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EdgarHawk

Schlossman Robert

Chief Legal Officer

Officer
12 filings analyzed · 1 company · Latest 2025-12-17

Companies

Company Buys Sells Direction
Zscaler, Inc. ZS 0 43 Net selling

Activity

December 2025
2025-12-17 Zscaler, Inc. ZS
medium
Sell
5,433 shares
$1,258,670
Significance 4/10

ZS CLO Schlossman sells 5,433 shares for $1,258,670.43; stock down 32.7% YTD, company unprofitable

Robert Schlossman, Chief Legal Officer of Zscaler, executed 2 separate sales totaling 5,433 shares for $1,258,670.43 on consecutive dates (3,084 shares at $230.82 on 2025-12-16 and 2,349 shares at $232.79 on 2025-12-17), reducing his holdings by 6.8%. The sale occurred while ZS stock trades 32.7% below its 52-week high and has declined 23.2% over 30 days. At the same-ticker level, his 5 prior ZS sells from October 2025 showed mixed near-term outcomes (ranging from +7.7% to +8.9% 30-day returns, with one recent sale on 2025-10-24 down 15.4%), with none yet measurable at the 90-day mark. Zscaler remains unprofitable on a full-year basis despite 23.3% annual revenue growth, creating an environment where insider equity dispositions warrant close monitoring of company trajectory and insider confidence signals.

October 2025
2025-10-24 Zscaler, Inc. ZS
medium
Sell
3,200 shares
$1,040,000
Significance 4/10

ZS CLO Robert Schlossman sold 3,200 shares at $325.00 on 2025-10-24, now $323.00; stock at 52-week high.

Robert Schlossman, Chief Legal Officer, sold 3,200 shares (3.8% of his pre-transaction holdings) at $325.00, near the stock's 52-week high of $323.00 and current price of $323.00. This sale is part of a recent pattern: Schlossman executed four separate sells on 2025-10-02 at ZS, outcomes for which are not yet measurable, followed by this transaction 22 days later. Across his cross-ticker track record (20 prior sells), his 90-day well-timed rate is 42.86%, with an average 90-day return after sells of +16.2%, indicating his prior sales have generally preceded price gains rather than declines. The company reported revenue of $678,034,000 and net income of $-4,125,000 in its latest quarter, with annual revenue growth of +23.3% but full-year unprofitability. The clustering of insider selling activity within a narrow window alongside continued strong stock momentum warrants monitoring, though the transaction size relative to his 80,086-share post-transaction holding (3.8% reduction) is modest.

2025-10-02 Zscaler, Inc. ZS
high
Sell
7,006 shares
$2,140,851
Significance 7/10

CLO Schlossman sells 7,006 shares at blended $305.57 for $2.1M on 2025-10-02; holds 76.1K post-sale.

Robert Schlossman, Chief Legal Officer of Zscaler, executed 5 separate sales totaling 7,006 shares for $2,140,851.24 at blended average price $305.57 on October 2, 2025, leaving him with 76.1K shares post-transaction. This represents an 8.4% reduction in his holdings at prices near the 52-week high ($316.50), with the current stock price at $307.58 showing minimal downside risk from transaction execution. His same-ticker sell history demonstrates strong prior timing: 4 of 4 measurable prior ZS sales posted negative 90-day returns, indicating he historically sold before subsequent declines at this ticker. However, the company remains unprofitable on a full-year basis despite 23.3% annual revenue growth, and his cross-ticker track record shows an average 90-day return of +13.2% following sells, suggesting his selling decisions have not consistently preceded meaningful price deterioration across his broader trading universe. The concentration of sales within a single trading day warrants monitoring of whether this represents discretionary portfolio activity or execution of a pre-arranged plan.

