InvestingWithBrandon

The S&P 500 has never once failed to hit new all time highs after a crash.
Not after 1987.
Not after 2000.
Not after 2008.
Not after 2020.
Not after 2022.
Every single time the experts said it was different this time.
Every single time they were wrong.
The crash feels like the end when you are in it.
Then you look back 5 years later & realize it was the best buying opportunity of your life.
The people who panicked out locked in permanent losses.
The people who had structure & stayed in made a killing.
Volatility is not the risk.
Permanent decisions made out of temporary fear is the risk.

When volatility spikes most people panic.
This is when I get excited.
Market drops 15%.
Fear index explodes.
Everyone is selling.
Put premiums are the fattest they will be all year.
That is when I sell portfolio secured puts on quality companies now trading at a discount.
Take that premium & buy shares + LEAP calls at the same time.
Getting paid to be patient while everyone else panics out.
Fear creates the best put selling conditions of the entire market cycle.
Most people run from it.
That is exactly why most people lose.

The 5 most popular option strategies ranked.
(only 1 actually works long term)
🔴 D tier — Covered calls. Bullish with one hand. Cap your upside with the other. Doesn't protect downside. Usually makes no sense....
🔴 C tier — Cash secured puts. Bullish to sell put, but sitting in cash doing nothing while the stock runs.
🟡 B tier — Buying puts. You're betting against every CEO whose job is to prove you wrong.
🟡 A tier — Buying calls. Better but timing still has to be perfect. Hard to do consistently.
🟢 S tier — Portfolio secured puts + LEAPS + shares. This is what scaled me to 7 figures th

I retired at 31 doing this.
Step 1. Build your base.
$40k VOO. $40k Q. $20k high conviction companies near intrinsic value.
This is your foundation & your collateral.
Step 2. Sell 1+ year portfolio secured puts.
Quality companies only.
Moat.
Pricing power.
Good valuation.
Collect the premium.
Pay zero margin interest.
Step 3. Redeploy every dollar of premium.
More shares.
LEAPS on your highest conviction names.
Never let it sit as cash.
Step 4. Keep ratios in check.
Always know your 7-day liquidity.
A 40% crash should not keep you up at night.
That is it.
No day trading.
No covered calls

Human emotion is completely predictable.
That is how I generate $30k a month on average with options.
When the market crashes everyone panics.
They flood into put options for protection.
Put premiums go through the roof.
Nobody wants call options.
Calls go on sale.
I do the exact opposite of the herd.
I sell puts for top dollar because everyone is panicking to buy them.
I take that premium & buy calls for bottom dollar because nobody wants them.
Then the sentiment flips.
Market starts to recover.
Puts are suddenly worthless.
Calls explode in value.
On AMD I held 2-year contracts for 3 months.

Every single CEO wakes up every single day trying to make you money.
(most retail traders fight it anyway)
Every executive at every company wants the same thing.
More revenue.
Higher earnings per share.
Higher share price.
They are literally paid in stock options to make it happen.
As EPS goes up the share price follows.
Not in a week.
Not in a month.
But over 1-2 years?
It almost always follows.
That EPS growth line is the most powerful tailwind in investing.
When I sell 1+ year portfolio secured puts on quality companies, I am not gambling.
I am aligning myself with every person at that comp

If the market crashes 40% tomorrow I will not lose a single night of sleep.
(here is exactly why)
Most people hear my options system, & immediately think I am reckless.
I am the opposite.
I walked through 2008 month by month using this system.
I came out just fine.
Here is how ratios keep you safe.
My sold put assignment value is always a fraction of my 7-day liquidity.
Right now the market is a little hot.
So my assignment value is lower.
When the market gets cheap I raise it because the downside risk is actually lower in a cheap market.
On top of that I only sell puts on companies with a moa

