KMX CARMAX INC Insider Trading

Director Peter J Bensen bought 2,500 KMX shares at $52.20 on June 22, 2026 (+11.2% increase to 24.8K shares held)

Peter J Bensen, a KMX director, purchased 2,500 shares at $52.20, expanding his holdings by 11.2% to 24.8K shares. The $130.5K transaction occurred when the stock traded 29.4% below its 52-week high of $71.99, yet 30-day momentum remains strong at +25.9%. KMX fundamentals show Revenue of $8.0B and Net income of $185.6M in the latest quarter, though annual revenue growth stands at -1.8%, and the valuation is elevated at P/E 32.35. Bensen's single prior open-market purchase across all tickers averaged a 30-day return of +9.2%, establishing a limited but positive directional pattern. This buy represents a meaningful accumulation by a board member in a cyclical auto retail business facing revenue headwinds.

CEO Keith Barr buys 9,400 KMX shares at $53.00; stock down -29.4% from 52-week high but +25.9% in 30 days

Keith Barr, President and CEO of CarMax, purchased 9,400 shares at $53.00 on 2026-06-22, increasing his holdings by 39.2% to 33,375 shares post-transaction. The transaction occurs when KMX trades at $50.79, representing -29.4% from its 52-week high of $71.99, yet the stock has gained +25.9% over the past 30 days. Against a backdrop of modest fundamentals—net income of $185.6M and annual revenue decline of -1.8%—a significant insider purchase by the CEO warrants investor attention as a potential signal about management's view of valuation or near-term prospects. The concentrated timing relative to recent recovery in stock price and the substantial size relative to his existing base merit scrutiny.

Director ONeil purchases 10,816 shares of KMX at $46.21; holdings increase 78.0% to 24,690 shares as stock trades -47.5% from 52-week high

Mark F. ONeil, a director of CarMax, purchased 10,816 shares at $46.21 on 2025-10-02, expanding his position from 13,874 shares to 24,690 shares—a 78.0% increase in holdings. This purchase occurs as KMX trades at $46.81, down 47.5% from its 52-week high of $89.19 and down 31.5% over the past 90 days, representing a significant period of price weakness. The company's fundamentals remain moderate with a P/E of 13.19 and annual revenue growth of -0.7%, though net income of $95,378,000.00 on quarterly revenue of $6,594,684,000.00 is positive. The substantial increase in holdings during a prolonged downturn is factual evidence of insider accumulation, though the stock's current valuation relative to historical levels and future trajectory remain questions for investors to assess independently.

Director STEENROD MITCHELL D bought 2,000 shares of KMX at $45.57 on 2025-10-02; stock down -48.0% from 52-week high of $89.19.

Director Steenrod purchased 2,000 shares at $45.57, increasing his holdings to 38,330 shares. The transaction occurred in a context of significant recent price deterioration: KMX is trading -48.0% below its 52-week high and down -22.9% over the past 30 days and -34.3% over 90 days. His prior buy at KMX on 2025-04-24 generated negative 30-day and 90-day returns (-4.9% and -4.1% respectively), and across his cross-ticker open-market history, his 1 prior buy showed a 0.00% 90-day win rate. The company's fundamentals show flat-to-negative trends: annual revenue growth of -0.7%, modest net income of $95.4M against $6.6B in latest-quarter revenue, and a P/E of 13.08. The timing of this purchase during a sharp drawdown warrants observation, particularly given the insider's historical difficulty generating positive returns on his prior KMX acquisition and his cross-ticker buying pattern.

Director STEENROD MITCHELL D bought 1,300 shares of KMX at $65.49 on 2025-04-24; stock now -27.1% from 52-week high.

STEENROD MITCHELL D purchased 1,300 shares at $65.49, increasing his holdings from 32,277 shares to 33,577 shares. The purchase occurred in a period of significant stock weakness: KMX is -27.1% from its 52-week high of $89.19 and has declined -13.4% over the past 30 days. While the company maintains solid scale with $6.2B in quarterly revenue and a market cap of $9,929,055,151.75, it faces headwinds including flat year-over-year revenue growth (-0.7%) and a 90-day price decline of -21.4%. The insider's modest 1,300-share purchase (4.0% increase in personal holdings) adds a data point in a weak price environment but does not constitute a material or concentrated accumulation relative to his existing 33.6K-share position.

