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InvestingWithBrandon

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Retail investor: Why not just sell weekly puts & compound faster? 52 trades a year.
Me: How much do you collect on one?
Retail investor: like $150.
Me: & how far below the price is the strike?
Retail investor: maybe 2-3%.
Me: So one normal 5% dip & you’re underwater... with 4 days to recover.
Retail investor: I’d just roll it.
Me: Roll it where? Another week out? You’d be rolling for pennies.
Retail investor: ...ok but most weeks it works.
Me: Most weeks. Then one week it doesn’t & it wipes out 2-3 months of $150s.
Retail investor: so what do you do?
Me: 1-2 years out, strike way below the pri
The ABSOLUTE worst day in ALL history to buy the Nasdaq $Q was March 27, 2000.
$117.75 a share. The very top of the dot com bubble.
By October 2002 it was $20.06. Down 82%.
It took about 15 years just to get back to even... & that's WITH dividends reinvested.
But if you bought that exact day & did nothing, today it's around $740. About 7x your money with dividends.
Now the person who bought in October 2002 at $20... that's about 37x on price alone.
Same fund. The only thing that changed was the price paid.
That's why I don't buy just because something is going up. I want great companies/ETFs t
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NDAQ+1.38%
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Retail investor: If we get another 2022 I'm going to cash. That year broke me... BAD.
Me: Look at that chart. Down over 36%. Now tell me what you did.
Retail investor: Held as long as I could, sold near the bottom, got back in way higher.
Me: So the market took a temporary 36% dip & your reaction made it permanent... You sold when it went on sale...
Retail investor: I know. It still eats at me inside.
Me: Here's my 2022. Same chart. I sold 1+ year portfolio secured puts the whole way down while premiums were the fattest they'd been in years. Collected the cash flow and reinvested in back in to
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Walk into a bank with $100k.
Buy a CD, collect your 4%.
Then ask to ALSO use that same $100k as a down payment on a rental property...
They'll laugh you out the building.
"You can't have your money in two places at once."
But that's exactly what I do every single month.
My shares ( $VOO / $Q ) sit there compounding ~11% a year.
Those SAME shares secure the puts I sell for another ~15%.
Same money. Two returns. Never on margin. Ratios always in check.
That's how 10% quietly becomes 25%.
And 25% is the difference between $1M and $61M over time.
Portfolio secured puts will change your life.
This
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VOO+0.28%
POV: You’re bullish on $NVDA at $53/share back in 2023.
You buy weekly calls at $60 strike.
“It’s going to rip.”
Monday: $55
Wednesday: $58. Calls down 70% (theta hits it hard)
Friday: $59. Calls expire worthless.
1 months later the stock is $90.
You were RIGHT. It ripped. You got $0.
Same call 1 year out & you’d be sitting on a big winner right now with the stock up over 141%.
With short duration, being right about the company isn’t enough. You have to be right about the week too...
This is why I ONLY do longer duration contracts... because nobody knows what happens in the short term.
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NVDA-0.81%
Every options strategy I've used in the last 10+ years, ranked worst to best.
7. 0DTE & weekly calls. Gambling. You need the direction AND the day.
6. Spreads. You collect $1,000 & spend $900 on the put under it. Bullish & bearish at the same time.
5. The wheel. You eat the drop, then cap the bounce.
4. Covered calls on stocks you're bullish on. Works until the stock rips & your shares get called away.
3. Cash secured puts. Right idea... but your money sits on the bench doing nothing.
2. 1+ year calls when you're ULTRA bullish on a great company below fair value. Time for earnings to grow, & y
PE ratio vs returns
(Current PE = 19)
1 year out = hard to say
10 years out = clear trend
Allocate to win REGARDLESS of what the market does in the short term.
Market up = I appreciation
Market down = I capitalize
POV: you sell weekly puts for "income" doing the wheel strategy
Stock is at $100. You sell 5 of the $97 puts every week.
Week 1: +$300. This is easy.
Week 2: +$280. Why doesn't everyone do this?
Week 3: +$310. Telling your coworkers about it.
Week 4: +$290. Looking up how to quit your job.
Week 5: +$300... then the stock drops 12% on earnings. Assigned 500 shares at $97. Stock's at $88.
Week 6: Selling covered calls at $92 to "get it back." +$150.
Week 7: +$150.
Week 8: +$150.
Week 9: Stock rips to $102. Shares called away at $92.
Final score after 9 weeks:
Premium collected: $1,930
Loss on th
🟢HOW TO INVEST $100,000 IN OCTOBER 2026:
(works on any amount though)
$30k $VOO
$30k $Q
$20k individual companies
$10k bought calls
$10k $SGOV
Sell 1 year puts portfolio secured, not cash secured on companies that meet this criteria:
1. Must be below intrinsic value.
2. Must have a moat.
3. Must have pricing power.
4. Must have a durable competitive advantage.
5. I must be ok to hold for the long run in the event I get assigned shares, I can use the wheel strategy and patiently "get rid" of the shares if I want.
Key Notes:
- Portfolio secured, not cash.