I cannot tell you how many people told me they were smart for selling covered calls on Nvidia.
(until now)
They bought at $10.
Sold covered calls at $20.
"If it doubles I'm out. I made 100%. That's enough."
They doubled their money & got called out.
Then watched Nvidia go to $50.
Then $80.
Then over $200.
They left a 10x on the table chasing a little monthly premium.
Here is the rule.
If you are bullish on a company buy the shares & hold them.
Super bullish? Sell portfolio secured puts and buy calls.
If you are bearish, sell the shares & be done with it.
Covered calls cap your upside while giv

Ask Elon this simple question that will change how you do options forever.
"Hey Elon. Can you make Tesla more valuable in one week?"
He will say no.
He cannot do anything meaningful in one week.
"What about two years?"
"Oh yeah. Absolutely. No question."
That one answer is why I never touch short duration options.
Weekly calls.
Monthly puts.
30 day anything.
You are taking a magnified leveraged bet on something that cannot fundamentally improve in that time frame.
That is not a strategy.
That is gambling.
1-2 year duration gives EPS growth time to work.
It gives the CEO time to do what he is p

Most people panic when a sold put goes against them.
(That is the wrong move)
Stock drops & your put is in the money.
You do not close it at a loss.
You roll it out further in time.
Collect more premium in the process.
Now you are getting paid to wait for the stock to recover.
This only works because you sold puts on quality companies near intrinsic value.
Quality companies basically always recovers.
The roll turns a problem into income.

More accounts blow up from position sizing more than bad stock picks.
(Nobody talks about this)
You can be right about the company & still blow up the account.
If you size the put too large & get assigned a bunch of shares you do not have the money for, you may be in trouble...
Keep ratios in check at all times.
Not just when markets are calm.
Only sell puts on companies you actually want to own at that strike price & have the capital to buy them.
If you would not buy the stock there, do not sell the put there.
Good structure survives bad markets.
Bad structure does not survive anything...

Most retail investors do options completely backwards...
When the market is falling & stocks are getting cheaper & safer they rush to buy puts.
That bids up put premiums.
Makes them expensive.
They are buying protection at the exact moment it costs the most.
(brilliant strategy right?)
The smart move is the opposite.
Sell puts when fear is high & IV is elevated.
Buy them when everyone is greedy & premium is cheap.
Simple when you see it.
Impossible to unsee once you do...

One number predicts where a stock goes long term.
(Most people completely ignore it)
EPS up & to the right means the stock almost always follows.
Short term price action is just noise sitting on top of that trend.
This is why I sell puts on great companies with strong earnings growth & get in at a good valuation level to start.
Do not let short term volatility shake you out of a great long term position.

The system that I use to beat the market in plain English.
(That is it)
Step 1. Build your base in VOO & Q. That is your foundation & your collateral.
Step 2. Sell 1+ year portfolio secured puts on high conviction companies near intrinsic value only.
Step 3. Take every dollar of premium & put it into LEAPS & shares. Never let it sit as cash.
Reinvest everything & let compounding do the work.
Keep ratios in check so you can not only survive deep 50%+ crashes, but you capitalize in them too.
No day trading. No covered calls. No spreads. No cash drag. No stress.
Just structure & time.

Bull market I win.
Bear market I win.
That is the whole point of building a real system.
Bull market means the base appreciates & Options put some gravy on top.
.
Bear market means discounted shares & elevated IV making put premiums even bigger.
Flat market means premium income hits every time I sell puts.
The system does not need the market to do any specific thing on a day to day basis.
That is what a real system looks like.
Always positioned to win.

If you are truly ultra bullish on a company, this is how to capitalize:
1. Sell a 1 year portfolio secured put on your highest conviction name.
2. Take part of that premium & buy shares right now.
3. Take the rest & buy a LEAP call on the same company.
You are now triple leveraged long with zero extra cash out of pocket.
Keep ratios in check & you will NEVER get wiped put in market volatility.
Most people do a cash secured put & miss the entire move on the company they are supposedly bullish on.
That is not a strategy...