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Justin Stiefel

Justin Stiefel

Chief Executive Officer and Treasurer at CASK
CEO
Executive
Board

About Justin Stiefel

Justin B. Stiefel, 50, is Chairman (since 2022) and Chief Executive Officer of Heritage Distilling Holding Company, Inc. (Nasdaq: formerly CASK, now IPST), roles he has held as a director and CEO since 2011. He holds a B.S. in Chemical Engineering (University of Idaho) and a J.D. (Catholic University of America), is admitted to the bars of WA, AK, and DC, and completed coursework at the U.S. Naval War College . In 2025, under his leadership, the company rebranded to “IP Strategy,” refocused its strategy on a digital-asset treasury centered on $IP tokens, and secured shareholder approval for capital structure changes to support this shift . Prior to founding Heritage Distilling, Stiefel served in senior U.S. Senate staff roles (including Chief of Staff), practiced as Of Counsel at Dorsey & Whitney, and founded a policy consulting firm .

Past Roles

OrganizationRoleYearsStrategic impact
U.S. Senate (Sens. Ted Stevens; Lisa Murkowski)Deputy Press Secretary; Legislative Aide; Chief Counsel; Chief of StaffPre-2004–2004+Senior legislative and leadership responsibilities; policy execution and organizational leadership
Dorsey & Whitney LLPOf Counsel2004Federal policy/legal advisory experience
Private consulting firm (Washington, DC)Founder/PrincipalPost-2004Advised businesses and tribes on legislation, regulation and policy initiatives

External Roles

OrganizationRoleYearsNotes
Milgard School of Business, Univ. of WashingtonMilgard Executive Counseln/dExecutive advisory role
Various non-profitsDirectorn/dMultiple board roles (not specified)

Fixed Compensation

Element2024 (actual)Current/contracted termsNotes
Base salary$135,160 $195,000 per year (18‑month agreement effective Oct 1, 2025) Eligible for annual review; no permanent decreases
Annual bonusNot disclosed; no bonus paid in 2024 Eligible under company plans; no target % disclosed Disclosed eligibility only
Perquisitesn/a$950/month auto allowance; company to pay bar dues/CLE up to $1,500/yr Begins Oct 1, 2025
Life insurancen/aCompany to transfer policies on Justin’s life ($25,000,000 aggregate death benefits), continue premiums during employment and 12 months post termination without cause Tax gross-up not provided; premiums treated as taxable income per code

Performance Compensation

Award typeGrant dateShares/unitsGrant-date FVVesting and conditions
RSU (NEO)Jun 5, 202442,000$168,000Double-trigger: service component plus a liquidity event (e.g., IPO/lock-up expiry); settlement upon both conditions
RSU (CEO employment agreement)Oct 1, 2025 (effective)3,500,000n/dVests in 18 equal monthly installments from Sep/Oct 2025; “double-trigger” where second trigger is shares being freely tradable or registered on Form S‑8; if employment terminates and unvested units are only unvested due to second trigger, they vest fully at termination

Notes:

  • 2024 showed no option awards or cash incentive payouts for Stiefel .
  • All awards are subject to recoupment/clawback under company policy and equity plans .

Equity Ownership & Alignment

As-of dateCommon shares beneficially owned% of classDetailHedging/pledging
Jul 23, 2025325,9212.12%324,184 common; 1,737 common in IRA; disclaims beneficial ownership of spouse’s shares Insider policy prohibits short sales, hedging, margin purchases and pledging of company stock

Additional alignment signals:

  • Insider purchase: In the Aug 15, 2025 private placement, Stiefel purchased pre-funded warrants for 3,309,615 shares at $0.6042 per warrant (exercise price $0.0001), subject to ownership limits; full issuance required stockholder approval, which was obtained on Sep 18, 2025 .

