InvestingWithBrandon

What I'll teach my son about money when he's old enough to care.
Initially, you need to trade time for money... but eventually you can make your money work for you so you get your time back.
95% of people in the long run will not beat $VOO.
Most people live paycheck to paycheck (it's ok to be different)
Own pieces of great companies & ONLY buy them when the price is right.
Less trades is better.
Sometimes the best trade to make is doing nothing.
Be careful who you take advice from... They likely don't beat the SP500.
Volatility = opportunity... NOT RISK.
A good company is not automatically a g

If I could send one message to myself at 20, it's this:
Stop.
Stop day trading. 99% lose. You are not the 1%.
Stop selling covered calls on companies you are bullish on. You're capping the upside which is the sole reason you bought the shares.
Stop parking cash to secure puts. Your base portfolio shares can do that job while they compound. Cash secured is the "underperforming" version.
Stop buying weekly calls. Nobody knows what happens by Friday. Not even the CEO.
Stop looking for the complicated answer when there is a simple one.
Here's the whole thing:
$VOO + $Q + Elite companies at good pr

I had a post about portfolio secured puts blow up recently, and there are a bazillion questions about how this actually works.
So let’s make this crystal clear.
Someone has $1,000,000 invested in the S&P 500.
They sell puts with a total assignment value of $500,000.
They have ZERO cash sitting in the account. Just shares.
Now imagine the S&P 500 gets absolutely smoked and falls 50%.
Their $1,000,000 portfolio is now worth roughly $500,000.
How much are they potentially on the hook to buy through their puts?
$500,000.
So where does the cash come from?
They sell shares from the existing portfoli

Just sent out my FREE Sunday newsletter covering this crazy market & what to do about it!
Check it out here:

If I won 10 million bucks tomorrow, I would immediately do this:
$4m in $VOO
$4m in $Q
$1.5m in single stocks.
$500k 1+ year call options.
- Sell puts with strikes 10% below the current prices assuming the stock is near intrinsic value.
-1 year durations MINIMUM.
-Reinvest the put premiums back into more shares.
-Portfolio secured, not cash secured.
-Repeat when there is deals for consistent cash flow.
- Keep ratios in check
This is the exact system scaled me to millions, and it can scale you too.
KEEP IT SIMPLE GUYS

Cash secured puts have an EXPENSIVE price tag nobody notices.
Say you keep $150,000 in cash securing trades. That's the going rate for a decent sized options income strategy according to "gurus" online.
That $150k earns you the premium & nothing else.
If it had been in index funds instead, at what the market's averaged, you'd have made tens of thousands more per year on the exact same trades.
Over a decade that gap is life changing money.
& here's the thing. It never shows up as a loss. There's no red number. No statement line. It's just returns that quietly never happened.
That's why the stra

Dear covered call sellers,
I know why you do it. The premium hits every month & it feels like a second paycheck.
Here's what I need you to look at...
You bought that company because you think it goes up. Then you sold the "up."
Your premium is a few hundred bucks. The move you sold might be 40%.
& on the way down? That premium covers almost nothing. You eat the whole drop.
So you kept all the downside & sold the upside. For pennies.
The strategy isn't income. It's a fee you pay to feel busy...
If you want to get paid on positions you're bullish on, sell 1+ year portfolio secured puts & call it

Let me break down a losing trade you likely did.
The one most people make.
You buy a call on a great company. 3 weeks out. Paid $500.
Week 1: stock drifts down 2%. Your call is down 30%. You're confused because 2% isn't much of a downward move for the shares.
Week 2: stock recovers, closes higher than when you bought. Your call is still down 20%. Now you're really confused.
Week 3: stock closes up 4% on the month. Your call expires worthless.
You were RIGHT about the company. You were right about the direction. You lost 100%.
Cause of the loss: the clock, not the call.
Every day that passed, y

I'll make a bet with any covered call seller reading this.
Show me your last 5 years. Every premium you collected, added up.
Then show me every position that got called away & what those shares are worth today.
Then compare your total ROI vs the SP500
I'll bet most got smoked vs the brainless $VOO
Nobody does this math because the premiums show up on your statement every month & the called away upside shows up nowhere. Hard to beat the SP500 doing things like this as your primary strategy...
Run the numbers on your own account & tell me I'm wrong.
I hope I am wrong... but for most I am likely

Retail investor: I just buy and hold index funds. Slow and steady.
Me: Good. Seriously. That's the base. I do the exact same thing with $VOO and $Q
Retail investor: Wait, you hold index funds too?
Me: Of course. The only difference is I don't let them just sit there. I use them as collateral and sell puts against them for another 15% ish on top.
Retail investor: So you're not replacing index investing… you're stacking on it?
Me: Exactly. You're doing step one perfectly. You just stopped before step two.
Retail investor: What if he market crashes with he portfolio secured put?
Me: Ratios are al

HOW TO BUILD A CASHFLOW MACHINE WITH $200,000 in 2026:
(works at almost any size)
$80k $VOO
$80k $Q
$40k high conviction companies
That base compounds ~11% a year & NEVER gets sold. Not in a crash, not ever.
Then sell puts secured by that base. Not cash.
Every sold put has to pass all 5:
1. Company is below fair value TODAY
2. Real moat & pricing power
3. Profits growing for years
4. Strike 10% below current price
5. 1 year duration minimum
Premium hits the same day & buys more $VOO + $Q + Elite companies.
Bigger base secures bigger puts. Bigger puts pay more premium. That loop is the entire s