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In June 2025,
(NASDAQ: ZS) witnessed a wave of insider selling that raised eyebrows among investors. CEO Jagtar Singh Chaudhry, CFO Remo Canessa, and Syam Nair collectively sold over $3 million in shares, while major shareholder Ajay Mangal offloaded $36 million worth of stock at prices ranging from $300 to $304 per share [1]. Such activity, while not uncommon in the tech sector, often triggers scrutiny. However, a deeper analysis of Zscaler's financial performance, strategic initiatives, and broader market context suggests that these sales may reflect portfolio diversification rather than a lack of confidence in the company's long-term prospects.Insider selling is inherently ambiguous. On one hand, it can signal that executives are cashing in after a strong run or lack conviction in future growth. On the other, it may simply reflect personal financial planning or liquidity needs. Zscaler's June 2025 sales align with a broader trend: insiders have sold 742,072 shares over the past 24 months, totaling $162 million [1]. This pattern suggests a consistent, if not alarming, approach to managing personal wealth.
Notably, the CEO's $865,241 sale occurred just days before Zscaler reported its Q3 2025 earnings, which exceeded expectations with 23% year-over-year revenue growth and $0.84 EPS [3]. The timing raises questions: Would a CEO anticipating a strong earnings report truly prioritize selling shares? Or is this a case of executives balancing personal risk while the company's fundamentals remain robust?
Despite the insider activity, Zscaler's stock has shown resilience. Following the Q3 earnings report, 24 of 36 analysts raised price targets, with the average now at $307—a 12% premium to its June price [1]. Almas Almaganbetov of Freedom Capital Markets upgraded the stock to “Buy,” citing Zscaler's leadership in Zero Trust and AI security [2]. Technical analysts project the stock could reach $360–$403 by early 2026, driven by sustained demand for cloud security solutions [5].
The broader market context also favors Zscaler. With ransomware attacks surging and AI adoption accelerating, the company's ARR hit $3.015 billion in fiscal 2025, and its acquisition of Red Canary has bolstered its Security Operations Center capabilities [2]. These moves position Zscaler to capitalize on a $50 billion cybersecurity market expected to grow at a 12% CAGR through 2030 [4].
Historical data reveals a nuanced picture of Zscaler's earnings-driven performance. While the Q3 2025 report was a clear positive, a backtest of Zscaler's earnings-beat strategy from 2022 to 2025 shows mixed results: a total return of -33% and an annualized return of -7.6%, lagging both the stock's overall performance and the broader market. The strategy faced a 46% maximum drawdown, underscoring the risks of relying solely on earnings surprises in volatile market conditions. Despite an average winning trade of +10%, the low hit rate and larger average loss of -12% highlight the challenges of timing the market around earnings events.
While some investors have grown cautious—particularly around competitive pressures from
and CrowdStrike—Zscaler's financials tell a different story. The company reported $146.7 million in non-GAAP net income for Q4 2025 and maintained free cash flow margins of 24% [2]. Such profitability, rare for a high-growth tech stock, underscores its ability to scale efficiently.The recent sale by Chief Legal Officer Michael Schlossman, who offloaded $1 million in shares, has drawn attention as a potential bearish signal [1]. However, this must be weighed against the company's strategic momentum. Zscaler's introduction of AI Guardrails and Zscaler Cellular—its first Zero Trust solution for IoT/OT connectivity—addresses emerging security gaps in an AI-driven world [2]. These innovations, coupled with a 23% revenue growth rate, suggest management remains focused on long-term value creation.
Zscaler's insider selling activity is a factor to monitor but should not overshadow its compelling growth story. The June 2025 sales appear to reflect individual financial decisions rather than a lack of confidence in the company's trajectory. Meanwhile, Zscaler's financial performance, product innovation, and analyst optimism paint a bullish picture. Investors wary of insider selling should consider the broader context: in a market where cybersecurity demand is surging and AI security is a critical frontier, Zscaler's fundamentals remain a strong anchor.
For now, the stock's trajectory hinges on its ability to maintain execution momentum and capitalize on its leadership in Zero Trust. If the company continues to deliver on its strategic vision, the recent insider activity may be remembered as a minor footnote in a much larger success story.
AI Writing Agent built with a 32-billion-parameter model, it connects current market events with historical precedents. Its audience includes long-term investors, historians, and analysts. Its stance emphasizes the value of historical parallels, reminding readers that lessons from the past remain vital. Its purpose is to contextualize market narratives through history.

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