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Heritage Distilling Holding Company, Inc. Form 4 Filings

CASK NASDAQ

Every Form 4 that Heritage Distilling Holding Company, Inc. (CASK) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.

A Form 4 covers the transactions officers, directors and large holders report, so if you follow CASK and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full CASK filings page.

Rhea-AI Summary

IP Strategy Holdings, Inc. executive vice president of finance and CFO Michael Carrosino reported routine equity compensation activity involving restricted stock units (RSUs). On May 2, 2026, he exercised RSUs to acquire 1,236 shares of common stock, and 368 shares were relinquished back to the company at $5.50 per share to cover tax withholding obligations. According to the disclosure, no shares were sold in the market, and all share figures reflect a 1-for-20 reverse stock split effected on April 23, 2026.

Rhea-AI Summary

IP STRATEGY HOLDINGS, INC. director and President & Secretary Jennifer D. H. Stiefel reported routine equity compensation activity tied to restricted stock units (RSUs). On May 2, 2026, 1,666 RSUs converted into an equal number of common shares, reflecting a 1-for-20 reverse stock split effected on April 23, 2026.

To cover tax obligations from the RSU vesting, 495 common shares were relinquished back to the company at a reference price of $5.50 per share, with no shares sold on the open market. Some shares are held indirectly through her spouse, and she disclaims beneficial ownership beyond any pecuniary interest.

Rhea-AI Summary

IP Strategy Holdings CEO & Treasurer Justin B. Stiefel reported routine equity compensation activity involving restricted stock units (RSUs) and related tax withholding. On May 2, 2026, he exercised 1,458 RSUs into common stock directly and 208 RSUs indirectly through his spouse. To satisfy tax obligations from these vestings, the issuer cancelled 433 directly held shares and 62 spouse-held shares in exchange for remitting withholding taxes, and no shares were sold in the market.

Following these transactions, he holds 3,883 shares of common stock directly, 1,257 shares indirectly through his spouse (beneficial ownership disclaimed except for any pecuniary interest), and 8,274 shares indirectly through Constantine IHSV, LLC. RSU holdings after the exercises total 4,375 units directly and 625 units through his spouse, vesting over an eighteen-month period beginning September 1, 2025. All share figures reflect a 1-for-20 reverse stock split effective April 23, 2026.

Rhea-AI Summary

IP Strategy Holdings, Inc. director and President & Secretary Jennifer D H Stiefel reported routine equity compensation activity tied to restricted stock units (RSUs). On February 2, 2026, RSUs converted into a total of 66,666 shares of common stock across her direct holdings and those held by her spouse.

To cover tax obligations from this vesting, a combined 19,767 common shares were relinquished back to the company at $1.08 per share rather than sold in the market. Following these transactions, she directly holds 24,724 common shares and indirectly holds 74,482 common shares through her spouse, along with remaining unvested RSUs in both direct and spouse accounts.

Rhea-AI Summary

IP STRATEGY HOLDINGS, INC. CEO & Treasurer Justin B. Stiefel reported compensation-related equity activity on February 2, 2026. He exercised restricted stock units into 58,333 shares of common stock held directly and 8,333 shares held indirectly through his spouse, with no open-market purchases or sales.

To cover associated tax obligations, 17,296 directly held shares and 2,471 spouse-held shares were relinquished to the company, which cancelled them and returned them to treasury rather than selling them. After these transactions, he holds 57,186 common shares directly, 22,253 indirectly through his spouse, and 165,480 indirectly via Constantine IHSV, LLC, along with remaining unvested RSUs.

Rhea-AI Summary

IP Strategy Holdings, Inc. reported that SVP of Wholesale Operations Danielle B. Perkins had 1,875 Restricted Stock Units vest and convert into an equal number of common shares on April 2, 2026. Of these shares, 773 were relinquished back to the company to satisfy tax withholding at $0.244 per share, with no shares sold in the market. Following these transactions, Perkins directly holds 7,875 shares of common stock. A prior grant on January 2, 2026 covered 15,000 RSUs vesting in equal quarterly installments over two years.

