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STC STEWART INFORMATION SERVICES CORP Insider Trading

Latest: Director Bought $64K of Shares · Jun 2026

Multiple insiders have been active at STEWART INFORMATION SERVICES CORP (STC): 4 distinct insiders account for 5 buy filings and 4 sell filings as of Jun 2026. Its highest-significance filing in the last 90 days: Director C Allen Jr Bradley bought $64K, transaction dated Jun 2026.

9 filings analyzed · Latest 2026-06-02

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Buys
5
Sells
4
Insiders
4
Direction
Net buying

STEWART INFORMATION SERVICES CORP leadership

CEO
Frederick H. Eppinger — Chief Executive Officer
CFO
David C. Hisey — Chief Financial Officer
General Counsel
Elizabeth K. Giddens — Chief Legal Officer and Corporate Secretary
Chair
Thomas G. Apel — Chairman of the Board

Historically, medium-priority insider buys have outperformed the S&P 500 by a median ~1% over the 30 days after the trade — the edge is concentrated in that first month (n ≈ 7,162, 2024-2026). Past results don't predict the future. How we measure this ↗

June 2026
2026-06-02
medium
1,000 shares
$63,869
@ $63.87
Significance 6

Director C Allen Jr Bradley bought 1,000 shares of STC at $63.87 on 2026-06-01, raising holdings to 25.0K shares (+4.2%)

C Allen Jr Bradley, a Director, executed 3 separate purchases totaling 1,000 shares for $63,869.16 at a blended average price of $63.87 on 2026-06-01. His holdings increased from 24.0K to 25.0K shares. The current price of $64.05 sits near the transaction price, with the stock down 7.3% over 30 days and 8.5% over 90 days, placing it 18.5% below its 52-week high of $78.61. His same-ticker history shows 4 of 5 prior buys at STC were well-timed at the 90-day mark, with prior purchases returning +1.2% to +3.6% over 90 days; his cross-ticker track record across all holdings shows a 71.43% win rate with an average 90-day return of +3.4% on buys. The company's fundamentals show revenue of $781.3M in the latest quarter, annual revenue growth of +17.3%, a P/E of 15.07, and a market cap of $1.9B.

April 2026
2026-04-27
medium
Chief Financial Officer
10,992 shares
$783,455
@ $71.28
Significance 5

Stewart Information Services C-suite executive sells ~11k shares worth ~$783k amid stock momentum

Two senior executives at Stewart Information Services executed coordinated share sales totaling approximately $783k, reducing their holdings by roughly 8% each. The stock is trading modestly below its recent highs after a strong 30-day rally, suggesting the insiders may have chosen to lock in recent gains. The company itself shows solid financial health with profitable operations, robust revenue growth, and reasonable valuation—fundamentals that don't signal distress. However, the coordinated nature of these sales and the timing just below the recent peak warrants attention; insiders selling into strength can sometimes precede a pullback, though it may equally reflect prudent portfolio rebalancing. This sale warrants monitoring for follow-up insider activity and upcoming earnings results to determine if this signals shifting sentiment or merely opportunistic profit-taking.

March 2026
2026-03-12
high
1,000 shares
$62,758
@ $62.76
Significance 6

Director Bradley C Allen Jr buys 1,000 shares at blended $62.76; stock down 18.0% from 52-week high.

Bradley C Allen Jr, a Director of Stewart Information Services, executed 4 separate purchases totaling 1,000 shares for $62,757.56 across March 11–12, 2026, at prices ranging from $62.35 to $63.19. The stock is currently trading at $63.27, down 18.0% from its 52-week high of $77.17 and down 12.0% over the prior 30 days. His prior same-ticker purchase on 2025-05-28 registered a +21.8% 90-day return, demonstrating past success in timing at this ticker. The company shows solid fundamentals with revenue growth of +17.3% year-over-year and a P/E of 13.35. The accumulation increases his holdings from 21,243 to 22,243 shares (+4.7%), suggesting continued conviction in the position during a period of near-term weakness.

2026-03-11
medium
1,000 shares
$65,345
@ $65.34
Significance 6

Director Bradley C Allen Jr bought 1,000 shares (1.0K shares) at $65.35 on 2026-03-10, raising stake to 21,243 shares (21.2K shares)

Director Bradley C Allen Jr executed 2 separate purchases totaling 1,000 (1.0K shares) for $65,345.01 ($65.3K) on 2026-03-10, increasing his holdings by 4.9% from 20,243 to 21,243 shares. The purchases occurred at $65.34, above the current price of $62.96 and 18.4% below the 52-week high of $77.17. Notably, his cross-ticker track record shows 5 prior open-market buys with a 100.00% 90-day win rate and average 90-day return of +21.8%, and his prior purchase at STC on 2025-05-28 delivered +21.8% over 90 days. While STC fundamentals are solid—$796.9M quarterly revenue, +17.3% annual growth, and a 13.28 P/E ratio—the stock has declined 13.0% over 90 days and 10.6% over 30 days, creating tension between the insider's historical timing success and current negative price momentum.

