HERZHERZFELD CARIBBEAN BASIN FUND INC Insider Trading
Latest: Insider Bought $7,733 of Shares · Apr 2026
26 filings analyzed·Latest 2025-04-09
Insider buys
31
Insider sells
0
Unique insiders
5
Direction
Net buying
April 2026
2026-04-17
low
HERZFELD THOMAS J
Buy
3,610 shares
$57,811
@ $16.01
Significance3/10
HERZ insiderThomas J. Herzfeld buys 3,610 shares at $16.01; stock now $17.10, up 9.2% in 30 days but down 38.0% from 52-week high.
Thomas J. Herzfeld purchased 3,610 shares of Herzfeld Credit Income Fund at $16.01 on 2026-04-15, increasing his holdings to 197,248 shares (a 1.9% addition). The stock has since risen to $17.10, up 9.2% over 30 days, yet remains 38.0% below its 52-week high of $27.60. Herzfeld's cross-ticker track record shows marginal 30-day and 90-day returns (-1.0% and -0.2% average, respectively), and at this same ticker he has made two prior measurable purchases in early March with mixed near-term outcomes (one up 3.0%, one down 0.7% at 30 days). The current buy represents a small incremental position increase at a price well below the stock's recent range extremes, with insufficient price history elapsed to assess outcome yet.
Paylor Ryan M bought 486 shares in HERZ over 2 transactions for $7,733.50, raising holdings 8.0% to 6,567 shares.
Paylor Ryan M executed 2 separate purchases totaling 486 shares for $7,733.50 at a blended average price of $15.91, increasing his stake by 8.0% from 6,081 to 6,567 shares. The purchases occurred on 2026-03-27 at $15.50 and 2026-04-15 at $16.01, both below the current price of $17.10 and well above the 52-week low of $14.74. His cross-ticker track record shows mixed outcomes: 5 prior buys with an average 90-day return of -0.5% and a 66.67% 90-day win rate, suggesting no strong pattern of prescient timing. At this specific ticker (HERZ), his 2 prior buys in early March showed modest near-term divergence: one gained +3.0% over 30 days, the other declined -0.7%, with 90-day outcomes not yet measurable. The current price of $17.10 reflects a recovery of +9.2% over the past 30 days but remains -12.1% over 90 days and -38.0% from the 52-week high of $27.60, indicating recent stabilization in a volatile position.
HERZ insider Herzfeld bought 2,974 shares at $15.50 on 2026-03-27, bringing holdings to 193.6K; stock is -43.8% from 52-week high.
Thomas J Herzfeld purchased 2,974 shares at $15.50 on 2026-03-27, expanding his stake by +1.6% to 193.6K shares. The buy occurred in the context of significant weakness: the stock is trading -43.8% below its 52-week high of $27.60. Over the same 25-day period, Herzfeld executed two prior open-market purchases at HERZ (2026-03-02 and 2026-03-03), suggesting a pattern of accumulation during recent declines. Notably, his cross-ticker track record across 19 prior buys shows a 35.29% 90-day win rate with an average 90-day return of -0.2%, providing limited evidence that his timing selections have historically produced positive outcomes. Investors should monitor whether this cluster of March buys represents conviction at current depressed valuations or simply reflects ongoing management portfolio activity during a weak period.
Insider Thomas J Herzfeld bought 5,036 shares for $77,769.33 across 2 transactions as stock down 40.0% over 90 days
Thomas J Herzfeld executed 2 separate purchases totaling 5,036 shares for $77,769.33, increasing his holdings by 2.7% from 185,628 to 190,664 shares. The buys occurred at $15.32 on 2026-03-02 and $15.81 on 2026-03-03, with a blended average price of $15.44, slightly below the current price of $15.72. The stock has experienced significant pressure, trading -40.0% over the 90-day period and -18.1% over the past 30 days, currently -43.0% from its 52-week high of $27.60. However, Herzfeld's track record across all tickers shows limited predictive value: his 17 prior open-market buys averaged -1.3% return over 30 days and -0.2% over 90 days, with just a 35.29% 90-day win rate, suggesting his purchase decisions have historically underperformed.
Ryan M Paylor bought 152 shares at blended avg $15.45 (2 purchases); holdings +2.6%; stock down 43.0% from 52-week high.