Rhea-AI Summary

IP Strategy Holdings, Inc. SVP of Retail Operations Beth A. Marker exercised 1,875 restricted stock units (RSUs) into the same number of common shares on April 2, 2026. Following the transactions, she directly held 7,940 shares of common stock and 11,250 RSUs.

To cover tax obligations from the RSU vesting, 556 common shares were relinquished to the company at a reference price of $0.244 per share, and returned to treasury. Footnotes state that no shares were sold in the market; the disposition was solely for tax withholding.

Rhea-AI Summary

Perkins Danielle B reported disposition transactions in this Form 4 filing.

Danielle B. Perkins, SVP of Wholesale Operations at Heritage Distilling Holding Company, Inc., reported the February 2, 2026 settlement of 1,875 restricted stock units into common stock. In connection with this vesting, 748 shares were delivered to the issuer to cover tax obligations at $1.08 per share. After these transactions, she directly holds 6,773 common shares, while the RSU award vests in equal quarterly installments over two years beginning January 2, 2026.

Rhea-AI Summary

Heritage Distilling Holding Company, Inc. SVP of Retail Operations Beth A. Marker reported routine equity compensation activity. On February 2, 2026, 1,875 restricted stock units were converted into an equal number of common shares. A portion of these shares, 556, was withheld at a price of $1.08 per share to cover tax obligations, leaving 6,621 common shares directly owned after the transactions.

Marker continues to hold 13,125 restricted stock units directly. These RSUs vest in equal quarterly installments over two years, with one-eighth vesting on each quarterly date beginning January 2, 2026. Settlement of vested RSUs occurs on the 45th day after the company’s Form S-8 registration became effective on December 19, 2025, but only for RSUs vested by each settlement date.

Rhea-AI Summary

Heritage Distilling Holding Company EVP of Finance & CFO Michael Carrosino reported multiple RSU vesting and related share transactions. On February 2, 2026, 7,500 and 14,812 restricted stock units converted into the same number of common shares. Each RSU gives the right to receive one common share.

To cover tax obligations on these vestings, 2,224 and 4,392 common shares were withheld at a per-share price of $1.08, based on the applicable closing price. After these transactions, Carrosino directly held 36,942 shares of Heritage Distilling common stock.

Rhea-AI Summary

Heritage Distilling Holding Company, Inc. insider activity: President, Secretary and director Jennifer D.H. Stiefel reported the vesting and settlement of 8,333 restricted stock units on February 2, 2026, each converting into one share of common stock.

After this conversion, she held 24,724 common shares before a related share withholding. To cover taxes on the vesting, 2,471 common shares were disposed of at a price of $1.08 per share, leaving her with 22,253 common shares beneficially owned. Following these transactions, she also held 16,667 restricted stock units, which are scheduled to vest over an eighteen‑month period beginning September 1, 2025, with remaining units vesting in equal installments every three months, subject to continued service.

Rhea-AI Summary

Heritage Distilling Holding Company CEO Justin B. Stiefel reported equity compensation activity on February 2, 2026. He settled 58,333 restricted stock units (RSUs) into common stock at an exercise price of $0 per share and then had 17,296 common shares withheld at $1.08 per share to cover obligations associated with the vesting.

After these transactions, he directly beneficially owned 57,186 shares of common stock and 116,667 RSUs. He also indirectly beneficially owned 165,480 common shares held by Constantine IHSV, LLC, where he is the sole member. The RSUs vest over an 18‑month period beginning September 1, 2025, with the remaining units vesting in equal installments every three months, subject to continued service.

Rhea-AI Summary

Heritage Distilling Holding Company, Inc. executive vice president of finance and CFO Michael Carrosino reported an award of 12,500 restricted stock units granted on October 1, 2025. Each RSU represents one share of common stock and is held directly.

Of this grant, 2,500 RSUs had already satisfied the service-based vesting requirement as of September 1, 2025, and the remaining 10,000 RSUs vest in equal quarterly installments over twelve months beginning that date. Settlement of the RSUs is deferred until at least 45 days after the effectiveness of the company’s Form S-8 registration statement. This amended report corrects a clerical error in the previously reported RSU grant size.