23 Sep 2026, Wed

For You: Options Under $5

September 23, 2026

Bonus Content: Allstate Lost $1.43 Billion to Storms in Two Months. Then AI Hit It Too.


A note from our friends at Schaeffer’s(ad)

Q4 is quickly approaching, and the market could be entering a stretch where volatility picks up fast.

Shifting interest-rate expectations, oil prices, geopolitical uncertainty, and fresh economic data all have the potential to move stocks quickly as we head toward the final quarter of the year.

And while most investors remain focused on the market’s biggest names…

That’s not always where the biggest opportunities are hiding.

Some of the sharpest moves can come from smaller, under-followed stocks where positioning is lighter and sentiment can change in an instant.

A surprise headline. Sector rotation. An earnings beat. A short squeeze. A sudden shift in investor sentiment.

Any one of these catalysts can send a stock moving fast.

And when that happens, it’s not just the direction of the stock that matters.

It’s the volatility.

That’s exactly the type of opportunity we look for with Options Under $5.

For more than 45 years, Schaeffer’s Investment Research has studied the intersection of technicals, fundamentals, sentiment, and options activity to uncover opportunities other investors may be overlooking.

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Because you don’t necessarily need the biggest stock to find a big opportunity.

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  • Access to the same system that has uncovered triple-digit winners in names like Rubrik, DraftKings, Fastly, and more
  • A strategy that has generated 726% in total profits over the last year

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That’s normally a $1,747 annual membership.

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Sincerely,

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Founder & CEO
Schaeffer’s Investment Research

P.S. $12 gets you the full year. That means up to 12 months of trade alerts, entry and exit instructions, and complete trade breakdowns for about the price of lunch.

 
 
 
Bonus Article

Allstate Lost $1.43 Billion to Storms in Two Months. Then AI Hit It Too.

Here is the session’s clearest lesson: a stock can fall for two completely different reasons on the same day, and the market will not separate them for you. That is exactly what happened to Allstate on Tuesday.

Allstate shares fell 5.5% to $229.50 on September 22, marking a decline of 10.8% over the past week. The proximate cause looked obvious: catastrophe losses. Allstate said it had estimated catastrophe losses of $748 million, or $591 million after tax, for August, covering 21 events with approximately half of the total tied to a single wind and hail event. Combined catastrophe losses for July and August reached $1.43 billion, or $1.13 billion after tax. Those are real numbers doing real damage to underwriting margins.

But the storm losses were disclosed September 17. Tuesday’s sellers had a second motive entirely.

Several outlets tied Tuesday’s weakness in parts of financials, travel, and telecom to investor anxiety that Meta’s new Muse AI agent could reduce “customer friction”, meaning the habit of sticking with overpriced or underperforming services simply to avoid the hassle of switching. With AI agents potentially able to scan policy rates and re-shop coverage at renewal, the fear is that insurers could see weaker retention and pricing power. In that same risk-off pocket of the market, the S&P 500 financials sector fell about 2% on the day, according to Reuters. Among insurers, Allstate was one of the biggest decliners, closing down 5.5%.

So which force was driving ALL? Both. And that is the problem for anyone trying to trade it cleanly.

The catastrophe loss problem is structural and measurable. In late August, Keefe, Bruyette and Woods lowered its view to a moderate sell, pointing to an estimated $682 million in July pre-tax catastrophe losses and roughly $2.4 billion year-to-date at that point. Adding August’s $748 million pushes that cumulative figure well past $3 billion for the annual risk period. About half of August’s losses were tied to severe convective storm activity, specifically a single wind and hail event. That is not a one-month anomaly. It is a season that personal lines pricing did not account for.

Institutional portfolio adjustments away from defensive property and casualty insurers likely added pressure, as funds reallocated capital toward momentum-driven segments. The stock also broke short-term technical levels, which can amplify a move as systematic strategies reduce exposure.

Experienced traders distinguish between these two types of pressure before sizing any position. The AI disruption thesis is speculative and sentiment-driven. Insurance companies have survived comparison shopping for decades. The catastrophe loss thesis is not speculative at all. Earlier this year, reinsurance trade press estimated Allstate’s second-quarter 2026 pre-tax catastrophe losses at $1.72 billion and characterized it as a heavy start to the company’s annual aggregate risk period. That weight compounds with each monthly disclosure.

The distinction matters for how you frame the risk. A stock caught in a story-driven sector selloff can recover quickly once sentiment shifts. A stock facing a genuine underwriting cost problem recovers on a different timeline, one measured in premium rate adjustments and quarterly earnings, not news cycles. Analysts’ consensus for Allstate’s next reported quarter has clustered around roughly $6.5 to $6.6 in EPS. That expectation can change quickly if the market starts to price in what a $3-billion-plus catastrophe stretch does to combined ratios.

Watch how ALL behaves relative to Progressive and Travelers over the next several sessions. Progressive’s August net income declined 22% year over year to $951 million, and its combined ratio deteriorated to 89.3% from 83.1% in August 2025, which the company attributed in part to catastrophe losses from severe weather. If the personal lines stress is industry-wide, both stocks should trade together. If ALL continues to underperform, the catastrophe exposure specific to its book is the real driver, and the AI selloff was just cover.

The Trader’s Lesson

When a stock drops sharply on a day when two unrelated catalysts are both present, resist the temptation to assign the whole move to the more dramatic one. Tuesday’s Allstate decline had a fundamental component that existed before Meta’s AI agent became a headline. Knowing which driver dominates is not a question you can answer on the day of the move. It is a question you answer by watching what the stock does the week after the headline fades.