Z ZILLOW GROUP, INC. Insider Trading

Co-Exec Chairman Lloyd D Frink sold 39,663 shares of Z at $45.29 (Feb 2026); stock down 52.6% from 52-week high, his timing historically perfect on cross-ticker sells.

Frink Lloyd D sold 39,663 shares at $45.29 on 2026-02-20, reducing holdings from 2,289,583 to 2,249,920 shares (a 1.7% reduction), generating $1,796,190.52 in proceeds. The sale comes as Z trades at $42.83 current price, down 52.6% from its 52-week high of $90.32 and down 37.0% over the past 30 days. Across his open-market history on all tickers, Frink has executed 20 prior sells with a 100.00% well-timed rate and average 90-day post-sell return of -14.4%, indicating a consistent pattern of selling before subsequent declines. While the company shows solid fundamentals—$676.0M quarterly revenue with 15.5% annual growth and $10.0M net income—the elevated P/E of 475.89 reflects valuation stress, and the insider's historically prescient sell timing warrants attention to whether this represents ahead-of-the-curve capital allocation or a broader signal about near-term headwinds.

CEO Jeremy Wacksman sold 13,661 shares of Zillow at $44.25 for $604.6K under pre-arranged 10b5-1 plan

CEO Jeremy Wacksman sold 13,661 shares on 2026-02-17 at $44.25 per share for a total value of $604,552.53, reducing his holdings from 129,983 shares to 116,322 shares. This transaction was executed under a pre-arranged 10b5-1 trading plan adopted on 2025-02-13, meaning it was scheduled rather than discretionary. The -10.5% reduction in his shareholdings occurred in accordance with a predetermined plan, which removes timing-based inference about the CEO's current sentiment regarding the company's prospects.

Frink Lloyd D sells 27,774 shares at Zillow for $1.4M under pre-arranged 10b5-1 plan

Frink Lloyd D, who was Co-Exec. Chairman & President at the time, executed 11 separate sales totaling 27,774 shares for $1,439,953.61 across three trading days (Feb 9-11, 2026) at blended average price of $51.85. This transaction is part of a pre-arranged 10b5-1 trading plan adopted on 2024-12-11, indicating the sales were scheduled rather than discretionary. His post-transaction holdings of 2,233,189 shares represent a -1.2% reduction from pre-transaction holdings of 2,260,963 shares. The multi-day execution at varying prices ($44.79–$55.83 across individual transactions) is consistent with programmatic portfolio rebalancing under a Rule 10b5-1 plan, which removes timing discretion from the decision to sell.

Zillow CEO Wacksman sold 10,855 shares at $69.99 under 10b5-1 plan; retains 134,712 shares post-sale.

CEO Jeremy Wacksman sold 10,855 shares of Zillow Group at $69.99 on 2025-11-14 for $759,733.85, reducing his holdings from 145,567 to 134,712 shares. This sale was executed under a pre-arranged 10b5-1 trading plan adopted on 2025-02-13, meaning it was a scheduled transaction rather than a discretionary decision. The 7.5% reduction in holdings reflects a formulaic, predetermined disposal plan rather than a signal of opportunistic market timing. The CEO maintains substantial equity ownership of 134,712 shares, indicating continued material stake in the company despite the scheduled liquidation.

Zillow CFO Jeremy Hofmann sold 7,865 shares at $69.53 via pre-arranged 10b5-1 plan

Jeremy Hofmann, Zillow's Chief Financial Officer, executed a scheduled sale of 7,865 shares at $69.53 on 2025-11-14 as part of a pre-arranged 10b5-1 trading plan adopted on 2024-09-04. The sale reduced his post-transaction holdings to 70,811 shares, representing a -10.0% reduction from his pre-transaction holdings of 78,676 shares. Because this transaction was executed under a pre-arranged plan rather than as a discretionary trade, it reflects scheduling mechanics established months earlier and does not convey real-time conviction signals about the company's prospects. The CFO retains substantial holdings at 70,811 shares post-sale.

Co-Exec. Chairman Frink Lloyd D sold 10,000 shares at avg $87.77 over Sept 10-12, reducing stake to 2.23M shares.

