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SKYW SKYWEST INC Insider Trading

15 filings analyzed · Latest 2026-02-26

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Insider buys
0
Insider sells
15
Unique insiders
6
Direction
Net selling

Historically, stocks have lagged the S&P 500 by a median ~3% over the 90 days after a medium insider sell (n ≈ 12,809, 2023-2026). Past results don't predict the future. How we measure this ↗

February 2026
2026-02-26
medium
CHIEF COMMERCIAL OFFICER
20,629 shares
$2,197,568
@ $106.53
Significance 5/10

CCO Steel Wade J sells 20,629 shares of SKYW at $106.53 for $2.2M; stock now -12.1% from 52-week high

Steel Wade J, Chief Commercial Officer, sold 20,629 shares at $106.53, reducing his holdings by 21.0% to 77,438 shares. The sale occurred when SKYW was trading -12.1% below its 52-week high of $123.72, near the lower portion of the annual range. Across his prior trades at SKYW, the timing pattern has been mixed: 2 of 5 prior sells coincided with subsequent 90-day declines (well-timed outcomes), while 3 did not—suggesting variable execution discipline. The company's fundamentals remain solid with a P/E of 8.14 and annualized 15.0% revenue growth, but the insider's concentrated reduction of position size during a depressed price point merits attention as a substantive portfolio action rather than routine disposition.

August 2025
2025-08-14
medium
10,000 shares
$1,160,888
@ $116.09
Significance 4/10

Director Welch James L sold 10,000 shares of SKYW at $116.09 on 2025-08-12, reducing holdings by 26.5%

Director Welch James L executed a 10,000-share sale at $116.09 on 2025-08-12, trimming his SKYW holdings from 37.7K to 27.7K shares (26.5% reduction). The stock currently trades at $116.67, near its 52-week high of $120.92, having gained 4.9% over 30 days and 13.6% over 90 days. SKYWEST fundamentals remain solid: revenue of $1,035,227,000.00 with net income of $120,269,000.00 in the latest quarter, annual revenue growth of +20.2%, and a P/E of 16.84. This is Welch's second open-market sale at SKYW within 14 days (prior sale on 2025-07-29), indicating a pattern of discretionary share reduction during a period of upward price momentum.

2025-08-14
medium
PRESIDENT & CEO
26,000 shares
$3,017,651
@ $116.06
Significance 5/10

SKYW CEO Russell Childs sold 26,000 shares for $3.0M at $116.06 on 2025-08-12; retains 404.9K shares

Russell Childs, PRESIDENT & CEO, executed an open-market sale of 26,000 shares ($3.0M) at $116.06, reducing his position by 6.0% to 404.9K shares. The current price of $116.67 is 3.5% below the 52-week high of $120.92, and Childs' prior five trades at SKYW (four sales on 2024-11-06 and one sale on 2025-05-27) show a timing pattern of 0 of 4 measurable prior sales being well-timed at the 90-day mark—all four produced positive 90-day returns (+5.6% to +8.1%), indicating the insider consistently sold before subsequent gains. The company shows strong fundamentals with $1.0B quarterly revenue, +20.2% annual revenue growth, and a moderate P/E of 16.84. The sale represents a material cash realization but occurs within the context of substantial retained ownership and a stock that has appreciated 4.9% over 30 days and 13.6% over 90 days.

2025-08-01
medium
CHIEF FINANCIAL OFFICER
17,186 shares
$2,018,616
@ $117.46
Significance 5/10

CFO Simmons sells 17.2K shares of SKYW for $2.0M (avg $117.46) on 2025-07-30; holds 114.0K post-sale.

Robert J. Simmons, SKYW's CFO, executed 2 separate sales totaling 17,186 shares for $2,018,616.35 at blended average price $117.46, reducing his holdings by 13.1% to 114,017 shares. The sales occurred at near 52-week highs (current price $109.11 is 9.8% below the $120.92 peak), and his prior SKYW trades show mixed timing outcomes: 2 of 5 measurable transactions generated positive 90-day returns (2024-11-05 trades at +12.0% and +12.8%), while 1 of 5 generated negative 90-day return (2025-02-10 at -12.4%), yielding a well-timed rate of 1 of 3 for sells at this ticker. His cross-ticker track record across 8 prior sells spans varied outcomes with 66.67% well-timed rate. No 10b5-1 plan FLAG is present, so timing context applies. The company posted strong recent fundamentals (FY revenue growth +20.2%, P/E 15.74, latest-quarter net income $120,269,000), making the sale notable given the absence of apparent financial distress.

July 2025
2025-07-31
medium
10,000 shares
$1,182,541
@ $118.25
Significance 4/10

Director James L. Welch sold 10,000 shares of SkyWest Inc (SKYW) at $118.25 on 2025-07-29 (-21.0% of holdings).

Director Welch sold 10,000 shares at $118.25, reducing his stake by 21.0% from 47,717 to 37,717 shares. The transaction occurred just $2.67 below the 52-week high of $120.92 and reflects stock appreciation in the past 90 days (+23.6%). SkyWest's fundamentals remain solid with annual revenue growth of +20.2%, net income at $120,269,000.00, and a P/E of 16.73. The company maintains a market cap of $4,682,262,333.84 and strong quarterly revenue of $1,035,227,000.00. This disposal represents a significant reduction in the director's holdings and merits standard monitoring for investor context.

