Insider Trading May 14, 2026 04:40 PM

i3 Verticals CEO Gregory Daily Purchases Shares Amid Price Dip

Insider buying activity and recent earnings reports provide mixed signals regarding company valuation and future performance.

By Avery Klein IIIV

Gregory S. Daily, CEO of i3 Verticals, Inc., recently purchased a significant block of the company's common stock. This transaction occurs while the stock is trading near its 52-week low following a decline over the last week. While recent earnings for fiscal Q2 2026 exceeded expectations, several major financial institutions have simultaneously lowered their price targets for i3 Verticals, citing specific areas of weakness.

i3 Verticals CEO Gregory Daily Purchases Shares Amid Price Dip
IIIV

Key Points

  • The CEO's purchase of shares suggests internal confidence during a period when the stock was near its 52-week low.
  • i3 Verticals reported strong Q2 2026 earnings and revenue, beating analyst forecasts.
  • Despite positive financials, multiple firms adjusted price targets downward due to specific concerns like professional services weakness or shortfalls in adjusted EBITDA.

Gregory S. Daily, Chief Executive Officer of i3 Verticals, Inc. (NASDAQ:IIIV), executed a notable acquisition of company stock on May 14, 2026.

The transaction involved the purchase of 50,000 shares of the company’s Class A common stock, totaling $961,500. Analysis shows that these shares were acquired at a weighted average price of $19.23 per share, with individual transaction prices ranging between $18.72 and $19.35.

The acquisition was structured through Daily Family Investment, LLC, an entity where Mr. Daily holds the position of tax matters partner.

Context of the Purchase and Current Stock Valuation

The timing of this reported purchase is drawing attention due to current market conditions. At the time of the report, i3 Verticals stock was trading at $18.69, which places it near its 52-week low of $18.59. This valuation follows a noticeable dip, with the stock having declined by 17.6% over the preceding week.

Some analysis suggests that the company may be undervalued at current trading levels. Additionally, one financial intelligence service points to 14 additional tips for IIIV, including specific insights regarding the strength of the company's balance sheet position.

Details of Mr. Daily's Holdings

Following this recent transaction, Mr. Daily’s direct personal holdings in i3 Verticals amount to 88,544 shares. His total beneficial ownership remains substantial, encompassing indirect shareholdings through various entities. These include 134,800 shares held via GSD Family Investments, LLC; 82,087 shares through Hardsworth LLC; and an additional 10,796 shares held by his daughter.

It should be noted that Mr. Daily disclaims beneficial ownership of these indirect holdings except to the extent of his personal pecuniary interest.

Mixed Signals from Recent Financial Performance

In parallel news, i3 Verticals reported strong financial results for fiscal Q2 2026. The company’s earnings per share reached $0.32, surpassing the analyst consensus forecast of $0.29. Furthermore, the reported revenue totaled $57.7 million, slightly exceeding the anticipated figure of $57.46 million.

Despite these positive financial outcomes, the company faced adjustments to its price targets from several major firms. Benchmark lowered its target price for i3 Verticals to $30, a reduction from its previous estimate of $39. This downgrade was attributed by Benchmark to observed weakness in the company’s professional services revenue during the first half of fiscal 2026.

Similarly, DA Davidson revised its target downward to $30, decreasing it from $35 following the release of the second-quarter results. While noting that total revenue slightly surpassed forecasts, DA Davidson pointed out that adjusted EBITDA fell short of expectations.

KeyBanc also decreased its price target for i3 Verticals to $27, down from a previous target of $30. KeyBanc's analysis highlighted the company’s second-quarter performance, noting that both revenue and adjusted EBITDA remained above consensus estimates. However, KeyBanc also pointed out a significant positive trend: annual recurring revenue growth accelerated to 12%, driven specifically by SaaS growth which reached 37%.

Risks

  • Price target reductions from major financial institutions (Benchmark, DA Davidson, KeyBanc) indicate perceived weaknesses in certain revenue streams and profitability metrics.
  • The stock has declined significantly over the past week and is trading near its 52-week low.
  • Concerns regarding professional services revenue weakness and adjusted EBITDA falling short of expectations pose potential risks to future valuation.

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