Frink Lloyd D executed 10 separate sales totaling 10,000 shares for $877,709.40 across September 10–12, at prices ranging from $85.64 to $89.39. The blended average price of $87.77 is within 0.01 of the current price of $87.78, placing the transactions at parity with today's valuation. This sale represents a 0.4% reduction in his post-transaction holdings of 2.23M shares. While the timing aligns with Zillow's 90-day appreciation of 24.7% and the stock trading 2.4% from its 52-week high, his cross-ticker track record shows an average 30-day return of 7.0% on prior sales, suggesting no consistent pattern of superior market timing. The company remains unprofitable on a full-year basis despite 15.0% annual revenue growth and $655.0M in latest quarterly revenue, which warrants monitoring as a contextual factor for executive positioning.

COO Choo Jun sells 25,575 Zillow shares at $91.06, reducing stake 18.3% to 114,129 shares amid 15% revenue growth

Choo Jun, Chief Operating Officer, sold 25,575 shares for $2,328,890.19, reducing his holdings by 18.3% from 139,704 to 114,129 shares. The sale occurred at $91.06, a price 6.2% above the current market price of $85.71 and within the 52-week range of $53.32–$89.90. Zillow's fundamentals show $655,000,000 in quarterly revenue with +15.0% annual revenue growth, though the company remains unprofitable on a full-year basis with $2,000,000 in net income. Across his cross-ticker trading history, Choo's prior 10 sells averaged -4.2% 30-day returns and +1.1% 90-day returns, with a 55.56% well-timed rate—indicating his recent sales have modestly favored downward price movement thereafter, though the sample is mixed.

Zillow CTO David A. Beitel sold 22,510 shares at $90.97 for $2.0M, reducing stake by 13.5% amid company's profitability challenges.

David A. Beitel, Chief Technology Officer, sold 22,510 shares at $90.97 on 2025-09-08, reducing his holdings from 167,059 to 144,549 shares. The transaction occurred when the stock was near its 52-week high ($89.90), as Zillow trades at $85.71 currently, down 4.7% from its 52-week peak. Notably, Zillow's fundamentals remain challenged: the company generated $655,000,000 in latest-quarter revenue with $2,000,000 in net income, and was unprofitable over its most recent full fiscal year despite annual revenue growth of 15.0%. Beitel's cross-ticker track record shows his prior sells averaged +9.2% returns over 90 days, indicating his historical sales have generally preceded stock declines; this trade's proximity to the 52-week high aligns with that pattern, though without predictive force for this specific security.

Zillow CFO Hofmann sells 25,000 shares at $89.99 ($2.2M); stock now $85.71 after 8% gain in 30 days

Hofmann sold 25,000 shares (25.0K shares) of Zillow at $89.99, just below the 52-week high of $89.90, as the stock was near its yearly peak after an 8.0% gain over 30 days. His cross-ticker track record shows 19 prior sells with a 90-day well-timed rate of 73.33%, suggesting a pattern of selling into strength, though this outcome is measured across multiple holdings, not specifically at Zillow. The company posted $655.0M in quarterly revenue with $2.0M net income, but was unprofitable on a full-year basis, creating a backdrop where the timing of near-peak sales by leadership may carry additional weight. Hofmann retains 84,146 shares post-transaction, indicating he maintains meaningful exposure to the company.

Co-Exec. Chairman Frink sells 10,000 shares for $847,504.74 across 7 transactions, retaining 2.23M shares (0.4% reduction).

Frink Lloyd D, Co-Executive Chairman & President, executed 7 separate sales over three consecutive business days (August 27-29, 2025) totaling 10,000 shares for $847,504.74 at prices between $84.31 and $86.38, with a blended average of $84.75. The sale reduces his holdings by 0.4% (from 2.24M to 2.23M shares), representing a modest reduction in an otherwise substantial stake. His cross-ticker track record shows mixed execution: 20 prior sells averaged a 90-day return of +7.7%, indicating the stock typically rose after his prior sells (poorly-timed), though his 66.67% well-timed rate suggests a modest edge on subset timing. Zillow's fundamentals show recent revenue growth of +15.0% to $655.0M, but the company remains unprofitable on a full-year basis, and the stock is currently 4.2% below its 52-week high despite a +6.7% 30-day and +25.6% 90-day rally.