- I keep ratios in check so if I ever g
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VOO+0.58%
2014 me: I'm going to get rich day trading.
2026 me: How's that going?
2014 me: I mean... I've had some good days.
2026 me: & the bad days?
2014 me: ...we don't talk about those.
2026 me: What else are you doing?
2014 me: Selling covered calls on everything. Free money.
2026 me: Until the stock rips & your shares get called away.
2014 me: ...yeah that already happened.
2026 me: Ok. Stop day trading. Build a base of VOO, Q & great companies & never sell it. Only sell puts on great companies below fair value, 1-2 years out. Let your shares secure the puts instead of cash. Use the premium to buy
This trade has 5 mistakes in it. How many can you spot?
"This stock ran 80% this month so I sold a 30 day put right at the current price. I've got $20,000 in cash sitting there to cover it. It's kind of a meme stock but the premium is HUGE."
Reply with how many you found 👇
Chasing. It already ran 80%. That's almost never below fair value.
30 days. That's a guess on where it is next month.
Right at the current price. Zero margin of safety. Any dip & you're underwater.
$20,000 in cash doing nothing. If you're bullish enough to sell the put, why is your money on the bench? Do portfolio secured i
3 numbers that completely changed how I trade options. (the last one is the one nobody believes)
$385 vs $2,540.
That's what a 1 month vs 1 year $NVDA put at the same $180 strike paid when I pulled them up side by side late last year. Almost 7x the premium for the longer contract... plus 11 more months for earnings to grow.
85%.
That's roughly how much of the premium I kept on 2 year puts I sold during the April 2025 tariff panic. I closed them about 3 months after I opened. When the fear left the market, the puts lost their value fast.
Long duration > Short duration
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NVDA-0.52%
Pick your move
You sold a 2 year put on a great company.
Strike 10% below the market price.
3 months later the whole market drops & your stock is down 25%.
Your put is showing -$8,000.
What do you do?
A) Close it & take the loss
B) Roll it out further
C) Sell your base shares to raise cash
D) Nothing
Reply with your letter BEFORE you read my answer 👇
My answer: D.
You still have 21 months on the contract. The company didn't change & its earnings are still growing. The only thing that changed is the price... & now it's even further below fair value.
A is what most people do. They lock in the l
Guess who wins
Two people.
Same $100k.
Both bullish on the same great company.
Both sell the exact same put & collect $8,000.
The only difference:
Person A keeps the $100k in cash to secure it. (cash secured put)
Person B keeps the $100k invested in $VOO & lets those shares secure it. (portfolio secured put)
2 years later... who has more money most of the time?
Take a guess before you keep reading.
Person A: cash earns about 4% a year in a money market. $108,160 + the $8,000 premium = $116,160.
Person B: $VOO does its long run average of about 11% a year. $123,210 + the same $8,000 = $131,210.
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🟢Keep your emotions in check.
Continue to DCA into quality stocks/ETFs at good prices.
When you find compelling set ups:
1. Sell 1+ year portfolio secured puts. (not CSP)
2. Take part of that cash flow to buy shares.
3. Take part of the cash flow to buy LEAP calls.
Then be patient and let the plays work.
Simple.
🔴RETAIL INVESTORS SIMPLY DO STOCK OPTIONS COMPLETELY BACKWARDS...
(Let's run through an example)
When the market is falling.
Retail investors want to buy puts.
That bids up the put premiums.
That makes put more expensive.
They are buying puts as the market is getting cheaper and safer (falling)
We will use this to our advantage.
Instead of acting like the herd & buying puts when things are falling and becoming cheaper/safer.
We will sell puts usually with a duration of at least a year.
We will collect max premium and reinvest that back I to the company we are bullish on.
These puts are not ca
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Walk up to Jensen ( $NVDA CEO ) & say:
"I bought a 1-month call on $NVDA. Can you make the whole company worth more by then?"
He'd laugh at you. "One MONTH? Impossible."
Now ask him: "Can you do it in a year or two?"
"Absolutely."
Here's the part everyone misses... that's EXACTLY how CEOs get paid.
The board doesn't hand Jensen 30 day options & say "pump it by next Friday." They give him 1, 2, 3 YEAR stock options... because that's how long it takes to actually grow a company.
So the most powerful, most informed people in the market are all positioned LONG duration...
& retail is out here buyi
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NVDA-0.52%
I made MILLIONS in 2022 when $Q dipped 35%
Shares
1+ year portfolio secured puts
1+ year bought calls
Capitalized. & appreciated HEAVY since.
The next recession is your biggest opportunity to get rich.
Stop fearing corrections.
Start preparing.
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What actually moves a stock's price in the long term?
Not Fibonacci.
Not Bollinger bands.
Not VWAP.
Not lines on a chart.
IT'S EARNINGS PER SHARE (EPS).
When a company's profit per share goes up, the share price usually follows it within 1-2 years.
So if you buy a great company below fair value & give it a year+... you have TWO things working for you at the same time:
1. The price snapping back up to fair value
2. Fair value itself moving higher because EPS keeps growing
That double bullish tailwind is the whole reason I only sell portfolio secured puts & buy calls 1+ year out. Long duration c
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