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DLPN Dolphin Entertainment, Inc. Insider Trading

Latest: CEO Bought $4,950 of Shares · Apr 2026

Multiple insiders have been active at Dolphin Entertainment, Inc. (DLPN): 4 distinct insiders account for 73 buy filings and 0 sell filings as of May 2026. Its highest-significance filing in the last 90 days: CEO O'Dowd William IV bought $4,950, transaction dated Apr 2026.

73 filings analyzed · Latest 2026-05-04

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Buys
73
Sells
0
Insiders
4
Direction
Net buying

Dolphin Entertainment, Inc. leadership

CEO
William O’Dowd IV Chief Executive Officer OF Dolphin Entertainment (The “Registrant”) Inc — Chief Executive Officer
CFO
Mirta A Negrini Chief Financial Officer OF Dolphin Entertainment (The “Registrant”) Inc — Chief Financial Officer
COO
Mirta A. Negrini — Chief Financial Officer, Chief Operating Officer, Director
Chair
Iv William O'Dowd — Chief Executive Officer, Chairman, President

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
2026-05-04 10b5-1 Plan
high
Chief Executive Officer
3,400 shares
$4,964
@ $1.46
Significance 6

CEO of unprofitable Dolphin Entertainment purchases shares at depressed valuation, betting against recent weakness.

William O'Dowd IV, the Chief Executive Officer of Dolphin Entertainment, purchased 3,400 shares at $1.46 while the stock trades significantly below its recent highs and has declined meaningfully over the past three months. This is meaningful insider conviction precisely because the company is not yet profitable and is burning cash on a quarterly basis—the CEO is buying into a struggling business rather than avoiding risk. The small position size relative to his holdings suggests this is not an all-in bet, but it signals he views the current depressed price as an opportunity despite the company's operational challenges. O'Dowd's willingness to personally commit capital at these levels, when the stock is in the grip of a broad downtrend and the company's fundamentals are deteriorating, indicates he likely sees either near-term improvements or believes the market has overreacted to recent weakness.

April 2026
2026-04-27 10b5-1 Plan
critical
Chief Executive Officer
3,400 shares
$4,950
@ $1.46
Significance 7

C-suite insider purchases 3,400 shares of DLPN on open market amid price weakness and unprofitable operations.

A company executive bought shares directly on the open market while the stock is trading well below its recent highs and the company remains unprofitable with negative earnings. This open-market purchase—especially by a C-suite insider—typically signals management confidence that the market has overreacted to recent weakness, though the company's financial fundamentals remain challenged with ongoing operating losses. The timing is notable given the stock's recent sharp pullback, suggesting the insider may see value at depressed levels. However, the company's unprofitable status and weakening recent quarterly results temper the bullish signal; this insider buying could represent conviction about turnaround prospects rather than validation of current operations. Without recent track record data on this insider's prior transactions, assess whether this purchase reflects genuine conviction or a one-off vote of confidence.

2026-04-21
high
6,623 shares
Significance 6

Director Espensen purchases 6,623 shares; holdings surge +23653.6%, raising questions about valuation at unprofitable $18.3M cap company

Director Michael Espensen acquired 6,623 shares on 2026-03-30, expanding his position from 28 shares to 6,651 shares—a +23653.6% net change. This represents a substantial concentration of ownership by a single insider at a company with a market cap of $18,256,879.62 and full-year net income of $-365,494.00. The current price of $1.47 sits 19.2% below the 52-week high and the company posted negative net income in its most recent full fiscal year, despite annual revenue growth of +9.7%. The transaction's material significance lies in the sharp increase in insider stake size relative to prior holdings at a loss-making stage, warranting closer scrutiny of the director's rationale and access to non-public information.

2026-04-20 10b5-1 Plan
medium
Chief Executive Officer
3,200 shares
$4,877
@ $1.52
Significance 3

CEO William O'Dowd buys 3,200 shares of DLPN at $1.52; fourth consecutive purchase within 8 days despite -15.9% decline from 52-week high.

O'Dowd purchased 3,200 shares at $1.52 on 2026-04-20, marking his fourth buy at DLPN within an 8-day window (2026-03-16 through 2026-04-20), accumulating shares while the stock trades -15.9% from its 52-week high of $1.82. His cross-ticker track record shows 20 prior open-market buys with an average 90-day return of -10.3% and a 90-day win rate of 37.50%, indicating a poor historical record of entry timing across other holdings. The company reported net income of -$365,494.00 for the latest quarter and was unprofitable over its most recent full fiscal year, despite annual revenue growth of +9.7%. The rapid sequence of purchases during a sustained price decline, combined with the company's unprofitable state and the insider's broader pattern of unfavorable trade outcomes, suggests this activity warrants closer examination of the motivations and economic circumstances driving the accumulation.

2026-04-14 10b5-1 Plan
medium
Chief Executive Officer
3,200 shares
$4,928
@ $1.54
Significance 3

CEO O'Dowd purchases 3,200 DLPN shares at $1.54; 5th buy in 6 weeks as stock down 9.3% in 90 days and company unprofitable

O'Dowd William IV, Chief Executive Officer, purchased 3,200 shares at $1.54 on 2026-04-13, adding to five consecutive buy transactions at DLPN within a six-week window (dates spanning 2026-03-09 through 2026-04-13). The current price of $1.47 sits 19.2% below the 52-week high, with the stock declining 9.3% over the prior 90 days and 5.2% over the prior 30 days. The company reported quarterly revenue of $14,796,309.00 with a net loss of $365,494.00, and was unprofitable over its most recent full fiscal year. His cross-ticker track record shows 20 prior open-market buys with an average 90-day return of -9.9% and a 37.50% win rate. The concentrated buying pattern amid negative price momentum and persistent unprofitability warrants attention to whether the CEO's accumulation reflects conviction in recovery or other factors driving the transactions.

