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HRTG Heritage Insurance Holdings, Inc. Insider Trading

Latest: Director Bought $377K of Shares · May 2026

Multiple insiders have been active at Heritage Insurance Holdings, Inc. (HRTG): 5 distinct insiders account for 9 buy filings and 5 sell filings as of May 2026. Its highest-significance filing in the last 90 days: Director Paul L Whiting bought $377K, transaction dated May 2026.

14 filings analyzed · Latest 2026-05-20

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Buys
9
Sells
5
Insiders
5
Direction
Net buying

Heritage Insurance Holdings, Inc. leadership

CEO
Ernesto Garateix — CHIEF EXECUTIVE OFFICER
CFO
Kirk Lusk — CHIEF FINANCIAL OFFICER
Chair
Richard Widdicombe — Chairman of the Board

Historically, high-priority insider buys have outperformed the S&P 500 by a median ~2% over the 30 days after the trade — the edge is concentrated in that first month (n ≈ 5,579, 2024-2026). Past results don't predict the future. How we measure this ↗

May 2026
2026-05-20
high
16,000 shares
$376,950
@ $23.56
Significance 7

Director Paul L Whiting buys 16,000 shares at avg $23.56 for $376,950 at HRTG, raising stake to 103,126 shares

Paul L Whiting, Director at Heritage Insurance Holdings, executed 2 separate purchases totaling 16,000 shares for $376,950.00 on 2026-05-19, increasing his post-transaction holdings to 103,126 shares from 87,126 shares. The purchases occurred at a blended average price of $23.56, while the stock currently trades at $23.27, placing it -27.2% from its 52-week high of $31.98 and down -14.8% over the past 30 days. His prior 5 buys at HRTG showed mixed near-term results but notably produced positive 90-day returns in 4 of those 5 trades (with 90-day gains ranging from +7.7% to +101.9%), establishing a pattern of favorable longer-term outcomes at this ticker. The company trades at a P/E of 3.50 with latest-quarter revenue of $212,658,000.00 and net income of $36,483,000.00.

April 2026
2026-04-03 10b5-1 Plan
medium
See Remarks
50,490 shares
$1,301,437
@ $25.78
Significance 5

Timothy Moura sold 50,490 shares of HRTG for $1,301,437.10 across 4 transactions on Apr 1-2, reducing holdings 24.0%.

Moura executed 4 separate sales totaling 50,490 shares for $1,301,437.10 on April 1–2, 2026, reducing his post-transaction holdings to 160,045 shares from 210,535 shares—a 24.0% reduction in stake. The blended average price of $25.78 traded close to the current price of $26.19, indicating the sales were executed near contemporaneous market levels. HRTG trades at a P/E of 2.84 with $212.5M quarterly revenue and $50.4M net income, but the stock is -15.9% from its 52-week high and has declined 6.5% over the prior 30 days and 4.0% over 90 days, suggesting a period of stock weakness during which this substantial stake reduction occurred.

November 2025
2025-11-20 10b5-1 Plan
medium
50,000 shares
$1,470,085
@ $29.40
Significance 6

Director WIDDICOMBE RICHARD A sold 50,000 shares at $29.40 on 2025-11-18; stock now trading 15.8% below 52-week high at $26.23.

Widdicombe reduced his Heritage Insurance position by 10.0% (50,000 shares sold for $1,470,085.00) near the upper half of the 52-week range ($10.86–$31.14). His five prior transactions at HRTG—three sells on 2025-10-14 posting 30-day returns of +14.4%, +19.1%, and +11.7%, plus two sells on 2025-09-16 posting +0.2% and -2.4%—establish a pattern of frequent exits at HRTG specifically. Post-sale, the stock has declined to $26.23, placing the November sale price above current levels. The company's fundamentals show strength: $212.5M quarterly revenue with +11.1% annual growth, net income of $50.4M, and a P/E of 5.43, suggesting the sale was not driven by deteriorating business conditions but rather by a consistent pattern of incremental position reduction.

