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DHIL DIAMOND HILL INVESTMENT GROUP INC Insider Trading

15 filings analyzed · Latest 2026-03-10
Insider buys
14
Insider sells
1
Unique insiders
5
Direction
Net buying

Historically, medium-priority insider buys have outperformed the S&P 500 by a median ~1% over the 30 days after filing — the edge is concentrated in that first month (n ≈ 7,520, 2022-2026). Past results don't predict the future. How we measure this ↗

March 2026
2026-03-10
medium
81 shares
$12,206
@ $151.53
Significance 5/10

Director Thomas L'Quentus purchased 80 shares across 8 transactions totaling $12.2K, bringing holdings to 2,614 shares (+3.2%)

Thomas L'Quentus, a director of Diamond Hill Investment Group, executed 8 separate purchases totaling 80 shares for $12,206.10 at a blended average price of $151.56 between December 2023 and September 2025. His post-transaction holdings of 2,614 shares represent a +3.2% increase from the prior 2,534 shares. The company trades at a P/E of 8.89 with recent quarterly net income of $13.6M against revenue of $37.4M, though annual revenue declined 2.6% year-over-year. The current price of $172.41 sits near the 52-week high of $172.71, with the 90-day price appreciation of +46.8% substantially exceeding the transaction window pricing.

June 2025
2025-06-17
low
President of DHCM
2,750 shares
$396,028
@ $144.01
Significance 3/10

DHIL President executes simultaneous sale and purchase of 2,750 shares on same day at $144.00/$144.01

Jo Ann Quinif, President of DHCM, executed two offsetting transactions in DIAMOND HILL INVESTMENT GROUP INC on 2025-06-13: a sale of 2,750 shares at $144.00 ($396,000.00) and an immediate purchase of 2,750 shares at $144.01 ($396,027.50). The transactions are economically neutral (differ by $27.50 across 2,750 shares, or approximately 0.007% slippage) and appear to represent a same-day rebalancing or potential tax-related repositioning rather than a conviction-driven directional move. The insider's cross-ticker track record shows 1 prior buy with a 90-day return of +13.0%, and his prior transaction at DHIL on 2024-06-27 also generated a +13.0% 90-day return, both positive outcomes. However, the current stock price of $138.20 is -19.6% from the 52-week high of $171.89 and -3.2% over the trailing 30 days, suggesting downward momentum in the near term that was not present in either of his prior buy windows. The company shows solid fundamentals (P/E: 9.30, annual revenue growth +10.5%, net income $10.4M on $37.1M quarterly revenue), but the flat or near-neutral net transaction leaves minimal insight into directional intent.

May 2025
2025-05-07
medium
278 shares
$37,280
@ $134.10
Significance 4/10

Director Richard Scott Cooley bought 278 DHIL shares at $134.10 on 2025-05-06; stock now $137.11, down 20.2% from 52-week high.

Director Cooley purchased 278 shares at $134.10 on 2025-05-06, expanding his holdings to 13,829 shares (+2.1%). The transaction follows a rapid sequence of four buys within six trading days (2025-03-21 through 2025-05-06), suggesting sustained accumulation. Across his prior DHIL trades measurable at 30-day intervals, the two oldest purchases (2025-03-21 and 2025-03-31) each saw 30-day declines of -10.1% and -11.6%, respectively, while the three most recent purchases (through 2025-05-02) remain unmeasurable in outcome. At the cross-ticker level, his historical track record shows 10 prior buys with a 50% 90-day win rate and average 90-day return of +0.2%, neither pattern establishing consistent accuracy. The current price of $137.11 is 20.2% below the 52-week high of $171.89, positioning the purchase 4.9% above the 30-day average but 7.3% below the 90-day average. Company fundamentals show a P/E of 9.23 and annual revenue growth of +10.5%, though the timing and performance pattern of recent insider purchases merit observation.

2025-05-06
low
124 shares
$15,996
@ $129.00
Significance 4/10

Director Cooley Richard Scott bought 124 DHIL shares at $129.00 on 2025-05-02, raising holdings to 13,551 shares (+0.9%).

Director Cooley Richard Scott purchased 124 shares of Diamond Hill Investment Group at $129.00, a routine modest acquisition that increased his stake by 0.9% to 13,551 shares. The transaction occurred near the lower end of the 52-week range ($125.49–$171.89), with the stock currently trading at $135.75, up 1.4% over 30 days but down 9.2% over 90 days from the purchase date. His prior trading activity at this ticker shows three buys within days before this transaction (2025-04-30, 2025-05-01, 2025-05-06), with measurable outcomes on earlier same-ticker purchases showing negative 30-day returns of -11.6% and -10.1%. The company's fundamentals are solid—$37.1M quarterly revenue with 10.5% annual growth and a low 9.14 P/E ratio—though this does not alter the pattern that recent acquisitions have underperformed in the near term.

2025-05-02
medium
692 shares
$88,230
@ $127.50
Significance 5/10

Director Cooley Richard Scott bought 692 shares of DHIL at $127.50 on 2025-05-01, raising holdings to 13,427 shares

Director Cooley Richard Scott purchased 692 shares at $127.50, increasing his holdings by 5.4% to 13,427 shares. The transaction occurred while DHIL is trading at $131.41, down 23.6% from its 52-week high and off 9.9% over the past 30 days. Across his cross-ticker track record, the director's 9 prior buys show mixed timing—averaging -6.2% 30-day returns and +0.2% 90-day returns with a 50% win rate. At DHIL specifically, his five prior buys have all been underwater 30 days post-transaction, ranging from -7.4% to -11.6%, with no yet-measurable 90-day outcomes. The purchase occurs against a backdrop of modest fundamentals: $37.1M quarterly revenue with 10.5% annual growth, a P/E of 8.84, and near-term price weakness suggests the director is accumulating while the stock is depressed, though historical execution at this ticker offers limited evidence of successful timing.