KMX VP/Controller Livesay sold 13,009 shares at $81.00 (Jan 15); -57.9% of holdings. Prior 2 KMX sales both showed negative 90d returns.

Livesay sold 13,009 shares at $81.00, reducing her stake from 22,457 to 9,448 shares (a -57.9% reduction). The transaction occurred 9.5% below the 52-week high of $87.20. Her prior two sales at KMX (July 2024 and January 2024) were both well-timed, showing negative 90-day returns of -13.8% and -1.8% respectively, indicating the stock declined after each sale. However, timing characterization alone is insufficient; the current context matters: KMX trades at a P/E of 26.31 with annual revenue growth of -10.6%, suggesting a mature, slowing business. This substantial reduction in her personal holdings warrant monitoring, particularly given the consistent pattern of her prior exits preceding downturns at this ticker.

CARMAX EVP/CITO Mohammad sells 12,845 shares at $81.94; stock down -10.2% from 52-week high, down -10.0% in 30 days

Shamim Mohammad sold 12,845 shares (representing -52.3% of his pre-transaction holdings of 24,583 shares) at $81.94 on 2025-01-08, reducing his stake to 11,738 shares. The sale occurred as KMX trades -10.2% from its 52-week high and -10.0% over the last 30 days, though the stock is up 8.6% over 90 days. Mohammad's prior sell at this ticker on 2024-07-26 posted a -11.8% 90-day return (well-timed by the sell-timing measure), and his cross-ticker track record shows 100% well-timed selling outcomes, suggesting a pattern of selling before declines. Against this backdrop, the substantial reduction of his KMX position arrives during a period of near-term weakness and follows a company facing annual revenue decline of -10.6% and a P/E of 26.11.

EVP James Lyski sells 57,986 KMX shares (71.8% of holdings) at $81.35 on 2025-01-02; cross-ticker history shows 100% well-timed sell rate

James Lyski, EVP of Chief Growth & Strategy, executed a significant open-market sale of 57,986 shares on 2025-01-02, reducing his stake by 71.8% and netting $4,717,161.10. The transaction occurred near the 52-week high range, and notably his cross-ticker track record across all open-market activity shows a 100.00% well-timed rate on all prior sells, with prior KMX activity on 2023-07-12 demonstrating the same pattern (negative 90d return of -16.9%, indicating the stock subsequently declined after that sale). While the current price of $80.07 sits -8.2% from the 52-week high of $87.20, the concentrated reduction in his personal position is material and warrants investor attention given the executive's strategic role and his documented pattern of sell timing across both his KMX history and broader portfolio activity.

SVP Daniels sold 37,845 shares (37.8K) for $3.2M over two days; 97.4% reduction in holdings, yet maintains pattern of well-timed exits at KMX

Daniels Jon G executed 2 separate sales totaling 37,845 shares for $3,189,263.30 ($3.2M) at a blended average price of $84.27, reducing his KMX holdings from 38,840 shares to 995 shares (a -97.4% reduction). The sales occurred just below the 52-week high of $87.20 and were priced slightly below the current price of $85.17. His historical timing at this ticker is notable: all 3 prior sales at KMX showed negative 90-day returns (-1.6%, -1.8%, -5.1%), indicating he has consistently sold before subsequent declines. The fundamental backdrop shows KMX facing headwinds with annual revenue contraction of -10.6%, a P/E of 31.66, and flat 30-day performance (+0.1%), despite a stronger 90-day run (+10.2%). This near-complete exit warrants attention given his proven ability to time exits before weakness at this particular ticker.

CEO Nash sells 120,513 shares for $10.0M; reduces stake 39.9%. Track record: 75% well-timed on 90-day basis.

Nash William D, President & CEO of CarMax, executed 2 separate sales on 2024-12-23, disposing of 120,513 shares (120.5K shares) at a blended average price of $83.24 for $10,030,952.51 total, reducing his holdings from 302,196 to 181,683 shares. The magnitude is substantial: a 39.9% reduction in post-transaction holdings. His cross-ticker track record shows a 90-day well-timed rate of 75.00%, and at CarMax specifically, 3 of 4 prior sells exhibited negative 90-day returns, indicating a pattern of selling before subsequent declines. CarMax's annual revenue growth is -10.6%, the P/E is 31.66, and the stock is currently -2.3% from its 52-week high of $87.20, trading at $85.17. The timing and scale of this divestiture warrant investor attention alongside the company's revenue contraction.