IIIV i3 Verticals, Inc. Insider Trading

IIIV CEO Gregory S Daily buys 50,000 shares at $19.23 ($961.5K total) on 2026-05-14, signaling conviction amid -7.3% annual revenue decline.

Gregory S Daily, Chief Executive Officer of i3 Verticals, Inc., purchased 50,000 shares at $19.23 for a total of $961,500.00 — a meaningful open-market commitment against a backdrop of -7.3% annual revenue growth and net income of $1,464,000.00 in the latest quarter. His track record of 3 prior buys presents a genuinely mixed timing signal: at 30 days, all prior buys have been poorly timed with an avg return of -1.9%, while at 90 days, those same buys show a 100.00% win rate with an avg return of +17.1% — both timeframes carry equal weight and reflect a consistent pattern of short-term weakness followed by longer-horizon recovery. Investors should therefore treat the near-term price action as an unreliable signal and focus equally on the 30-day underperformance risk alongside the historically strong 90-day outcomes. The purchase warrants monitoring given the fundamental headwinds, and the conflicting timing data underscores that the trade's significance may only become clear well beyond the immediate post-transaction window.

Director Robert Harvey Burton sells 71,860 shares for $1,782,890.65 (blended $24.81)

Director Robert Harvey Burton executed 3 separate sales totaling 71,860 shares for $1,782,890.65 on 2025-05-13, reducing his direct shareholdings to zero. The transactions were priced at $24.81 (blended average), trading below the current price of $26.40 and well below the 52-week high of $29.67. Against a backdrop of deteriorating fundamentals—annual revenue declined 37.9% and the latest quarter generated a $154.0K net loss on $63.1M revenue—this complete divestiture of a director's direct position warrants investor attention. The derivative holdings flag indicates his actual economic exposure may reside in Form 4 Table II securities not yet reflected in this database; investors should review the full filing to assess his total stake and motivations.

Director David M. Wilds sold 218.4K shares of IIIV at $24.81 on 2025-05-13, reducing holdings 84.5%, amid negative FY revenue growth (-37.9%) and near-zero net income.

Director David M. Wilds executed a sale of 218.4K shares at $24.81, reducing his common shareholding by 84.5% to 40.2K shares post-transaction. This substantial disposal occurs against a deteriorating operational backdrop: the latest quarter shows revenue of $63.1M with net income of $-154.0K (loss), and full-year revenue declined 37.9% versus the prior fiscal year. The transaction price of $24.81 sits below the current market price of $26.40, suggesting the sale predates the recent 6.0% 30-day price recovery. The depth of the reduction—from 258.6K to 40.2K shares—combined with persistent revenue contraction and negative profitability, represents a material shift in the director's equity exposure to IIIV. Notably, this filing flags a derivative-conversion transaction; the insider's complete equity position includes derivative securities whose terms are not yet fully detailed in available database records, so the reported 40.2K shares do not necessarily represent total economic interest.

Director John C. Harrison sold 78,597 shares of IIIV at $24.81 on 2025-05-13; conversion of derivative holdings as stock trades 6.0% higher in 30 days.

Director Harrison converted derivative securities into 78,597 shares of i3 Verticals and sold the entire converted batch at $24.81, raising $1,949,991.57. The sale occurred amid mixed recent price momentum—the stock is 6.0% higher over 30 days but 9.2% lower over 90 days and trading 11.0% below its 52-week high of $29.67. Company fundamentals show weakness: latest quarterly revenue of $63,059,000 was accompanied by a net loss of $154,000, and full-year revenue contracted 37.9% year-over-year, signaling material operational headwinds. The filing indicates a conversion and disposition of derivative holdings rather than a complete position liquidation, consistent with a structured exercise-and-sell sequence typical of options or RSU vesting.

CEO DAILY GREGORY S buys 88,544 shares for $2,103,669.44 in 2 transactions at i3 Verticals (IIIV)

CEO Gregory S. Daily executed 2 separate purchases totaling 88,544 shares for $2,103,669.44 at an average of $23.76, establishing his first recorded position at IIIV. The timing—staggered over 3 days from Nov 22–25—coincides with a stock trading near 52-week lows (currently -8.2% from highs, within a $18.47–$25.92 range) and follows a steep -37.9% revenue decline year-over-year. Most recently, the company posted net income of $-7,545,000.00 on quarterly revenue of $56,037,000.00, indicating operational losses. The lack of prior holdings combined with this multimillion-dollar outlay warrants examination of whether internal forecasting or corrective initiatives justify the entry, particularly given the revenue contraction and negative earnings backdrop.