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STRA Strategic Education, Inc. Insider Trading

Latest: Director Bought $48K of Shares · Apr 2026
13 filings analyzed · Latest 2026-04-24
Insider buys
8
Insider sells
5
Unique insiders
8
Direction
Net buying
April 2026
2026-04-24
medium
Thawley Michael Buy
665 shares
$48,352
@ $72.71
Significance 6/10

Director Thawley Michael buys 665 STRA shares at $72.71; stock now -20.3% from 52-week high and -11.9% in 30 days

Thawley Michael purchased 665 shares at $72.71, increasing his holdings by 5.8% to 12,154 shares. The purchase occurs in a period of material weakness: the stock is currently trading -20.3% from its 52-week high of $92.26 and has declined -11.9% over the past 30 days and -14.1% over 90 days. Notably, the insider's single prior purchase at STRA on 2025-03-03 demonstrated strong subsequent performance with +12.6% return over 90 days, establishing a pattern of well-timed entry execution at this specific ticker. The company's fundamentals remain sound with a P/E of 12.83, $305.9M quarterly revenue, and $32.8M net income, though annual revenue growth is modest at +4.0%.

March 2026
2026-03-16
low
HERRAIZ LIZETTE BENEDI Sell
GENERAL COUNSEL
7,598 shares
$607,587
@ $79.97
Significance 3/10

General Counsel Herraiz sold 7,598 shares of STRA for $607,586.84 across two transactions on 2026-03-13.

Lizette Benedi Herraiz, General Counsel at Strategic Education, Inc., executed 2 separate sales totaling 7,598 shares for $607,586.84 at an average price of $79.97 on 2026-03-13. The sale reduced her holdings from 66,160 shares to 58,562 shares, representing an 11.5% reduction in her pre-transaction position. The current market price stands at $79.26, only marginally below the execution price, and the stock is trading -14.1% from its 52-week high while showing +5.5% gains over the past 30 days. The company's fundamentals show a 14.08 P/E with modest 4.0% annual revenue growth and $26.6M net income on $319.9M in quarterly revenue.

2026-03-16
medium
SILBERMAN ROBERT S Buy
CHAIRMAN
718 shares
$58,029
@ $80.82
Significance 5/10

STRA Chairman Silberman bought 718 shares at $80.82; stock now $79.26, down 14.1% from 52-week high.

Chairman Robert S. Silberman purchased 718 shares at $80.82 on 2026-03-13, adding modestly to his 319.2K-share position. The transaction's modest size (718 shares, +0.2% of holdings) and timing against a down trend (stock -14.1% from 52-week high, though +5.5% in the past 30 days) provide limited signal. His prior buy at this ticker in March 2025 also showed positive 90-day returns of +13.0%, establishing a pattern of historical buy timing, though prior performance does not guarantee future execution. The company trades at a P/E of 14.08 and generated $319.9M in annual revenue with +4.0% growth and $26.6M net income, providing reasonable fundamentals but no obvious catalyst driving this incremental accumulation.

2026-03-03
medium
JACKSON DANIEL WAYNE Sell
CHIEF FINANCIAL OFFICER
13,000 shares
$1,070,748
@ $82.37
Significance 5/10

CFO Jackson Daniel Wayne sold 13,000 STRA shares for $1.07M at $82.37 avg; retains 100.1K shares post-sale.

Jackson Daniel Wayne, Chief Financial Officer of Strategic Education, Inc., executed 3 separate sales totaling 13,000 shares for $1,070,747.98 on 2026-03-02, reducing his holdings from 113.1K to 100.1K shares (-11.5%). The sales were priced at $81.73, $82.51, and $83.75, with a blended average of $82.37, versus the current price of $85.92, representing a $3.55 gap per share or approximately 4.3% below current levels. His prior sell activity at STRA (February 2025) generated negative 90-day returns of -10.5% and -11.1%, demonstrating a pattern of well-timed exits ahead of price weakness. His cross-ticker track record across all tickers shows 2 prior sells with a 100.00% well-timed rate at the 90-day mark. The stock trades at a 15.26 P/E and remains 12.3% below its 52-week high of $97.94, providing context for the timing relative to recent price levels.

February 2026
2026-02-26
medium
MCDONNELL RAYMOND KARL Sell
CHIEF EXECUTIVE OFFICER
38,840 shares
$2,926,600
@ $75.35
Significance 6/10

CEO McDonnell sells 38,840 STRA shares ($2.9M) at $75.12–$75.55 on 2026-02-24; holds 158,978 shares post-sale.

MCDONNELL RAYMOND KARL (CHIEF EXECUTIVE OFFICER) sold 38,840 shares across 2 separate transactions totaling $2,926,599.64 at blended average price $75.35, reducing holdings by 19.6% to 158,978 shares. His prior trades at STRA show mixed timing outcomes: 2 of 3 prior sells were well-timed at the 90-day mark, with 2025 sales declining 10.5–11.0% in the subsequent 90 days, though a 2024 sale gained 19.6%. Current price of $78.41 sits 22.9% below the 52-week high of $101.72 and has fallen 6.6% over the trailing 30 days. The company shows solid fundamentals with $319.9M quarterly revenue, $26.6M net income, and 7.7% annual growth, suggesting the sale reflects portfolio reallocation rather than fundamental deterioration at the company level.