Employment Terms

TermCEO Agreement (effective Oct 1, 2025)
Term/at-will18-month agreement; employment at-will
Severance – Without Cause or Good ReasonCash severance = 12 months base salary; COBRA cash equivalent = 12 months; acceleration of the 2025 RSUs as specified (double-trigger mechanics); release required
Death/DisabilityDeath: 12 months base; Disability: 3 months base; acceleration per agreement
Definitions“Cause” includes willful misconduct and failure to support the Story $IP treasury strategy; “Good Reason” includes material pay cuts, material reduction of authority over alcohol business, relocation >50 miles, failure to assign upon a change in control, material breach, or disposition/winddown of alcohol business
Change-in-control economicsNo enhanced CIC multiple disclosed; 280G “best net” cutback (no gross-up)
Non-solicit12 months post-termination (employees, clients/vendors)
Arbitration / venueBinding arbitration; Washington law
Life insurance/autoCompany-funded key-person policy transfer ($25M agg.) with ongoing premiums; $950/mo auto allowance

Plan-level sale event treatment: Under the 2024 Equity Plan, if awards are not assumed in a “sale event,” options/RSUs can vest or be cashed out; if assumed and a qualifying termination occurs within 24 months, awards vest in full (target for performance awards) .

Board Governance and Director Service

  • Role and independence: Stiefel is Chairman and CEO (non‑independent). The board notes this combined role and provides executive sessions of independent directors; independent directors chair key committees .
  • Committees: Independent Audit (Alstead, Smith, Trevan; Alstead chair, audit financial expert); Compensation (Trevan chair; Wensel, Swann); Nominating/Governance (Smith chair; Alstead, Swann); Technology & Cryptocurrency Committee (Swann chair; Trevan; Varga; Stiefel) .
  • 2025 reconstitution: Post-special meeting, the Digital Assets Committee is comprised solely of Story Foundation designees and chaired by a Story designee, increasing governance focus on the $IP treasury strategy .
  • Director pay: Employee directors (including Stiefel) receive no director compensation; non-employee directors receive cash retainers plus potential equity per the program .

Board service history (summary):

BoardRoleYears of serviceCommittees
Heritage Distilling/IP StrategyDirector; ChairmanSince 2011; Chair since 2022Technology & Cryptocurrency/Digital Assets (member)

2024–2025 Compensation Summary (multi-year)

Metric20232024
Salary$98,653 $135,160
Bonus$0 $0
Stock awards (grant-date FV)$0 $168,000 (42,000 RSUs)
All other compensation$10,000 $9,167
Total$108,653 $312,327

Other Governance/Policy Points Relevant to Incentives

  • Clawback/recoupment: Equity plan expressly subject to recoupment policy; awards cannot be repriced without shareholder approval .
  • Hedging/pledging: Prohibited for directors, officers, employees (short sales, puts/calls, hedges, margin and pledging) .
  • Equity plan capacity: 2024 Plan was increased to 35,000,000 shares (Sep 18, 2025), with board citing an estimated burn rate and rationale to attract/retain talent .

Risk Indicators & Red Flags

  • Dual role (Chairman + CEO) may concentrate authority; board maintains independent committees and executive sessions to mitigate .
  • Large equity grants (3.5M RSUs) and expanded plan share pool (to 35M) increase dilution risk; board disclosed a high projected burn rate in support of plan expansion .
  • Strategic pivot to digital assets introduces volatility and correlation risks to token prices; company explicitly cautioned on these risks in filings .
  • Positive alignment: Insider purchase of pre-funded warrants (3.31M) in 2025 financing aligns CEO with shareholders, though also contributes to dilution upon exercise .

Investment Implications

  • Pay mix shifting toward equity: 2025 CEO package is highly equity-centric (3.5M RSUs, 18-month vest), boosting alignment but raising near-term selling overhang as units vest monthly (mitigated by “double-trigger” and S‑8/registrability condition) .
  • Retention reasonably protected: Without-cause/Good Reason severance (12 months salary + 12 months COBRA) plus equity acceleration should reduce retention risk during strategic transition; 280G cutback (no tax gross-up) is shareholder-friendly .
  • Governance trade-offs: Combined Chair/CEO and a digital-assets-focused committee controlled by new designees warrant monitoring; however, key board committees remain independent and the audit chair qualifies as a financial expert .
  • Dilution watch: Expanded plan capacity and significant 2025 financing (including pre-funded warrants) are dilutive; investors should track issuance/settlement pace vs. performance milestones .

Director independence, committee memberships, and compensation program:
Special meeting approvals and rebranding/ticker change:
2024 and historical compensation:
Employment agreement economics and vesting:
Beneficial ownership and insider purchase:
Hedging/pledging prohibition:
Equity plan features and clawback:
CEO biography and qualifications: