The Triple Crown vs. Naked Puts: Fear of Missing Out 

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. 

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Source: Initial Public Offerings: Updated Statistics; University of Florida, 2025

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