Forget the Panic—Here’s Where the Smart Money Is Going - 7/22

Company: Asana Inc. (SYM: ASAN)
CEO Dustin Moskovitz Keeps Buying Millions in Shares

Few insider buys are as eye-catching as the one made by Asana co-founder and outgoing CEO Dustin Moskovitz.

On July 8, Moskovitz bought 225,000 shares at an average of $14.60—totaling roughly $3.29 million. That comes on top of the $6.86 million in stock he picked up in March and June. In total, that’s over $10 million in recent insider buying.

Even more intriguing: this buying spree is happening right as Moskovitz transitions from CEO to Executive Chair. That suggests he’s still deeply confident in Asana’s direction—and in the incoming CEO, Dan Rogers, who officially takes over July 21.

Here’s why the setup is compelling:

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  Asana is trusted by over 85% of Fortune 500 companies and generates more than $700 million in annual revenue.

  
  


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  Despite modest 9% YoY growth, the company recently raised operational guidance by 5% to 5.5%.

  
  


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  There’s no debt on the books, and most of the recent negativity around growth seems already priced in.

  
  

With new leadership, strong insider conviction, and a well-known product in the AI/enterprise software space, ASAN looks like a high-upside turnaround play.

Company: Match Group (SYM: MTCH)
New CEO Is Putting His Money Where His Mouth Is

You don’t often see new CEOs buy millions of dollars of stock with their own cash—but Match Group’s Spencer Rascoff is doing just that.

Rascoff recently bought 70,885 shares, spending $2 million across two price points ($27.89 and $28.54 per share). He also made a similar $2 million purchase back in February, at higher prices. All told, he now owns 137,478 shares of the company.

As Rascoff wrote on social media:

“100 days in as CEO and more confident than ever in our team and Match Group’s future... Energized by the responsibility and privilege of defining the future of connections for this category.”

Match Group owns some of the most recognizable dating platforms on the planet—including Tinder, Hinge, OKCupid, and Plenty of Fish. But shares have struggled in recent years as user growth plateaued and monetization slowed.

Still, Rascoff’s confidence—and cash—suggests he sees long-term value. With potential AI integration into matchmaking, improved monetization models, and new leadership energy, MTCH could be a quiet comeback story in the making.

Company: Advanced Micro Devices (SYM: AMD)
A High-Level Insider Just Bought Into the AI Chip Boom

Insider buying at AMD may be rare—but when it happens, it’s worth paying attention.

Back in May, Philip Guido, AMD’s EVP and Chief Commercial Officer, bought 8,800 shares—nearly $1 million worth.

Why now? Because AMD is one of the most critical players in the AI hardware arms race.

Company Chair and CEO Lisa Su recently said she expects the AI chip market to reach $500 billion by 2028, up from a previous forecast of $400 billion by 2027. That’s a massive jump—and AMD is already competing head-to-head with Nvidia’s H100 chip thanks to its new MI300X accelerator, which it claims is the “most advanced AI chip in the industry.”

Key tailwinds:

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  The MI300 is AMD’s fastest ramping product ever.

  
  


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  AI data centers are scaling rapidly, and AMD’s chips are gaining traction.

  
  


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  AMD’s overall addressable market is exploding—and demand has already exceeded the company’s expectations.

  
  

Insider buying combined with explosive AI potential? That’s a bullish setup worth watching closely.