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Full-time · Remote

General Counsel & Head of Legal Operations (AI-First)

This is a pioneering role for a tech-forward attorney to build an 'AI-first' legal department for a serial SaaS acquirer. It combines high-level M&A strategy with cutting-edge legal operations, focusing on automation to drive deal velocity. It is a perfect transition for a Big Law associate looking to trade billable hours for strategic ownership.

Flexionis · Dover, Delaware, United States · Posted 18 April 2026

The role

Overview

This is a pioneering role for a tech-forward attorney to build an 'AI-first' legal department for a serial SaaS acquirer. It combines high-level M&A strategy with cutting-edge legal operations, focusing on automation to drive deal velocity. It is a perfect transition for a Big Law associate looking to trade billable hours for strategic ownership.

What they need

Requirements & Skills

Key Responsibilities

  • Lead approximately 5 international SaaS acquisitions per year from inception to close
  • Architect and implement an AI-driven legal tech stack for due diligence and contract management
  • Manage a $100M debt facility and ensure ongoing covenant compliance
  • Oversee global HR compliance and equity programs for a 400-person team
  • Optimize outside counsel spend by using AI to verify and audit legal work

Essential

  • Juris Doctor (JD) or Master of Laws (LLM) degree
  • 6–10 years of experience in M&A or Private Equity at a top-tier firm
  • Proven ability to lead the entire M&A lifecycle including SPAs and closing
  • Experience managing debt facilities and lender relations
  • Deep understanding of cross-border legal and tax implications (US/EU)
  • Ability to manage global compliance for FTEs and contractors across multiple countries

Preferred

  • Experience with SaaS-specific legal challenges and contract structures
  • Familiarity with OECD/Pillar Two and European tax changes
  • Background in building or implementing no-code legal workflows
  • Experience managing Stock Appreciation Rights (SARs) programs

Key Skills

AI Prompt EngineeringM&A ExecutionInternational Tax StructuringLegal Operations (LegalOps)Contract Lifecycle Management (CLM)Debt & Capital ManagementEntity ManagementCross-border Compliance

Networking

People to Know

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Perks

Benefits & perks

  • Fully remote work environment
  • No billable hours requirements
  • Full ownership over the legal tech stack and budget
  • Opportunity to build a department from scratch
  • Exposure to high-volume, international M&A activity
  • Work with a global, 400-person team

Next step

Apply now

Found via www.flexionis.wuaze.com