# Head of Legal & Compliance

**Company:** [Check](https://hotfix.jobs/companies/check)
**Location:** Remote
**Role:** Legal
**Salary:** $217k – $281k/yr
**Experience:** 6+ years
**Skills:** Legal, Compliance, Commercial Contracting, Msa Negotiation, Regulatory Affairs, Corporate Governance, Board Relations, Risk Management, Fintech, Data Protection
**Posted:** 2026-06-18

> Lead Check's legal and compliance function as a strategic partner on the Leadership Team. Manage a small team, drive commercial deals, own regulatory relationships, and support board and corporate matters for a fast-growing fintech.

## Job Description

## Responsibilities
- Run Check's legal function: build and lead a small, high-velocity team, coach toward autonomy and cross-functional partnership, leverage outside counsel efficiently
- Drive commercial contracting: guide commercial negotiations and MSA reviews, help GTM teams build judgment on tradeoffs and ROI, reduce administrative friction
- Own Check’s regulatory relationships: run point on licensing, audits, and related matters; partner with the BSA/AML compliance officer on compliance obligations as a money transmitter
- Serve as strategic thought leader: identify key risks, map impact on business path, recommend clear solutions
- Support corporate and board cadence: lead or contribute to board presentations, financing and valuation diligence, cap table administration, and day-to-day governance
- Partner across the org: serve on Security Leadership council for privacy and data policies, partner with Head of People on sensitive employment matters, handle IP and emerging needs

## Requirements
- Juris Doctorate and active bar membership with strong academic and professional credentials; NY or CA bar preferred
- 6+ years of related professional legal experience (private practice and in-house counsel experience a plus)
- Exceptional raw caliber: highly intelligent, fast learner, outstanding written and verbal communication skills
- Sound, decisive judgment: quickly form and defend a clear point of view on risk and navigation
- Strength in commercial contracting and negotiation: owned recurring MSA, mastery over variables, fluency reviewing terms
- Curiosity: dive deep into new subject matter and quickly build expertise (industry, AI regulation, data protection, etc.)
- Resourcefulness: successfully operated with limited resources in fast-paced, commercially and technically complex environment

## Nice-to-Haves
- Familiarity with AI tools and curiosity about improving legal workflows
- Experience and appetite for managing and coaching a small team

## Benefits
- Company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance (effective first day)
- Stock options
- Flexible PTO and sick leave
- Up to 16 weeks fully paid parental leave for all new parents, flexible return-to-work
- 9 annual holidays
- 401k retirement plan
- $100 monthly stipend for home internet and mobile phone expenses

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