September 2025
2025-09-02
medium
JACKSON DANIEL WAYNE Buy
CHIEF FINANCIAL OFFICER
1,900 shares
$154,850
@ $81.50
Significance 5/10

CFO Jackson Daniel Wayne bought 1,900 STRA shares at $81.50; holdings now 104,136 shares (+1.9K net)

Daniel Wayne, STRA's CFO, purchased 1,900 shares at $81.50 on 2025-08-29, bringing his total holdings to 104,136 shares. The transaction occurs with STRA trading at $82.65 (current), down 20.1% from its 52-week high of $103.46, though up 10.4% over the past 30 days. While the CFO's prior two sales at STRA on 2025-02-25 were well-timed (both showed negative 90-day returns of -11.8% and -12.4%, respectively), an open-market buy by a CFO warrants attention to his reasoning: the company shows solid fundamentals with $321.5M in quarterly revenue, $32.3M net income, 7.7% annual revenue growth, and a reasonable 17.15 P/E ratio. The modest size of this purchase relative to his existing 104.1K-share stake and its proximity in price to recent highs suggest this is worth monitoring for any broader signaling about management confidence or planned corporate actions.

March 2025
2025-03-11
high
McRobbie Michael A. Buy
600 shares
$49,080
@ $81.80
Significance 7/10

Director McRobbie buys 600 STRA shares at $81.80; 3 other insiders also bought within 14 days amid -35.0% YTD decline

Michael A. McRobbie (Director) purchased 600 shares of Strategic Education at $81.80 on March 10, 2025, raising his holdings to 6,135 shares (+10.8% increase). This transaction is part of a cluster pattern—3 other insiders also bought within the past 14 days. The buy occurs as the stock has declined 35.0% from its 52-week high and dropped 19.7% over the past 30 days, trading at $79.99 (below the transaction price). Strategic Education remains fundamentally sound with $306.0M in quarterly revenue, $27.7M net income, 7.7% annual revenue growth, and a P/E of 11.58, suggesting the price weakness may have opened a buying window for multiple insiders simultaneously.

2025-03-06
high
Slocum William J Buy
2,250 shares
$183,482
@ $81.55
Significance 7/10

Director Slocum buys 2,250 shares for $183,482.50 in 2 transactions; holdings rise 85.5% to 4,881 shares amid cluster buy pattern

William J Slocum, a Director at Strategic Education, Inc., executed 2 separate purchases totaling 2,250 shares for $183,482.50 (blended average $81.55) on March 4–5, 2025, increasing his holdings from 2,631 shares to 4,881 shares—an 85.5% increase in position size. The transaction occurred as the stock trades at $83.30, approximately 32.3% below its 52-week high and down 17.1% over the past 30 days, while the company reports a 12.05 P/E and 7.7% year-over-year revenue growth. This filing coincides with a cluster buy pattern, with 2 other insiders purchasing shares within the same 14-day window, suggesting broader insider participation in the market at these price levels. The combination of a substantial percentage increase in Slocum's personal holdings and the presence of multiple insider buyers within the same period warrants investor attention.

2025-03-05
medium
Thawley Michael Buy
1,200 shares
$97,224
@ $81.02
Significance 6/10

Director Thawley Michael buys 1,200 shares of STRA at $81.02; cluster activity with 2 other insiders in 14 days

Director Thawley Michael purchased 1,200 shares at $81.02 on 2025-03-03, increasing holdings from 7,355 to 8,555 shares and boosting his stake by 16.3%. The transaction occurs amid a cluster buy pattern, with 2 other insiders also acquiring shares within the past 14 days. Against current-market backdrop, the stock has declined 16.1% over the past 30 days and 16.7% over 90 days from a 52-week high of $123.00, creating a backdrop of recent weakness. The company trades at a P/E of 11.91 with solid fundamentals: $306.0M in latest-quarter revenue, 7.7% annual revenue growth, and $27.7M net income. The coordinated buying pattern across multiple insiders warrants monitoring to determine whether it reflects a coordinated reassessment of valuation or independent portfolio decisions.

2025-03-05
high
SILBERMAN ROBERT S Buy
CHAIRMAN
10,528 shares
$849,610
@ $80.70
Significance 7/10

Chairman Robert Silberman buys 10,528 STRA shares at $80.70; concurrent cluster buy by 2 other insiders within 14 days

Robert Silberman, Chairman of Strategic Education Inc., purchased 10,528 shares at $80.70 on 2025-03-03, increasing his holdings by 3.7% to 294,766 shares total. This transaction occurs within a cluster pattern: 2 other insiders also bought within the past 14 days. The stock currently trades at $82.29, down 33.1% from its 52-week high of $123.00 and down 16.1% over the past 30 days, suggesting the purchase occurred during a period of material price pressure. The company shows modest fundamentals with 7.7% annual revenue growth, a P/E of 11.91, and $27.7M in latest quarterly net income on $306.0M revenue—a stable but not rapidly expanding business. The convergence of three insider purchases during a sustained price decline merits examination of whether executives view the current valuation as an opportunity relative to their assessment of underlying business fundamentals.

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