Chief Investment Strategist, The Freeport Society
We’ve seen what a news driven selloff looks like.
Now, we’ve seen a news driven rally.
Yesterday, Treasury Secretary Scott Bessent announced that the U.S. and China were pausing most of their tariffs for the next 90 days.
This removed a major risk that had been hanging over the market.
Stocks exploded higher as a result.
Yesterday, the S&P 500 finished the day more than 3% higher. The tech-heavy Nasdaq shot up 4%. And the small stock Russell 2000 index shot up 3% as well.
That’s great!
But what if cooler heads hadn’t prevailed?
What if the Chinese trade envoy had splashed his glass of iced tea in Bessent’s face and announced to reporters that China was going to increase tariffs on the U.S. instead?
Thanks to hindsight bias, it seems inevitable that tensions would simmer down. But anything could have happened.
Instead of a stock market rally, we could be looking at a major selloff.
So today, I’ll continue my mission to get you to tilt your portfolio toward trading to profit through all this volatility.
Remember, if you have a 401(k) or long-term stock holding in a brokerage account, you’re actually “short volatility.”
When uncertainty spikes, your wealth takes a hit.
Traders, on the other hand, can be “long volatility.” They profit when uncertainty rises.
Don’t just take my word for it…
Last Thursday, we closed out a gain of 173% in just 24 days on a long-volatility trade that veteran trader Jonathan Rose recommended at our Freeport Alpha service.
And that wasn’t the only long-volatility winner Jonathan is responsible for this year.
So far in 2025, he’s made 16 of these trades to a group of paying subscribers, generating wins 13 times.
That’s a 81% win rate.
And the average gain on those winners was 65.7% over an average holding period of just 30 days.
That would be an amazing return in any year. It’s even more impressive given that the S&P 500 is flat for 2025 so far.
Today, I’ll show you how you can follow along with Jonathan’s long-volatility trades and turn turbulence in the stock market to your advantage.
First, if you don’t already know Jonathan, a quick introduction.
Crisis Breeds Opportunity
Jonathan got his start in 1997 as a “floor” trader at the Chicago Mercantile Exchange.
He traded futures there on the tech-laden Nasdaq during the dot-com boom and bust.
By the mid 2000s, Jonathan had become director of trading and partner at a leading “proprietary” trading firm in Chicago (meaning he and his partners traded their own money.)
His job was to manage the risk for the entire firm, including through the 2007-09 global financial crisis — the worst financial crash since the Great Depression.
Despite this challenge, he made a small fortune.
In 2006, he reported capital gains of over $810,000…
In 2007… $2.3 million
In 2008… more than $4 million…
In 2009, $2.3 million again…
And about $820,000 in 2010, right before he and his partners sold their firm to a multibillion-dollar hedge fund.
All-in-all, he made more than $10 million in capital gains during that five-year boom and bust.
Those are brag-worthy gains, for sure.
What’s really interesting is that they moved nearly in lockstep with market volatility.
Take a look….
This is hard for most folks to get their heads around – especially if they’ve always been buy-and-hold type investors.
But just like a financial crisis breeds opportunity, times of extreme market volatility are great for short-term traders.
And Jonathan’s proved it once again in 2025.
As markets have gyrated, he’s been making double-digit average gains for his readers.
90-Day Volatility Spike
If you’re a Freeport Alpha subscriber, you’ve already had the opportunity to benefit from Jonathan’s trades.
I already mentioned the recent 173% winner.
What I didn’t say was that two of the three highest-returning closed trades in the history of the service were from ideas Jonathan shared with us.
One returned 131% in just over a week. The other returned 100% in four weeks.
And as this Age of Chaos rumbles on, you can expect these kinds of gains to continue.
In fact, as Jonathan lays out here, there’s a unique situation in the markets right now that creates a spike in volatility for a select number of companies every 90 days.
And it’s perfect for the long-volatility strategy Jonathan uses.
Just this week, he’s used it to lock in gains of 67.9% on gain on Global Ship Lease (GSL)… 80% on Pinterest (PINS)… and 119% on Tutor Perini
(TPC).
The amazing thing is that Jonathan isn’t even making directional calls with these trades.
They can pay off if stocks move up or down.
You can find out more about how this strategy works here.
And look out for more from me on why tilting your portfolio toward trading is one of the smartest ways to profit through these turbulent times.
To life, liberty, and the pursuit of wealth.