October 2025
2025-10-16 10b5-1 Plan
medium
100,000 shares
$2,725,536
@ $27.26
Significance 5

Director WIDDICOMBE sells 100,000 HRTG shares across 3 transactions totaling $2,725,535.82; post-sale stake 499,047 shares

Richard A. Widdicombe, a director at Heritage Insurance Holdings, executed three separate sales on 2025-10-14, offloading 100,000 shares (100.0K shares) for $2,725,535.82 at prices ranging from $25.90 to $27.62, while the stock currently trades at $23.94. His post-transaction holding of 499,047 shares represents a reduction of 100,000 shares (-16.7% vs pre-transaction holdings). Notably, this sale occurred well above current price levels, with the blended average sale price of $27.26 standing 13.8% above today's market price. His cross-ticker track record shows 3 prior sells with a 100.00% well-timed rate, indicating a pattern where stock declines have historically followed his sales; however, same-ticker history at HRTG shows only 1 of 2 measurable prior sales well-timed at the 90-day mark. The company's fundamentals remain solid—P/E of 6.94, net income of $48,024,000.00 against annual revenue growth of +11.1%—but the timing of this large block sale at elevated price levels relative to current valuation warrants attention to whether market conditions or insider assessment of valuation have shifted.

September 2025
2025-09-18 10b5-1 Plan
medium
100,000 shares
$2,415,432
@ $24.15
Significance 6

Director Widdicombe sells 100,000 shares of HRTG for $2,415,431.68 in two transactions on 2025-09-16

Richard Widdicombe sold 100,000 shares (100.0K shares) of Heritage Insurance Holdings on 2025-09-16 in two separate transactions at blended average price $24.15, reducing his holdings from 699,047 to 599,047 shares (a -14.3% reduction). The stock currently trades at $25.43, which is 5.3% above his execution prices and -2.3% from its 52-week high of $26.02. His cross-ticker track record shows 1 prior sell with a 100.00% well-timed rate at the 90-day mark; his same-ticker prior transaction history at HRTG shows a sell on 2024-08-16 with a 90-day return of -22.8%, suggesting a pattern of exits ahead of declines. The company has attractive fundamentals with P/E of 7.37, FY revenue growth of +11.1%, and net income of $48,024,000, but the director's discretionary removal of a significant equity block and his historical sell-timing pattern warrant observation of whether the stock sustains its recent 30-day momentum of +18.5%.

2025-09-17
medium
Chief Executive Officer
25,000 shares
$615,250
@ $24.61
Significance 5

CEO Ernie J Garateix sold 25,000 HRTG shares at $24.61; retains 1,245,808 shares in strong performer up 17.4% in 30 days.

Garateix sold 25,000 shares ($615,250.00 total value) on 2025-09-15, representing a -2.0% reduction from his 1,270,808 pre-transaction holdings. The sale occurred at $24.61 while the stock has since traded at $24.87 (within 4.4% of its 52-week high of $26.02) and is up 17.4% over 30 days and 11.4% over 90 days, indicating near-term momentum. Garateix retains substantial direct ownership with 1,245,808 shares post-sale, and his prior trades at HRTG show mixed timing—3 of 5 prior buys produced positive 90-day returns, but this sale follows the stock's recent climb and occurs while fundamentals remain solid (P/E 7.21, annual revenue growth +11.1%, net income $48,024,000.00 on revenue of $208,035,000.00). The sale is modest in scale relative to total holdings and does not suggest exit, but comes as the stock approaches its 52-week peak after sustained positive momentum.

August 2025
2025-08-12
medium
2,500 shares
$51,248
@ $20.50
Significance 6

Director Paul Whiting buys 2,500 shares of HRTG at $20.50; holds 87,126 post-trade amid 6.29 P/E and $208.0M revenue.

