AAPL Apple Inc. Insider Trading

Arthur D Levinson sold 50,000 shares of AAPL at $311.02 for $15,551,000.00; stock near 52-week high, prior AAPL sales saw +9.0%–+10.1% 30-day returns.

Director Arthur D Levinson sold 50,000 shares (50.0K shares) of Apple Inc. at $311.02 on 2026-05-27, reducing holdings from 3,749,576 to 3,699,576 shares (a -1.3% reduction in pre-transaction holdings). The sale occurred near the 52-week high of $313.26 (-0.4% from peak), following a 30-day price advance of +15.5% and a 90-day advance of +18.1%. Levinson's five prior sales at AAPL showed consistent 30-day returns of +8.5% to +10.1%, though none of those sales proved well-timed at the 90-day mark, with the 90-day timing pattern at 0 of 5 well-timed. The transaction represents routine portfolio activity by a substantial shareholder with a multi-year history of occasional sales at this ticker.

Apple director Arthur D Levinson sold 250K+ shares for $71M, continuing a pattern of six consecutive sales with no open-market purchases in three years.

Arthur D Levinson, a board director at Apple, sold over 250,000 shares in a single transaction for approximately $71 million while the stock trades at near its 52-week high. This sale continues an unbroken pattern: Levinson has executed six prior open-market sales in the past 36 months with zero open-market purchases, marking a purely liquidation-focused posture. Notably, all five of his prior sales at Apple saw the stock appreciate afterward—each exit was poorly timed in hindsight, suggesting this director has consistently misjudged momentum at the company. Apple remains fundamentally healthy with strong profitability and significant revenue scale, so the sale does not appear driven by company deterioration. However, the combination of persistent selling despite poor prior timing, plus the absence of any countering purchases, suggests Levinson may be managing his personal portfolio exposure rather than expressing tactical conviction about Apple's near-term direction.

Apple CEO Timothy Cook sells 64,949 shares for $16.5M at avg $254.23; retains 3.28M shares post-transaction.

Timothy Cook executed 6 separate sales totaling 64,949 shares for $16,512,197.73 on 2026-04-02, reducing his position by -1.9% from 3,345,367 shares to 3,280,418 shares. The blended average price of $254.23 sits near the current trading level of $255.92 and within the 52-week range. At the same-ticker level, Cook's prior 5 trades at AAPL showed only 1 of 5 subsequent 90-day periods with negative returns (well-timed sell outcomes); the most recent prior sales on 2025-10-02 were followed by 5.0%–6.7% gains, while an April 2025 sale preceded an -7.5% decline. Cross-ticker, his 18 prior open-market sells averaged +8.7% 90-day returns (poorly timed outcomes overall), with a 22.22% well-timed rate. This transaction's timing relative to prior patterns and forward price movement will inform whether it represents noise or a meaningful signal about CEO perspective on valuation.

Apple SVP O'Brien sold 30,002 shares for $7.7M at blended $255.35, reducing stake 18.0% to 136.8K shares.

O'Brien executed 2 separate sales on 2026-04-02 totaling 30,002 shares for $7,660,875.04, reducing holdings from 166.8K to 136.8K shares (an 18.0% reduction). The blended average price of $255.35 was near the current price of $255.92, slightly above the 30-day and 90-day performance of the stock (-3.0% and -5.6% respectively). Reviewing her prior AAPL sales history, none of her 5 previous trades at this ticker were well-timed at the 90-day mark—all showed positive 90-day returns, meaning she sold before subsequent gains. The current transaction occurs in a context where the stock is -10.6% from its 52-week high of $286.19, suggesting modest downward price momentum relative to recent peaks. The fundamental backdrop remains strong with revenue of $143.8B, net income of $42.1B, and annual growth of +6.4%, though the P/E of 31.91 reflects elevated valuation expectations.

Principal Accounting Officer Chris Kondo sold 3,752 AAPL shares at $271.23 on 2025-11-07 for $1,017,654.96.

Chris Kondo, Principal Accounting Officer, executed an open-market sale of 3,752 shares at $271.23, reducing his holdings by 19.9% from 18,850 to 15,098 shares. The transaction occurred at a price 0.6% below the 52-week high of $275.25, in a period of strong momentum (+10.4% over 30 days and +17.5% over 90 days). Against his cross-ticker track record of 3 prior sales with a 33.33% well-timed rate, his prior AAPL-specific sales show mixed results: only 1 of his 3 prior trades at this ticker was well-timed at the 90-day mark. The fundamental backdrop reflects a mature, large-cap business with $94.0B quarterly revenue, $23.4B net income, 6.4% annual revenue growth, and a P/E ratio of 34.36, trading near historical highs.