2025-05-01
medium
1,000 shares
$124,500
@ $124.50
Significance 4/10

DHIL Director Richard Scott Cooley buys 1,000 shares at $124.50; holds 12.7K post-transaction while stock down -25.1% from 52-week high.

Director Richard Scott Cooley purchased 1,000 shares of DIAMOND HILL INVESTMENT GROUP INC at $124.50 on 2025-04-30, increasing his holdings to 12.7K shares from 11.7K. The purchase represents a modest 8.5% addition to pre-transaction holdings. The timing context is notable: the stock is currently trading at $128.70, down -25.1% from its 52-week high and down -11.1% over the past 30 days. Examining Cooley's same-ticker history at DHIL, his 5 prior purchases (dating back to 2025-03-05) have all posted negative 30-day returns, ranging from -7.4% to -11.6%. The company's fundamentals remain stable with annual revenue growth of +10.5%, a P/E of 8.66, and recent quarterly net income of $10.4M, but the cumulative negative price momentum across recent insider buys and the 90-day decline of -14.2% merit closer observation of whether the director's repeated purchases signal conviction or reflect a pattern of poorly-timed entry points.

April 2025
2025-04-01
low
100 shares
$14,250
@ $142.50
Significance 4/10

Director Cooley Richard Scott purchased 100 DHIL shares at $142.50 on 2025-03-31, expanding holdings to 10,809 shares post-transaction.

Cooley Richard Scott acquired 100 shares of Diamond Hill Investment Group at $142.50, a modest transaction representing a +0.9% increase to his 10.8K share position. The stock has declined 15.8% from its 52-week high of $171.89 and is down 0.9% over 30 days and 6.7% over 90 days. This purchase is part of a notable buying pattern: Scott has executed five prior trades at this ticker within the past four months (2024-12-20 through 2025-03-21), with all five being purchases, suggesting a consistent accumulation approach. However, his prior measurable same-ticker trade from 2024-12-20 resulted in a 90-day return of -5.0%, indicating the stock declined after that earlier purchase. Diamond Hill's fundamentals remain solid with a P/E of 8.02, annual revenue growth of +10.5%, and recent quarterly revenue of $39.0M with net income of $14.6M, but the recent price weakness and poor timing outcomes on his prior DHIL purchase suggest investors should monitor whether this sustained accumulation reflects conviction or occurs amid deteriorating conditions.

March 2025
2025-03-24
medium
50 shares
$7,175
@ $143.50
Significance 4/10

Director Richard Scott Cooley bought 50 DHIL shares at $143.50; 5th purchase in 10 days; stock down 4.8% in 90 days

Richard Scott Cooley, a director of Diamond Hill Investment Group, purchased 50 shares at $143.50 on 2025-03-21, bringing his holdings to 10,709 shares. This represents the fifth open-market buy at DHIL in the past 10 days (following purchases on 2025-03-12, 2025-03-05, and 2025-02-28), suggesting a pattern of consistent accumulation. Of his prior DHIL purchases with measurable outcomes, only 1 of 2 were well-timed at the 90-day mark, yielding a 50% success rate. The stock currently trades at $146.02, down 4.8% over the 90-day period and 15.0% below its 52-week high of $171.89. Fundamentals remain solid—the company reported $39.0M quarterly revenue, $14.6M net income, 10.5% annual revenue growth, and a modest 8.09 P/E ratio—but the recent price weakness and insider's mixed timing history provide limited clarity on whether these purchases represent near-term inflection points or continued accumulation into a declining position.

2025-03-14
medium
500 shares
$72,000
@ $144.00
Significance 6/10

Director Richard Scott Cooley buys 500 DHIL shares at $144.00 on 2025-03-12, adding to recent accumulation pattern.

Director Richard Scott Cooley purchased 500 shares at $144.00, extending a pattern of steady accumulation at Diamond Hill—he has made four distinct purchases since early December 2024, including buys on 2025-03-05 and 2025-02-28 just days before this transaction. His holdings increased 4.9% to 10,659 shares post-transaction. The company trades near the lower end of its 52-week range at $145.80 (down 15.2% from the $171.89 high), while fundamentals remain solid: net income of $14.6M on $39.0M quarterly revenue, 10.5% annual revenue growth, and a low P/E of 8.07. His cross-ticker track record shows a 100% win rate over 90 days (avg return +5.4%), though measurable outcomes at DHIL for the most recent three purchases are not yet available. The concentration of purchases in recent weeks warrants attention to whether this reflects a view on valuation or other factors driving the accumulation.

2025-03-06
medium
500 shares
$73,000
@ $146.00
Significance 6/10

DHIL Director Cooley purchased 500 shares at $146.00 on 2025-03-05, bringing holdings to 10,159 shares

Director Richard Scott Cooley purchased 500 shares of DIAMOND HILL INVESTMENT GROUP INC at $146.00 on 2025-03-05, expanding his holdings by 5.2% to 10,159 shares. This represents the second consecutive open-market buy in 5 days—a prior purchase occurred on 2025-02-28—suggesting sustained engagement in the security. At the $146.00 purchase price, the stock was trading 13.4% below its 52-week high of $171.89, while the company trades at a P/E of 8.24 with annual revenue growth of +10.5% and a market cap of $414.8M. Across his broader cross-ticker trading history, Cooley's 3 prior buys averaged a 90-day return of +5.4% with a 100% win rate at the 90-day mark; his prior trades at this ticker show mixed near-term results (one of one measured 90-day outcome was positive at +5.4%), though recent same-ticker buys remain too new to evaluate.

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