September 2025
2025-09-17 Zscaler, Inc. ZS
medium
Sell
3,832 shares
$1,075,629
Significance 6/10

CLO Schlossman sells 3,832 shares of ZS at $280.70; all 5 prior same-ticker trades were well-timed 90d declines

Robert Schlossman, Chief Legal Officer, sold 3,832 shares at $280.70 on 2025-09-16, retaining 83,138 shares post-transaction. His sales activity at Zscaler shows a consistent pattern: all 5 prior trades at this ticker were well-timed, with each generating negative 90-day returns ranging from -5.9% to -8.1%, indicating he sold before subsequent declines. The current stock price of $279.46 is -11.7% from the 52-week high, and the 30-day move is +0.9% while the 90-day change is -8.5%. Zscaler's fundamentals show revenue of $678.0M with strong annual growth of +23.3%, but the company remained unprofitable (net income of -$4.1M) in its most recent fiscal year. The consistent negative 90-day outcomes across his same-ticker history warrants attention to whether this pattern continues or reflects sound discretionary judgment about the company's trajectory.

June 2025
2025-06-18 Zscaler, Inc. ZS
medium
Sell
6,764 shares
$2,058,590
Significance 5/10

ZS CLO Robert Schlossman sold 6,764 shares for $2.1M (avg $304.35) across 5 separate sales on 2025-06-17/18.

Robert Schlossman, Chief Legal Officer of Zscaler, executed 5 separate sales totaling 6,764 shares for $2,058,590.19 at an average price of $304.35, reducing his holdings by 7.1% from 95,734 to 88,970 shares. The stock currently trades at $305.41, near its 52-week high of $307.31 and up 20.9% over 30 days and 50.0% over 90 days. Schlossman's same-ticker history at ZS shows his prior 3 measurable sales (March and May 2025) all saw positive 90-day returns averaging +50.9%, indicating he has not historically sold ahead of declines at this security. The company reported positive quarterly revenue of $678.0M with 34.1% annual growth, though it remains unprofitable with $-4.1M net income. The scale of this divestiture ($2.1M), combined with the stock's proximity to 52-week highs and strong recent momentum, provides a snapshot of insider liquidity activity rather than a directional signal given the lack of poorly-timed prior sales at this ticker.

2025-06-06 Zscaler, Inc. ZS
low
Sell
4,618 shares
$1,385,400
Significance 4/10

CLO Robert Schlossman sold 4,618 shares of ZS at $300.00 on 2025-06-04 ($1.4M); stock near 52-week high at $303.03.

Schlossman sold 4,618 shares at $300.00, reducing his holdings by 4.6% to 95,612 shares post-transaction, at a point when ZS is trading at $303.03—at the 52-week high. Over the preceding 30 days, ZS gained +29.8%, and over 90 days it gained +45.2%, reflecting strong recent momentum. His same-ticker history shows five prior sells at ZS since March, all with modest negative 30-day returns (ranging from -0.5% to -2.2%), though outcomes beyond 30 days remain incomplete. The company is unprofitable on a full-year basis (net income $-4.1M) despite robust annual revenue growth of +34.1% and a substantial market cap of $47.2B. The transaction occurs near the company's 52-week peak, but without a disclosed trading plan FLAG, the timing relative to prior pattern remains a factual observation rather than a forward-looking signal.

May 2025
2025-05-19 Zscaler, Inc. ZS
low
Sell
3,590 shares
$897,500
Significance 4/10

CLO Robert Schlossman sells 3,590 ZS shares at $250.00 (~$897.5K); stock near 52-week high at $252.57.

Robert Schlossman, Chief Legal Officer, sold 3,590 shares at $250.00 on 2025-05-16, reducing holdings from 103,820 to 100,230 shares. The transaction occurred when ZS was trading near its 52-week high of $252.57 (current price +0.0% from peak), following significant recent momentum: 30-day +25.6%, 90-day +16.5%. Schlossman's cross-ticker track record shows 20 prior sells with a 90d well-timed rate of 6.67%, suggesting generally poor timing across his open-market history; however, his five prior trades at ZS (all in March 2025) have shown mixed near-term outcomes with 30-day returns ranging from -2.2% to +1.0%, and no measurable 90-day results yet. The company posted FY revenue growth of +34.1% but remains unprofitable with FY net income of $-7.7M, creating a growth-at-losses profile. The scale of this single sale (3.6K shares, $897.5K) represents a routine portfolio adjustment rather than a liquidation signal.

