch it run without you...
You collected pennies to give away the steak.
Sell portfolio secured PUTS instead.
Take that premium. Buy MORE shares. Let them compound for years.
One strategy caps your upside.
The other stacks it.
Ratios always in check.
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NexaCrypto:
To The Moon 🌕
Here's why I'll never touch a credit spread.
A call credit spread = you SELL a call (bearish) and BUY a call (bullish) at the same time.
Read that again.
You're bullish and bearish on the same company, in the same trade.
If you're truly bullish, why are you selling a call against yourself?
If you're truly bearish, why are you buying one?
Pick a side.
Bullish? Sell puts and buy LEAPS.
Stop paying for a hedge against your own conviction.
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"But Brandon, what if the stock tanks after you sell the portfolio secured put?"
I have three outs. Most people don't know about a single one:
1. Roll the contract DOWN and OUT & buy myself another year or two for earnings to grow. (stocks follow earnings)
2. Take the shares on a company I already wanted to own cheaper.
3. Buy the contract back — often still keeping most of my premium.
A losing options trade only wipes you out if you have no plan.
I always have a plan. That's why I sleep fine through 40% drops.
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Everyone's terrified of getting "assigned" with options
Dumb...
I've sold puts for 10 years and been assigned exactly 4 times.
And every time... it wasn't a big deal.
Here's why:
I only sell puts on companies I'd be THRILLED to own at that strike.
So if I sell a put 10% below a price I already think is cheap, and I get the shares... I just got paid premium to buy a great company even cheaper.
This is also portfolio secured not cash secured... So NO cash draw like CSPs
If you're scared of assignment, you're selling puts on the wrong companies.
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Where I set my strike when selling a put:
~10% BELOW the current price.
But only when the company is already below intrinsic value.
Think about what that does:
The stock is already cheap.
Then I give myself another 10% cushion under that.
Then I go 2 years out to give EPS time to grow.
THEN I collect premium on top.
For me to lose, a company I think is undervalued has to fall another 10%+ and stay there for 2 years...
Margin of safety on top of margin of safety.
That's how you beat the market.
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The #1 fear with selling puts: "What if I get assigned and don't have the cash?"
With cash secured puts, you solve this by letting a giant pile of cash rot in your account doing nothing. Forever. Just in case.
With portfolio secured puts, that fear just... disappears.
If I ever HAD to take assignment, I sell some shares from my base portfolio and cover it. Done.
No idle cash. My collateral was compounding the whole time.
The "what if" everyone loses sleep over isn't even a real problem when you structure it right & keep ratios in check.
This is how I scaled to millions & you can too.
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"Valuations are elevated" does NOT automatically mean "head for the hills."
People hear it & instantly panic sell everything
Yes, I think the market's a little hot right now
No, I'm not calling for a major crash
A hot market can stay hot for a long time. It can also reset.
I don't try to predict the unpredictable
I just keep my ratios in check, never over leveraged, & stay positioned to win either way
That's the difference between investing vs doing what most retail investors do...
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You can beat 99% of people...
Without being smarter than them.
Without being luckier than them.
You just have to be willing to endure discomfort LONGER than they will.
The market drops 30%. They sell. You hold.
A company goes quiet for 2 years. They give up. You keep buying.
The patience nobody wants to have is the edge everybody's willing to use.
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What ACTUALLY moves an options contract's price:
(it's not just the share price)
Share price
Sentiment
Implied volatility
Demand for the contract
Duration
Strike
Most people only watch #1 and then wonder why they keep getting smoked.
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