HAGERTY INC SEC Filings

Form 144 Notice of Proposed Sale filed by Robert I. Kauffman, Director of Hagerty, indicating planned sale of 19,627 shares of common stock with an aggregate market value of $199,018 through Merrill Lynch on NYSE. The sale is scheduled for June 26, 2025.

Key transaction details:

• Original acquisition: 3.5 million shares acquired on December 2, 2021 through PIPE financing during business combination
• Extensive recent trading activity: Seller executed 47 separate sales transactions between March-June 2025, totaling approximately 425,000 shares with gross proceeds over $4 million
• Trading under 10b5-1 plan adopted on August 9, 2024

The filing confirms the seller has no knowledge of undisclosed material adverse information regarding Hagerty's operations. With 90 million shares outstanding, this proposed sale represents approximately 0.02% of total shares.

Form 144 filing reveals significant insider selling activity at Hagerty by Robert I. Kauffman and Aldel LLC. The filing indicates a proposed sale of 12,610 shares with an aggregate market value of $126,730, to be executed through Merrill Lynch on the NYSE around June 25, 2025.

Key details of the transaction:

• Original acquisition of 3.5 million shares occurred on December 2, 2021, through PIPE financing during business combination
• Extensive recent selling activity over past 3 months totaling approximately 400,000 shares between March-June 2025
• Largest single-day sales include 33,765 shares ($326,508) on May 7 and 31,110 shares ($315,455) on June 24

The company has 90,032,391 shares outstanding. This consistent selling pattern by a significant holder may indicate a systematic liquidation strategy, though represents a relatively small percentage of total shares outstanding.

Form 144 Notice of Proposed Sale filed by Robert I. Kauffman/Aldel LLC regarding Hagerty (NYSE: HGTY) common stock. The filing indicates a proposed sale of 31,110 shares with an aggregate market value of $315,455, to be executed through Merrill Lynch around June 24, 2025.

Key transaction details:

• Original acquisition: 3.5 million shares acquired on December 2, 2021 through PIPE financing during business combination
• Recent trading activity: Seller has been actively selling shares over past 3 months, with total sales of approximately 400,000 shares between March-June 2025
• Current outstanding shares: 90,032,391

This Form 144 represents continued liquidation of position by early investor. The systematic selling pattern over the past three months shows regular market transactions ranging from approximately 1,000 to 33,000 shares per day, with total proceeds exceeding $3.8 million during this period.

Director Robert I. Kauffman of Hagerty reported multiple sales of Class A Common Stock through his controlled entity Aldel LLC, executed under a pre-established Rule 10b5-1 trading plan from June 20-24, 2025:

• June 20: Sold 7,747 shares at average price of $9.82
• June 23: Sold 11,710 shares at average price of $10.02
• June 24: Sold 31,110 shares at average price of $10.14

Following these transactions, Kauffman maintains 3,738,504 shares indirectly through Aldel LLC, where he serves as manager with voting and investment control, and 67,302 shares directly. The sales were executed pursuant to a Rule 10b5-1 trading plan adopted on August 9, 2024, demonstrating pre-planned, compliant insider trading activity.

Form 144 filing for Hagerty, Inc. (HGTY) discloses a notice of proposed insider sales by Robert I. Kauffman through Aldel LLC.

Proposed sale: 11,710 common shares to be executed around 06/23/2025 on the NYSE through Merrill Lynch, representing roughly 0.013% of the 90,032,391 shares outstanding. Estimated market value is $117,334.

Historical sales (last three months): The same insider has already disposed of ≈423,457 shares between 03/17/2025 and 06/20/2025 across 48 separate transactions, generating disclosed gross proceeds exceeding $4.0 million (sum of table line items). The individual transactions ranged from 1,149 to 33,765 shares per day.

The securities were originally acquired on 12/02/2021 as part of a PIPE investment related to Hagerty’s 2021 business-combination transaction. No gifts or non-cash consideration are reported.

The filer attests to the absence of undisclosed material adverse information and makes the customary Rule 10b5-1 representations.

Hagerty, Inc. (HGTY) – Form 144 filing discloses that affiliate Robert I. Kauffman / Aldel LLC intends to sell 7,747 common shares through Merrill Lynch on or after 20 June 2025. The proposed sale represents roughly 0.01 % of the 90.0 million shares outstanding.

The filing also details extensive prior sales during the last three months: 47 separate transactions between 17 March 2025 and 18 June 2025 totaling approximately 416,925 shares. These sales generated aggregate gross proceeds of just over $4.0 million (sum of disclosed amounts). The shares were originally acquired on 2 December 2021 as part of the PIPE financing accompanying Hagerty’s business-combination 8-K.

Under Rule 144, the filer confirms no undisclosed material adverse information and that the sale will comply with volume and manner-of-sale restrictions. While the volume is small relative to the float, continual sales could contribute to modest trading-day supply overhang.

Hagerty, Inc. (HGTY) – Form 4 insider transaction summary

Director Robert I. Kauffman, through his investment vehicle Aldel LLC, reported three open-market sales of Class A common stock executed under a Rule 10b5-1 trading plan adopted on 9 Aug 2024.

• 16 Jun 2025: 4,010 shares sold at a $9.54 weighted-average price.
• 17 Jun 2025: 4,610 shares sold at a $9.55 weighted-average price.
• 18 Jun 2025: 10,380 shares sold at a $9.66 weighted-average price.

The combined disposition totals 19,000 shares for proceeds of approximately $181,000. Following the transactions, Kauffman continues to hold 3,789,071 shares indirectly via Aldel LLC and an additional 67,302 shares directly, representing less than 1 % of his prior aggregate ownership and a negligible fraction of Hagerty’s total outstanding shares.

No derivative securities were involved, and there were no purchases disclosed. Because the sales were executed under a pre-arranged 10b5-1 plan and constitute a small proportion of the insider’s position, the filing signals routine portfolio management rather than a strategic shift in outlook.

Hagerty, Inc. (HGTY) – Form 144 filing overview

Robert I. Kauffman, acting through Aldel LLC, has filed a Form 144 indicating an intent to sell 10,380 common shares of Hagerty, Inc. on or about 18 June 2025 via Merrill Lynch on the NYSE. The shares have an aggregate market value of $100,270, implying a reference price of roughly $9.65 per share. Hagerty reports 90.0 million shares outstanding; the proposed sale therefore represents just 0.01 % of total shares.

Recent trading history

• In the preceding three months, the same insider executed approximately 406,545 shares in open-market sales, generating gross proceeds of about $3.9 million.
• The cumulative disposals equal roughly 0.45 % of outstanding shares, signalling a consistent reduction in the holder’s position since mid-March 2025.

Key takeaways for investors

• The filing is routine compliance under Rule 144, but the pattern of steady insider sales may be interpreted as a bearish sentiment signal.
• Because volumes are small relative to total float, immediate market-price impact is likely limited; nevertheless, persistent insider selling can weigh on investor confidence.
• The filer attests to possessing no undisclosed material adverse information, satisfying Rule 144 representations.