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Michael Regan

Chief Investment & Strategy Officer at SHF Holdings
Executive

About Michael Regan

Michael Regan is SHF Holdings’ Chief Investment & Strategy Officer, appointed September 24, 2025, after joining the company in March 2025 and serving as Head of Investor Relations & Data Science (March–June 2025) and Vice President, Strategic Finance & Corporate Development (June–September 2025) . He brings 13 years of hedge fund experience (Roubaix Capital, Hawkshaw Capital, Copper Arch Capital) and 5 years at investment banks (Excelsior Equities, Deutsche Bank, Credit Suisse, DLJ), with a BS in Business Administration (Georgetown) and MBA from MIT Sloan; age 48; FINRA Series 7, 24, 86, 87 licenses (inactive; exp. 2026) . Company-level TSR, revenue growth and EBITDA growth tied to his tenure are not specifically disclosed in these filings and thus omitted.

Past Roles

OrganizationRoleYearsStrategic Impact
SHF Holdings, Inc.Chief Investment & Strategy OfficerAppointed Sep 24, 2025Leads capital markets, strategy; newly created executive role
SHF Holdings, Inc.VP, Strategic Finance & Corporate DevelopmentJun–Sep 2025Corporate finance and development responsibilities
SHF Holdings, Inc.Head of Investor Relations & Data ScienceMar–Jun 2025Oversaw IR and data science; insider policy consent authority cited in proxy
Excelsior Equities, LLCDirector of Research & Founding PartnerDec 2022–Dec 2024Research leadership and firm-building
MJResearchCo LLCFounderMay 2020–Dec 2022Founded cannabis-focused research firm; consulting to HAL Extraction (Nov 2020–Dec 2022)
Roubaix Capital; Hawkshaw Capital; Copper Arch CapitalHedge funds (investment roles)13 years (cumulative)Capital markets and investment experience
Excelsior Equities; Deutsche Bank; Credit Suisse; DLJInvestment banking (various roles)5 years (cumulative)Corporate finance and markets exposure

External Roles

No public-company board roles or external directorships are disclosed for Regan in the management sections reviewed .

Equity Ownership & Alignment

ItemDetailNotes
Beneficial ownership (common)45,875 shares; 1.4% of voting powerEntirely incentive stock options counted as beneficially owned per SEC rules
Options – termsExercise price $2.40; 10-year term from grant; vested or vest within 60 daysFootnote specifies option composition and vest timing window
Shares outstanding reference2,953,473 common shares (record date Oct 14, 2025)Ownership percentage base for beneficial table
Hedging policyHedging/monetization prohibited without prior written consent from Head of IR & Data Science (Regan at that time)Company insider trading policy governance
Series B Preferred (insider participation)Regan invested $50,400 for 63 shares of Series B Convertible Preferred StockSubject to stockholder approval per Nasdaq Rule 5635(c)
Series B Warrants (insider participation)4,057 warrants at $7.7644 exercise priceTerms subject to approval; see warrant mechanics below
SPA Warrant mechanicsExercisable 6 months + 1 day from Applicable Date; 3-year expiry; price adjustment to market on set dates; floor price $7.7644 until stockholder approvalWarrant features and adjustments
Potential management dilutionUp to 54,869 shares issuable to management participants (aggregate) upon conversion/exercise if proposals adoptedCompany-wide management participation effect

Employment Terms

TermDetail
Appointment date and roleAppointed Chief Investment & Strategy Officer on Sept 24, 2025
Contract, severance, change-of-controlNot specifically disclosed for Regan in reviewed filings; company-wide equity awards governed by the Amended & Restated 2022 Equity Incentive Plan and clawback policies
Insider trading/hedgingCompany policy prohibits hedging/monetization absent consent; IR & Data Science head (Regan at the time) designated consent authority

Related Party Transactions

TransactionRegan’s ParticipationTerms
Series B Preferred Stock Offering (SPA)$50,400 investment; 63 Series B Preferred; 4,057 warrantsConversion at $7.7644 per $1,000 preferred share; warrants $7.7644 exercise price with adjustment mechanics; requires stockholder approval under Nasdaq rules

Compensation Structure Notes

  • SHF, as a smaller reporting and emerging growth company, discloses NEO pay for 2023–2024 but Regan was not a NEO in those years; specific base salary, target/actual bonus, and equity awards for Regan are not disclosed in the reviewed proxies and S-1/A, so omitted .

Investment Implications

  • Alignment: Regan’s insider investment ($50,400) into the Series B financing and associated preferred/warrants signals personal capital at risk and alignment with capital-raising strategy .
  • Near-term selling pressure: His option package is in-the-money relative to the Oct 13, 2025 closing price ($3.73 vs $2.40 strike), which could create optionality for exercise; however, warrants at $7.7644 are out-of-the-money at that reference price, limiting near-term warrant exercise pressure .
  • Dilution mechanics: Company proposals contemplate material dilution to enable financing—up to 5,998,846 shares to SPA Buyers (if adopted) and up to 54,869 shares to management participants—investors should monitor approvals and issuance pacing; Regan’s participation is a small fraction of aggregate potential issuance .
  • Governance and retention: Regan’s rapid internal progression and strategic remit underscore execution focus; lack of disclosed individual severance/change-of-control terms means retention economics are opaque, with equity alignment driven by options and preferred/warrants governed under the plan and clawback policies .