Ryan M Paylor made 2 separate purchases totaling 152 shares for $2,347.73, increasing his holdings from 5,929 to 6,081 shares (+2.6%). The purchases occurred on 2026-03-02 and 2026-03-03 at an average price of $15.45, while the current price is $15.72 (about 1.7% above the blended transaction price). The stock is trading at -43.0% from its 52-week high of $27.60 and has declined 40.0% over the past 90 days. Paylor's cross-ticker track record shows 3 prior buys with an average 90-day return of -0.5% and a 90-day win rate of 66.67%, indicating mixed historical outcomes from similar open-market purchase activity. The combination of modest dollar size ($2.3K), small incremental increase in holdings, substantial recent price depreciation, and Paylor's own prior buy patterns producing near-flat 90-day returns contextualizes this as a routine acquisition with no obvious signal of elevated conviction or differentiated forward guidance.
HERZFELD THOMAS J bought 1,706 shares of CUBA at $2.40 on 2025-04-07; 5 buys in 2 weeks, minimal position change (+0.1%)
Thomas Herzfeld purchased 1,706 shares at $2.40 on 2025-04-07, adding 1,706 shares to holdings of 1,572,018 shares for a net change of +0.1%. This purchase is the fifth open-market buy at CUBA within 11 days (2025-03-24 through 2025-04-07), suggesting a consistent pattern of small acquisitions at this fund. The current price of $2.59 is -4.1% from the 52-week high of $2.70, with the stock up 10.0% over 90 days and +0.3% over 30 days. Across Herzfeld's cross-ticker open-market history, his 16 prior buys averaged -2.3% returns 30 days after purchase, providing limited evidence that his buy timing has been effective.
Director Herzfeld Brigitta Suzanne bought 1,294 shares of CUBA at $2.65 on 2025-04-01; cluster pattern shows 2 other insiders also bought within 14 days.
Herzfeld purchased 1,294 shares at $2.65, adding to her existing 123,463 shares and increasing her position by approximately 1.0%. The purchase occurs as part of a three-insider cluster buy pattern within the past 14 days, with the stock trading near its 52-week high of $2.70 and currently at $2.54. Her same-ticker history shows 5 prior buys since 2025-03-14, all very recent and with outcomes not yet measurable. Across her cross-ticker track record, her 13 prior buys averaged a 30-day return of +2.6%, suggesting some consistency in buy-side execution, though the timing success rate at the 90-day mark is not established for this ticker given the recency of all her CUBA transactions.
Thomas J. Herzfeld buys 781 shares of CUBA at $2.65; accumulation pattern continues with 5 buys in past 14 days.
Herzfeld purchased 781 shares at $2.65 on 2025-04-01, adding to a concentration of buying activity: 5 prior purchases at CUBA within the past 14 days (2025-03-14 through 2025-03-31), none yet measurable at the 90-day mark. The current price of $2.54 sits -5.9% from the 52-week high but +7.6% over the past 90 days, placing the transaction near the upper range of recent price action. Additionally, 2 other insiders also bought within the past 14 days, indicating a cluster buy pattern. Herzfeld's cross-ticker track record shows 15 prior open-market buys with an average 30-day return of +2.7%, though same-ticker outcomes remain pending measurement.
Director Herzfeld bought 929 shares in 2 transactions at blended avg $2.60; stock +15.9% in 30 days; cluster buy pattern with 2 other insiders within 14 days.
Brigitta Suzanne Herzfeld, a Director of HERZFELD CARIBBEAN BASIN FUND INC (CUBA), executed 2 separate purchases totaling 929 shares for $2,412.25 at a blended average price of $2.60 on March 28 and March 31, 2025. Her holdings increased from 122.5K to 123.5K shares (+0.8% net change). The current price of $2.70 stands at the 52-week high, with the stock posting a 30-day gain of +15.9% and a 90-day gain of +15.6%, well above the transaction prices. Notably, a cluster buy pattern is present: 2 other insiders also purchased shares within the past 14 days, suggesting coordinated confidence at this fund. The director's own cross-ticker track record shows 12 prior buys, and same-ticker activity at CUBA includes 5 recent buys (all in March 2025), indicating persistent accumulation across a compressed timeframe.
Insider Thomas J Herzfeld buys 864 shares at avg $2.60 in 2 transactions; stock at 52-week high, cluster pattern with 2 other insiders buying in past 14 days.
Thomas J Herzfeld purchased 864 shares across 2 separate transactions totaling $2,245.41 at a blended average price of $2.60, increasing his position to 1,571,237 shares. The purchases occur as the stock trades at $2.70, matching its 52-week high, with the stock up 15.9% over the past 30 days. A cluster pattern is evident: 2 other insiders also bought within the past 14 days, suggesting coordinated insider interest at current price levels. Herzfeld's prior open-market activity across all tickers shows 14 buy transactions, but outcomes at this specific ticker remain unmeasurable given all 5 recent CUBA trades are recent and unresolved.
Add HERZ to your watchlist and we'll email you when an insider files a Form 4 — with our AI's significance score and a plain-English read of what it means.