Apple CFO Parekh sells 4,199 shares ($1.0M) in 4 transactions at $245.89–$248.73 on 2025-10-16

Kevan Parekh, Apple's CFO, executed 4 separate sales totaling 4,199 shares for $1,038,787.48 at blended average price $247.39, reducing his holdings by 32.4% from 12,964 to 8,765 shares. The sales occurred when AAPL was trading near the upper end of its 52-week range ($172.42–$259.02, current price $252.29), and the stock has advanced 19.5% and 5.6% over the prior 90 and 30 days respectively. His prior sell activity at AAPL (single 2025-04-23 transaction) saw the stock rise 4.1% over the following 90 days—a poorly timed outcome—and his cross-ticker track record shows 0.00% well-timed rate across 1 prior open-market sell. While the Form 4 filing lacks a 10b5-1 trading plan FLAG and contains no disclosed explanation, the transaction is factual and disclosed as required; no other contemporaneous insider activity at AAPL is reported here.

COOK TIMOTHY D (then-CEO) sold 129,963 shares for $33,375,723.22 via scheduled 10b5-1 plan

COOK TIMOTHY D, who was CEO at the time, executed 4 separate sales totaling 129,963 shares for $33,375,723.22 on 2025-10-02 at prices ranging from $254.83 to $257.57 per share. This transaction was part of a pre-arranged 10b5-1 trading plan adopted on 2024-05-24, making it scheduled and non-discretionary. Post-transaction holdings stood at 3,280,295 shares, representing a 3.8% reduction from pre-transaction holdings of 3,410,258 shares. As a scheduled plan execution, the timing does not reflect discretionary decision-making by the insider, and the sale maintains substantial ongoing equity ownership in the company.

SVP/GC Katherine Adams sold 47.1K AAPL shares for $12.1M under pre-arranged 10b5-1 plan

Katherine L. Adams, SVP, GC and Secretary at Apple, executed 4 separate sales totaling 47,125 shares for $12,101,153.94 on 2025-10-02 at prices ranging from $254.83 to $257.54. This transaction was part of a pre-arranged 10b5-1 trading plan adopted on 2024-11-25, meaning the sale was scheduled rather than discretionary. Post-transaction, Adams retained 179,158 shares, down from 226,283 shares, representing a 20.8% reduction in her holding. Because the sale occurred under a scheduled 10b5-1 plan, it does not reflect real-time decision-making or conviction regarding Apple's current valuation.

O'Brien sells 43,013 AAPL shares for $11,071,078.48; stakes down 23.9% at near 52-week highs

Senior Vice President Deirdre O'Brien executed two separate sales totaling 43,013 shares (43.0K shares) for $11,071,078.48 ($11.1M) on 2025-10-02 at blended average price $257.39, reducing her AAPL holdings from 179,700 to 136,687 shares (-23.9% of pre-transaction stake). The sales occurred at prices within 0.4% of the 52-week high of $259.02, and stock has rallied +8.2% in the prior 30 days and +20.8% over 90 days. Her prior four measurable same-ticker AAPL sales produced 90-day returns of +10.4%, +10.2%, +28.3%, and +11.5%—all positive, indicating her prior AAPL sales at this company have not preceded declines. While her cross-ticker track record spans 9 prior sells with a 12.50% well-timed rate, that broader pattern is not predictive of timing accuracy at Apple specifically, where she has no history of selling ahead of downturns.

Director Levinson sells 90,000 AAPL shares ($20.9M) on 2025-08-28 at $232.07; retains 4.07M shares.

Arthur D. Levinson sold 90,000 shares at $232.07 for $20,886,300.00, reducing his holdings from 4,159,576 to 4,069,576 shares. This represents a -2.2% reduction in his AAPL position, leaving him with substantial remaining exposure. The sale occurred at $232.07 while the stock now trades at $232.14 (current), within its 52-week range of $172.42–$259.02 and -10.4% from the 52-week high. Examining his prior sales at AAPL: across 5 previous transactions, the 90-day returns ranged from +5.2% to +18.2%, with 0 of 5 sales occurring before subsequent declines (90d well-timed rate 0.00%). This pattern—consistent positive returns following his prior sales—indicates his timing has historically not anticipated downturns at this ticker. The current transaction does not signal new directional conviction; rather, it reflects continued modest liquidation activity consistent with his pattern over the past 12 months.