2025-07-31
medium
CHIEF COMMERCIAL OFFICER
17,000 shares
$2,010,369
@ $118.26
Significance 5/10

Steel Wade J (CCO) sells 17,000 SKYW shares for $2.0M at $118.26, retaining 102.4K shares; stock up 11.4% in 30 days, 23.6% in 90 days.

Steel Wade J, Chief Commercial Officer at SkyWest Inc, executed 2 separate sales totaling 17,000 shares for $2,010,368.56 on 2025-07-29, reducing his holdings from 119.4K to 102.4K shares (-14.2%). The sales occurred at a blended average price of $118.26, near the 52-week high of $120.92. In the post-transaction environment, the stock has appreciated 11.4% over 30 days and 23.6% over 90 days, trading at $115.96 currently. Wade's prior sales at SKYW show mixed timing outcomes: his 2024-11-05 sale saw the stock gain 13.1% over 90 days (poorly timed), while his 2024-05-09 sale preceded an 8.6% decline (well-timed), representing 1 of 2 measurable prior sales being well-timed at the 90-day mark. The company fundamentals remain solid with $1.0B in latest quarterly revenue, 20.2% annual revenue growth, and a P/E of 16.73.

June 2025
2025-06-05
medium
CHIEF FINANCIAL OFFICER
17,000 shares
$1,763,825
@ $103.75
Significance 4/10

CFO Robert Simmons sells 17,000 SKYW shares for $1,763,824.95; post-sale holdings reduced 11.5% to 131,203 shares

Robert Simmons, CFO of SkyWest Inc., executed 2 separate sales totaling 17,000 shares for $1,763,824.95 on June 3, 2025, at a blended average price of $103.75. This represents an 11.5% reduction in his post-transaction holdings from 148,203 to 131,203 shares. Current price is $100.84, which is -16.6% from the 52-week high of $120.92, placing the transaction near the upper end of the stock's recent trading range. His prior trades at SkyWest show 3 of 5 prior sells were well-timed at the 90-day mark (median outcome: mixed, with recent February 2025 sell showing -26.9% 30-day return and November 2024 pair showing +8.0% and +7.4% 30-day returns), providing limited directional clarity for this specific sale. The company reports strong fundamentals—$948.5M quarterly revenue, +20.2% annual revenue growth, and a P/E of 14.59—which do not signal distress but also do not obviously justify a material reduction in executive stake at current valuations.

May 2025
2025-05-30
low
CHIEF COMMERCIAL OFFICER
15,000 shares
$1,515,252
@ $101.02
Significance 4/10

SkyWest CCO Steel Wade J sells 15,000 shares at $101.02 blended avg; holds 119.4K post-sale

Steel Wade J, Chief Commercial Officer of SkyWest Inc, executed 2 separate sales totaling 15,000 shares for $1,515,252.17 on 2025-05-28, reducing his holdings from 134.4K to 119.4K shares (-11.2%). The blended average sale price of $101.02 sits 0.4% below the current price of $101.45 and approximately 16.1% below the 52-week high of $120.92, indicating the sale occurred during a partial recovery phase. Examining his prior sales at SkyWest, one of two prior transactions demonstrated well-timed execution: a 2024-11-05 sale subsequently returned +8.4% in 30 days and +13.1% in 90 days (poorly timed), while a 2024-05-09 sale returned +1.9% in 30 days but -8.6% in 90 days (well-timed). The current sale's timing is too recent to assess against observed 90-day patterns, but the stock's 30-day momentum (+13.8%) and proximity to 52-week highs may warrant attention to near-term price action and the positioning rationale behind this moderate position reduction.

2025-05-29
low
PRESIDENT & CEO
17,000 shares
$1,715,436
@ $100.91
Significance 4/10

SkyWest CEO Russell Childs sells 17,000 shares for $1.7M at $100.91, retains 449.2K shares in $4.1B market-cap airline.

Russell Childs, President and CEO of SkyWest, sold 17,000 shares for $1,715,436.00 on 2025-05-27 at $100.91 per share, reducing his holdings by 3.6% to 449,242 shares. The sale occurred at a price -15.4% below the stock's 52-week high of $120.92, though the stock has risen 15.6% over the prior 30 days and 3.5% over 90 days. His prior trades at SkyWest show mixed timing: of 5 prior sales at this ticker, only 1 was well-timed at the 90-day mark, with most recent November sales followed by positive 90-day returns. The company's fundamentals remain solid with $948.5M in latest quarterly revenue, +20.2% annual growth, and a reasonable 14.81 P/E ratio, though net income is modest at $1.6M.

February 2025
2025-02-20
medium
EXEC VP OPERATIONS
14,545 shares
$1,537,889
@ $105.73
Significance 5/10

SKYW: Exec VP Wooley sold 14,545 shares for $1.5M at $105.73 avg; 68.7K shares remain

Wooley, Executive Vice President of Operations at SkyWest, executed 3 separate sales totaling 14,545 shares for $1,537,889.21, reducing his holdings from 83,282 shares to 68,737 shares (-17.5%). The sales occurred at a blended average price of $105.73, which is 4.7% above the current price of $101.01 and well below the 52-week high of $120.92. The company is growing revenue at +20.2% annually with a reasonable P/E of 14.55, though near-term stock performance has been soft: -12.0% over 30 days and -9.7% over 90 days. The substantial block reduction—roughly one-sixth of prior holdings—occurs against a backdrop of recent price weakness, warranting scrutiny of whether near-term operational or market conditions influenced the transaction timing.

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