I’ve been thinking about what separates the way I trade from how many others approach this game.
It’s not discipline or risk management. It’s something deeper — what I can live with and what I can’t.
There’s a trader I know who’s perfectly comfortable selling naked puts and waiting. If the stock never gets put to him, he’s fine collecting the premium and moving on.
That’s not me.
If I sell a naked put and the stock rips higher without me, I’m unhappy.
Not because I missed the premium, but because I wasn’t long the stock when it moved.
I Want All 3 Profit Streams
When I find a setup I like, I don’t want just one angle. I want the Triple Crown: long stock, short puts and short calls.
I want to own shares, sell calls against part of the position and keep some shares uncapped in case the move really accelerates. I don’t want to get called out too early, even if that would still be profitable.
I’m also running a naked put alongside it.
Is it the most efficient strategy? Probably not. But it’s the one that lets me sleep at night.
Why I Need the Stock
Here’s a real example. I sold a naked put around $18, and the stock is now trading in the low $30s.
If all I had was that naked put, I’d be disappointed. I got paid, but I missed the move.
That’s why I prefer owning roughly 500 shares, selling calls on 300 of them and keeping 200 shares uncapped. I get paid on the calls, lower my cost basis and still keep upside exposure if the stock keeps running.
Some traders are fine watching a stock double after making a few hundred dollars on a put. I’m just not wired that way.
If I had the chance to own stock and watched it run to $32 without me, I’d be miserable.
So I don’t let that happen.
Trade well,
Jack Carter
Jack Carter Trading
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*This is for informational and educational purposes only. There is inherent risk in trading, so trade at your own risk.
P.S. My New ‘Retirement Plan’ Doesn’t Touch Stocks…
I said I was going to do this, and now here I am.
Before I retired from the public eye, I started making arrangements to switch up my approach to investing.
Since I won’t have the luxury of going in and out of the markets every day – even I have to fulfill my grandpa-ly duties…
I needed a way to target as much cash long-term as possible in one fell swoop.
One that was significantly better than just investing in some “10% per annum” index or another.
That’s what led me right to the Boardroom!
Here, we’re practically being offered a chance to get into companies like Anthropic, Replit, Kalshi, and more in the private late-stage investment phase…
You know, the phase where the real IPO money is made.
Even right now, we’ve been able to secure:
- A 14X move on SpaceX IPO
- A 5.4X we’ve tracked so far on OpenAI (not IPO’d yet)
- Even an insane 23X we’re seeing on Anthropic (not IPO’d yet)
There’s no other way to put it.
This is arguably the biggest money-making IPO backdoor I’ve seen for anyone who’s a good fit.
Which is why I’ll be joining my buddy Graham Lindman and the amazing Emily Turner from Unfiltered Finance on Sunday.
And together, we’ll blow the lid on Boardroom to the public for the first time ever.
Granted, I can’t make trading guarantees…
But I guarantee that just attending Sunday’s Boardroom event would do more to supercharge your approach to trading than anything we’ve done before.
Disclaimer: Private investments, accredited investor, all examples used show listing on IPO day – they could have gone up or down since then with lockout etc, does not include fees as that is different per deal and firm etc. As publishers we will never reach out to you to verify your accreditation status. That will be between you and the broker dealers of the companies directly involved. Typically $25k min investment, so that’s the stake we show in each one.