2026-04-08 10b5-1 Plan
medium
Chief Executive Officer
3,150 shares
$4,946
@ $1.57
Significance 4

CEO O'Dowd buys 3,150 shares of DLPN at $1.57; stock down 5.5% in 30 days, down 15.4% from 52-week high.

O'Dowd William IV (Chief Executive Officer) purchased 3,150 shares at $1.57 on 2026-04-06, bringing his holdings to 459,440 shares. This represents a modest addition (+0.7% of pre-transaction holdings) and is the fifth consecutive buy in eight calendar days at DLPN. However, the timing context is unfavorable: the stock is currently at $1.54, down 5.5% over the past 30 days and down 15.4% from its 52-week high of $1.82. Across his same-ticker history at DLPN, his two prior measurable 30-day outcomes (from buys on 2026-03-09 and 2026-03-02) both resulted in negative returns (-7.8% and -5.6% respectively). His cross-ticker track record shows an average 90-day return of -8.9% with a 50% win rate, further suggesting limited timing accuracy in his recent open-market activity.

2026-04-01 10b5-1 Plan
medium
Chief Executive Officer
3,100 shares
$4,867
@ $1.57
Significance 3

CEO William O'Dowd IV buys 3,100 shares of DLPN at $1.57 amid -16.5% decline from 52-week high; 5 purchases in 28 days as stock weakens.

O'Dowd purchased 3,100 shares at $1.57 on 2026-03-30, adding to a rapid accumulation pattern at this ticker—this is his fifth buy in 28 days spanning 2026-02-23 through 2026-03-30. The stock is currently priced at $1.52, down 5.6% over the past 30 days and 16.5% from its 52-week high of $1.82. His cross-ticker track record shows 20 prior buys with an average 90-day return of -9.3% and a 50% win rate, indicating his historical purchases have not consistently led to near-term appreciation. The company is unprofitable (net income $-365,494.00) despite posting annual revenue growth of 9.7% to $14,796,309.00, and the rapid frequency of purchases during a period of price weakness presents a factual pattern rather than evidence of strategic conviction or valuation insight.

March 2026
2026-03-23 10b5-1 Plan
medium
Chief Executive Officer
3,100 shares
$4,929
@ $1.59
Significance 4

CEO O'Dowd buys 3,100 shares of DLPN at $1.59; 5th purchase in 6 weeks amid unprofitable operations

O'Dowd William IV, Chief Executive Officer, purchased 3,100 shares at $1.59 on 2026-03-23, his fifth open-market buy at DLPN in six weeks (prior purchases on 2026-03-16, 2026-03-09, 2026-03-02, and 2026-02-23). His same-ticker purchase history shows one early 30-day measurable outcome of +8.2% (2026-02-17 buy). The company reported net income of $-365,494.00 for the latest quarter and was unprofitable over its most recent full fiscal year, though annual revenue growth stands at +19.8%. The current share price of $1.58 is -13.2% from the 52-week high of $1.82. The frequency and repetition of purchases within a compressed timeframe merit attention given the company's ongoing losses and modest market capitalization of $19,153,426.76.

2026-03-16 10b5-1 Plan
medium
Chief Executive Officer
3,100 shares
$4,929
@ $1.59
Significance 4

DLPN CEO O'Dowd buys 3,100 shares at $1.59 amid rapid accumulation streak; company unprofitable but growing revenue.

CEO William O'Dowd purchased 3,100 shares at $1.59 on 2026-03-16, extending a concentrated buying pattern at Dolphin Entertainment—he has executed 5 separate purchases in the past 26 days (2026-02-09 through 2026-03-16), all at DLPN. This represents the most recent transaction in a series with no measurable 90-day return data yet, as the prior buy on 2026-02-09 showed only -3.0% over 30 days. Operationally, Dolphin reported revenue of $14,796,309.00 (latest quarter) and annual revenue growth of +19.8%, but the company remains unprofitable with net income of $-365,494.00 over its most recent full fiscal year. The stock is currently trading at $1.63, down 10.4% from its 52-week high of $1.82 but up 10.9% over both the 30-day and 90-day periods. Investors should note that this rapid concentration of purchases by the CEO at depressed valuations occurs alongside negative earnings, making the fundamental motivation for the accumulation an open question for deeper review.

2026-03-09 10b5-1 Plan
medium
Chief Executive Officer
2,900 shares
$4,843
@ $1.67
Significance 5

CEO O'Dowd buys 2,900 DLPN shares at $1.67; 5th purchase in 5 weeks as stock trades near 52-week highs.

O'Dowd has executed five separate purchases of DLPN stock over the past five weeks (2026-02-02, 2026-02-09, 2026-02-17, 2026-02-23, 2026-03-02, and now 2026-03-09), accumulating shares as the stock has moved from the lower end of its 52-week range toward the upper region. His cross-ticker track record shows a 57.14% 90-day win rate with an average 90-day return of +2.5%, though this baseline offers limited insight into his timing at DLPN specifically—all five same-ticker trades remain too recent to evaluate outcome. The company reported a net loss of $-365,494.00 in its latest quarter despite 19.8% annual revenue growth, indicating ongoing profitability challenges. His post-transaction holdings of 446,990 shares represent a modest 0.7% increase, yet the frequency and recency of purchases suggest sustained engagement with the stock during a period when the current price of $1.63 sits -10.4% from the 52-week high of $1.82.

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