Monday, June 22, 2026

When The CEO Buys a Million Dollars of His Own Stock, I Listen

Trade of the Day Wake-Up Watchlist

"Nike has been a falling knife for two years, but no stock falls forever."

Nate Bear, Lead Technical Tactician, Monument Traders Alliance

Nate Bear

I get asked all the time: "Nate, what's your edge?"

People expect me to say something complicated. Some proprietary algorithm. A secret screener. A Bloomberg terminal feed nobody else has.

The answer is simpler than that. I look at the charts, I read the Form 4s, and I let the people who know more than me do most of the talking.

Right now, Nike (NKE) is practically shouting.

The Trend Nobody Wants to Touch

NKE has been a falling knife for two years. Down from $115 in 2023 to a 52-week low of $42.09 this past April. That's a 63% haircut on one of the most recognized brands on earth.

Most people look at that chart and run the other way.

I look at that chart and I see a trend that's getting exhausted.

Here's what I mean. A stock doesn't fall forever. At some point, every downtrend runs out of sellers.

The chart starts to flatten. The lower highs and lower lows stop making new extremes. The volatility compresses.

And if you're paying attention, you can see that inflection point before the crowd does.

NKE is sitting right there. Trading around $44–$45, basically flat for six weeks.

 

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For a stock that was dropping every month, that's a meaningful change in character.

Two Patterns Fighting Each Other

This is where it gets interesting, and I want to be honest with you about what I see.

On the bearish side: the stock is still below its 200-day moving average by a wide margin.

It's been making a series of lower highs (a classic descending triangle), and that's not a pattern you dismiss.

On the bullish side: there's a potential double-bottom forming in the $42–$43 range. Two separate touches of nearly the same low, with buyers stepping in both times. And Bollinger Band Width has been narrowing for weeks.

Price is coiling.

Two patterns: one bearish, one bullish. That compression is the setup.

The tiebreaker? That's where the next two letters come in.

The Squeeze Is Loading

When Bollinger Bands contract inside the Keltner Channels, the TTM Squeeze fires red dots. Volatility has been crushed, and the spring is coiling.

And with earnings coming on June 30th (two weeks away!) there's a hard timer on this squeeze.

Every earnings report is a potential squeeze trigger. The stock either confirms the turnaround or it doesn't, and volatility expands fast in either direction.

But that's not a risk. That's the setup.

What the Form 4s Are Telling Me

Here's the part that flipped me from "interested" to paying close attention.

On April 13, CEO Elliott Hill walked into the open market and bought 23,660 shares at $42.27 per share. No pre-scheduled 10b5-1 plan. An open-market discretionary purchase worth just over $1 million… near the 52-week low.

Then Apple's Tim Cook, who sits on Nike's board, filed his own Form 4 the same week. Another 25,000 shares at $42.43. Nearly $1.06 million more.

Together, two of the most informed people connected to this company spent over $2 million buying NKE at its lowest levels in over a decade.

I've said it before and I'll say it again: I don't need a crystal ball. I need a chart and a Form 4.

When the CEO buys $1 million of his own stock near a multi-year low… I listen.

Oh, and one more thing.

The 2026 FIFA World Cup kicks off this summer across the US, Canada, and Mexico. 48 teams. 104 matches. The biggest World Cup in history. And Nike sponsors more national teams and more elite players than any other brand on the planet.

That's not a chart signal. But it's a real-world catalyst that could accelerate whatever direction this squeeze decides to fire.

Your Action Plan

NKE is a two-sided setup. I want to be clear about that. The trend hasn't officially reversed, and earnings on June 30th could go either way.

But the squeeze is loaded, the CEO is buying, and the World Cup has already kicked off.

I'm watching $47 as the first level to reclaim. Clear that with conviction on volume after earnings and this could move fast.

That's what I'll be watching at the end of the month.

If you want to follow along with me every single day, join Daily Profits Live, where we just closed 17 out of 20 trades as winners last week.

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