Director Paul Whiting purchased 2,500 shares at $20.50, increasing his stake to 87,126 shares. The company trades at a P/E of 6.29 with revenue of $208.0M and net income of $48.0M, suggesting attractive valuation metrics. His prior trades at HRTG show a mixed pattern: while two of four prior buys delivered positive 90-day returns (including a +101.9% gain and a +78.9% gain), others produced losses, indicating timing inconsistency at this ticker. The current price of $21.70 stands 16.6% below the 52-week high, but this purchase at $20.50 occurs within a 30-day uptrend (+2.9%) and against a 90-day decline (-7.9%), presenting competing signals on momentum.

June 2025
2025-06-11
medium
2,500 shares
$55,900
@ $22.36
Significance 6

Director Paul L Whiting buys 2,500 shares of HRTG at $22.36; holds 82,076 post-trade amid 90d +85.6% rally.

Director Paul L Whiting purchased 2,500 shares at $22.36, expanding his holdings by 3.1% to 82,076 shares. The purchase occurs within a strong intermediate context: the stock has gained 85.6% over 90 days but is now down 7.7% in the last 30 days and trades 10.6% below its 52-week high of $26.02. At the same ticker, Whiting's prior buy on 2025-03-14 achieved a +21.6% 30-day return, though his historical timing pattern at HRTG shows only 1 of 3 prior buys were well-timed at the 90-day horizon. The company's fundamentals show moderate strength with annual revenue growth of +11.1%, a P/E of 9.26, and trailing-quarter net income of $30.5M on revenue of $211.5M, presenting a relatively low valuation multiple. The timing—following a sharp 90-day advance and recent 30-day pullback—mirrors a pattern of incremental accumulation rather than a concentrated conviction signal, consistent with his cross-ticker history of modest average 90-day returns of +30.0% across 5 prior buys.

March 2025
2025-03-17
medium
Lusk Kirk Buy
Chief Financial Officer
6,000 shares
$83,100
@ $13.85
Significance 5

CFO Lusk Kirk buys 6,000 HRTG shares at $13.85; joins 2 other insiders buying in 14 days; stock now -23.2% from high.

Lusk Kirk, Chief Financial Officer of Heritage Insurance Holdings, purchased 6,000 shares at $13.85 on 2025-03-14, increasing his position from 612,756 to 618,756 shares. The transaction occurs within a cluster pattern: 2 other insiders also bought within the same 14-day window, suggesting coordinated or near-simultaneous conviction among multiple executives. However, timing context is mixed—the stock currently trades at $12.79, down -23.2% from its 52-week high of $16.65, and Kirk's prior buy at this ticker (May 2024) was followed by a 90-day decline of -7.5%, indicating his past purchase timing at HRTG did not capture subsequent appreciation. The company shows modest fundamentals: $211.8M latest quarterly revenue (+11.1% annual growth) and a lean P/E of 6.21, though recent insider buying activity deserves monitoring to assess whether management believes current valuation reflects intrinsic value or whether this represents routine portfolio positioning.

2025-03-17
medium
Chief Executive Officer
5,000 shares
$63,850
@ $12.77
Significance 6

CEO Garateix bought 5,000 shares at $12.77; part of cluster as 2 other insiders bought within 14 days.

Garateix Ernie J, CEO, purchased 5,000 shares at $12.77 on 2025-03-14, increasing his holdings to 1,270,808 shares. This open-market acquisition occurs within a cluster pattern: 2 other insiders also bought within the past 14 days, which elevates observational relevance. The company trades at a P/E of 6.21 with annual revenue growth of 11.1% and latest quarterly revenue of $211,849,000.00, suggesting modest valuation and stable growth. At his prior trades at HRTG, the CEO's timing has been mixed—2 of 5 prior buys showed positive 90-day returns, while his cross-ticker track record shows a 40.00% 90-day win rate, indicating below-average timing discipline. The current price of $12.79 sits -23.2% from the 52-week high and +1.0% over 30 days, placing this purchase in a near-term rally context but well below recent peaks.

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