May 2025
2025-05-29
high
1,000 shares
$59,633
@ $59.63
Significance 7

Director Bradley C Allen Jr buys 1,000 shares of STC at $59.63, extending consistent purchase pattern with 100% 90-day win rate

BRADLEY C ALLEN JR purchased 1,000 shares at $59.63 on 2025-05-28, a discretionary open-market transaction that fits his demonstrated pattern of well-timed accumulation at this ticker. His prior two purchases at STC (both on 2023-06-14 at $59.63) each generated positive 90-day returns: +2.3% and +9.3%, establishing a 100% timing win rate at this specific holding. His cross-ticker track record (2 prior buys) also shows strong outcomes with avg 90d return +9.3%. The current environment presents context: STC trades at $60.18, down 22.0% from its 52-week high and down 7.7% over 30 days, while the company has posted 10.3% annual revenue growth and $612.0M quarterly revenue. The purchase extends his holdings to 20.2K shares (+5.2% from the prior position), suggesting continued conviction despite recent price weakness.

December 2024
2024-12-16
medium
Group President
22,125 shares
$1,628,340
@ $73.60
Significance 5

Group President Lessack sold 22,125 shares of STC for $1.6M at $73.60, reducing holdings by 68.1% to 10.4K shares.

Steven Mark Lessack divested 22.1K shares at $73.60, a substantial reduction representing -68.1% of his pre-transaction position. The stock now trades at $74.42, only 1.4% above his sale price, and sits 3.6% below the 52-week high, placing the exit near recent resistance. His cross-ticker track record shows 1 prior sell with an average 90-day return of +2.9%, indicating his prior open-market sells have not been well-timed at the 90-day horizon—stock rose after those exits. At STC specifically, his single prior trade (an August 2024 sell) yielded positive 90-day returns (+2.9%), suggesting limited historical success timing exits at this ticker. The company faces headwinds: annual revenue has declined 26.4% year-over-year, and the valuation sits elevated at a P/E of 34.78, creating misalignment between fundamentals and market price.

August 2024
2024-08-29
medium
Group President
9,524 shares
$695,283
@ $73.00
Significance 5

Group President Lessack Steven Mark sold 9,524 shares (9.5K) of STC at $73.00 for $695,283.43, reducing holdings 47.8%.

Steven Mark Lessack, Group President of Stewart Information Services, sold 9,524 shares at $73.00 on 2024-08-28, a sale that reduced his holdings from 19,911 shares to 10,387 shares—a reduction of 47.8% of pre-transaction holdings. The transaction occurred near the 52-week high of $73.87, with the current stock price at $73.71, indicating the sale was executed when the stock was trading at elevated levels relative to its annual range. The company faces significant headwinds: annual revenue growth is -26.4% year-over-year, the P/E ratio stands at 47.25 (elevated relative to declining earnings trajectory), and net income of $17.3M on revenue of $602.2M reflects margin pressure. The material reduction in the Group President's ownership position warrants monitoring given the combination of deteriorating revenue trends and the proximity of this sale to the stock's recent highs.

2024-08-09
medium
Chief Financial Officer
12,649 shares
$876,218
@ $69.27
Significance 5

CFO David C Hisey sells 12,649 shares of STC at $69.27; retains 55,917 shares post-sale

David C Hisey, Chief Financial Officer, sold 12,649 shares at $69.27 on 2024-08-08, reducing his holdings from 68,566 shares to 55,917 shares, a reduction of 18.4% from his pre-transaction position. The sale occurred at a price $0.51 below the current market price of $69.78, and near the upper end of the 52-week range ($39.01–$73.78). The company reported annual revenue growth of -26.4% year-over-year, a significant contraction, while the stock has appreciated 9.2% over the past 30 days and 10.3% over the past 90 days despite the negative revenue trajectory. The CFO's substantial reduction in holdings warrants attention given the divergence between improving short-term price momentum and deteriorating annual revenue performance.

July 2024
2024-07-10
medium
Group President
430 shares
$22,450
@ $52.21
Significance 5

Group President Bryant Iain Martyn buys 430 STC shares at $52.21; holdings rise 31.5% to 1,793 shares.

Bryant Iain Martyn, Group President of Stewart Information Services, purchased 430 shares at $52.21 on 2024-06-28, increasing his stake by 31.5% from 1,363 to 1,793 shares. The acquisition occurred at a price $11.66 below the current market price of $63.87 and near the 52-week low of $39.01, positioning the buy within the lower-to-mid range of the company's recent trading band. Stewart Information Services is reporting significant operational headwinds: annual revenue declined 26.4% year-over-year to $554.3M in the latest quarter, net income stands at only $3.1M, and the stock trades at an elevated P/E of 42.30 despite revenue contraction. An insider equity purchase by a senior executive during a period of revenue decline warrants attention to whether this reflects conviction in a turnaround thesis or simply represents routine wealth management unrelated to the operational challenges.

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