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Dear Fellow Investor,
Insiders Just Invested Millions in These Down, But Not Out Stocks
Market weakness doesn’t always scare off the insiders. In fact, when stock prices drop, many corporate executives take it as a buying opportunity — especially if they believe their companies are poised for a turnaround.
Right now, we're seeing millions of dollars in insider buying in some deeply discounted names. This is often a strong bullish signal. After all, if anyone understands a company's real value and future potential, it's the people running it.
Here are three notable insider purchases that investors should keep a close eye on:
Company: Dollar Tree (SYM: DLTR)
$1.24 Million Insider Buy
Discount retailer Dollar Tree is turning heads — and not just among bargain shoppers.
Since President Trump’s re-election and inauguration, DLTR stock is up roughly 36%, significantly outperforming the broader consumer staples sector. The company has benefited from renewed investor interest in dollar stores, which have historically outperformed in soft or recessionary macro environments.
CFRA Research recently noted, “The dollar stores have done better in softer macro environments, especially if we were heading into a recession,” as quoted by CNBC.
In mid-April, Dollar Tree CFO Stewart Glendinning made a bold move: He purchased 17,000 shares of DLTR stock for a total of $1.24 million, at an average price of $72.75 per share. When top financial officers start buying seven figures' worth of stock, it’s worth paying attention.
What’s more, analysts at Citi believe Dollar Tree could be a “dark horse winner” in the new tariff environment. With U.S.-China trade tensions escalating, companies that can adapt their pricing models may find hidden upside.
According to Citi:
“While Dollar Tree was previously trying to manage China tariffs within its current pricing architecture, this higher tariff regime gives them further cover to expand price points from $1.25 to $1.50 - $1.75.”
That kind of pricing flexibility — combined with defensive sector tailwinds and strong insider conviction — could make DLTR a standout performer in the months ahead.
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Company: WEX Inc. (SYM: WEX)
$500,720 Insider Buy
WEX Inc., a lesser-known but highly strategic global commerce platform, also saw recent insider action — this time from the very top.
Chair, CEO, and President Melissa Smith just bought 3,721 shares for a total of $500,720, paying an average price of $134.57 per share.
While WEX shares have faced pressure — falling in sympathy with broader fintech and business payment names — this insider buy suggests confidence in a rebound.
In Q1, WEX posted earnings per share (EPS) of $3.51, beating expectations by $0.11. While revenue of $636.6 million was down 2.5% year-over-year, it still topped consensus estimates by more than $4 million.
That’s a respectable performance in a challenging environment. As B2B payment and fleet management trends normalize, WEX could quietly resume its growth trajectory — especially if management keeps buying the dip.
Company: Walgreens Boots Alliance (SYM: WBA)
$9.1 Million Insider Buy
When an insider drops over $9 million on a single stock — it's more than a signal. It’s a statement.
That’s exactly what Executive Chairman Stefano Pessina did when he purchased 832,258 shares of Walgreens Boots Alliance (WBA) for a total investment of $9.1 million.
WBA has been one of the more embattled names in retail and healthcare, thanks in part to legal battles surrounding opioid distribution. But a new chapter may be starting.
Walgreens just reached a $350 million settlement with the U.S. Department of Justice, bringing a long-standing legal cloud closer to resolution.
According to company spokesperson Fraser Engerman:
“We strongly disagree with the government’s legal theory and admit no liability… This resolution allows us to close all opioid-related litigation with federal, state, and local governments and provides us with favorable terms from a cash flow perspective while we focus on our turnaround strategy.”
With the legal overhang potentially behind it and the company pushing ahead with a strategic transformation, this kind of deep-pocketed insider confidence could mark the bottom for WBA.
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Are there any other stocks with recent insider buying that you've got your eye on? What specific sectors of the market do you think are the best places to put your money to work right now? Hit "reply" to this email and let us know your thoughts!
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