March 2025
2025-03-20 Zscaler, Inc. ZS
high
Sell
6,645 shares
$1,341,559
Significance 6/10

Chief Legal Officer Schlossman sells 6,645 shares for $1.3M at blended avg $201.89 amid 30-day -6.1% decline

Robert Schlossman, Chief Legal Officer of Zscaler, executed 5 separate sales totaling 6,645 shares for $1,341,558.66 on March 18–19, 2025, at prices ranging from $199.15 to $205.52. This represents a 6.0% reduction of his 110,465-share pre-transaction position. The sales occur against a backdrop of recent price weakness: the stock is down 6.1% over the trailing 30 days and trades 6.1% below its 52-week high of $216.87. Notably, Schlossman's prior 5 trades at ZS (all executed on 2024-12-18) generated negative or minimal 30-day returns (-6.1%, -4.8%, -3.6%, -3.1%, +0.8%), and none were well-timed at the 90-day horizon. His cross-ticker track record of 20 prior open-market sells shows an average 90-day return of +2.9% with a 30.0% well-timed rate, but his same-ticker execution at Zscaler has shown inconsistent timing outcomes. The company remains unprofitable on a full-year basis despite strong 34.1% annual revenue growth, which may warrant scrutiny given the timing of this seasoned insider's liquidation activity at current valuations.

December 2024
2024-12-19 Zscaler, Inc. ZS
medium
Sell
6,293 shares
$1,234,190
Significance 6/10

Zscaler CLO Robert Schlossman sells 6,293 shares ($1.2M) across 10 transactions; stock down -10.4% in 30 days, now -28.1% from 52-week high at $183.21.

Robert Schlossman, Chief Legal Officer at Zscaler, executed 10 separate sales totaling 6,293 shares for $1,234,190.46 across two trading days in mid-December, reducing his holdings by 5.4% to 110,465 shares. The sales occurred at prices ranging from $186.08 to $200.32 (blended average $196.12), but the stock has since declined to $183.21—a pullback of -10.4% over 30 days and -28.1% from the 52-week high of $254.93. At the same-ticker level, Schlossman's prior five ZS trades show mixed timing: three September sells have not yet had measurable 90-day outcomes, while an earlier September sell achieved +19.3% upside at 90 days (poorly timed—stock rose after the sale), and a June sell underperformed with -4.4% at 90 days (well-timed). Company fundamentals show revenue of $627,955,000.00 in the latest quarter and annual growth of +34.1%, but the company remains unprofitable with a net income of $-12,051,000.00 over its most recent full fiscal year, which may inform insider positioning decisions in a volatile equity environment.

October 2024
2024-10-01 Zscaler, Inc. ZS
high
Sell
4,947 shares
$842,084
Significance 6/10

CLO Robert Schlossman sold 4,947 shares of ZS at blended $170.22; stock down 34.5% from 52-week high; prior ZS sells all negative at 90-day horizon.

Robert Schlossman, Chief Legal Officer, executed 3 separate sales totaling 4,947 shares for $842,083.93 on 2024-09-30. The blended average price of $170.22 sits near current levels but well below the 52-week high of $254.93; the stock has fallen 34.5% from its peak and 16.5% in the past 30 days. His same-ticker history at ZS shows a strong pattern: all 4 prior measurable sells at this company resulted in negative 90-day returns (-4.8% to -6.0%), indicating his prior exits preceded further declines. His cross-ticker track record demonstrates a 89.47% well-timed sell rate across 20 open-market sales. With post-transaction holdings of 107,241 shares, he retains a material stake while reducing exposure by 4.4%. The sale occurs as the company faces elevated valuation (P/E of 355.30) despite strong 34.1% annual revenue growth and recent unprofitability on a full-year basis.

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