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

saas.group
UKRemotefull_timeVerifiedPosted 19 Feb 2026

About the role

The Mission

We are a Delaware-incorporated, remote-first serial acquirer of SaaS companies across North America and Europe. With a portfolio spanning 6+ jurisdictions, a $100M debt facility, and a 400-person global team, our complexity is high, but our team is lean.

We are looking for our first General Counsel & Head of Legal Ops. We don't want to build a massive legal department; we want to build a massive legal advantage. You will be the architect of an AI-augmented legal and tax function that enables us to acquire 5+ companies per year with unprecedented speed and structural efficiency.

The "AI-First" Mandate

In this role, your "Junior Associate" and "Tax Senior" are Large Language Models (LLMs). You will:

  • Scale through Automation: Implement AI-driven due diligence to audit hundreds of SaaS contracts in hours.
  • AI-Augmented Tax Structuring: Use advanced AI agents to perform "first-pass" research on cross-border tax treaties (US/EU), transfer pricing logic, and permanent establishment risks.
  • Self-Serve Governance: Deploy internal AI tools to handle 80% of routine queries from our global team regarding SARs, HR compliance, and NDAs.
  • Outside Counsel Optimization: Act as a "sophisticated buyer" of legal and tax services—using AI to verify work and ensuring we only pay for high-level "human-in-the-loop" sign-offs.

Key Responsibilities

  • M&A Execution: Lead the legal lifecycle of ~5 acquisitions/year. Own the SPA, manage local counsel in Europe/NA, and drive deals to close.
  • Strategic Tax Structuring: Work at the intersection of legal and finance. Use AI to model tax-efficient deal structures (Asset vs. Share) and maintain our global transfer pricing framework between Delaware and our European subsidiaries.
  • Debt & Capital: Manage our $100M debt facility—handling drawdowns, ensuring covenant compliance, and managing lender relations.
  • Global People Ops: Oversee compliance for a 400-person workforce (FTEs, Contractors, EOR) across Germany, Austria, France, Finland, Canada, and the US.
  • Equity (SARs): Manage and scale our Stock Appreciation Rights program globally.

Who You Are

  • The M&A Quarterback: You have 6–10 years of experience (JD/LLM required), likely coming from a top-tier Private Equity or M&A practice.
  • AI-Native: You don't just "use" AI; you prompt-engineer your workflow. You are comfortable building a "no-code" legal stack.
  • The "Tax-Literate" Generalist: You aren't a CPA, but you understand the "geometry" of international tax. You can use AI to navigate a tax treaty and know exactly when to pull in a specialist for a final "stress test."
  • Operational Mindset: You value deal velocity over long memos. You quantify risk in dollars, not just "could/might" language.

The Tech Stack You’ll Build

We expect you to own the budget for and implement:

  1. AI Due Diligence: For contract analysis and liability mapping.
  2. Entity Management: For our 6+ global subsidiaries.
  3. CLM (Contract Lifecycle Management): To automate SaaS sales and vendor agreements.
  4. Tax AI Research: To stay ahead of OECD/Pillar Two and local European tax changes.

Why Join Us?

  • Blueprint Power: You are the first hire. You define the tech stack and the strategy.
  • No Billable Hours: Success is measured by the efficiency of the "Acquisition Engine."
  • High Leverage: Manage a $100M facility and a global portfolio with the best tools available.
  • Incentives: Significant participation in our SAR program.

What’s in it for You

  • Ultimate flexibility: We’re 100% remote. You can work from wherever you like, whenever you like.
  • Freedom and autonomy: We’re a high-trust team, and you’ll be given lots of flexibility to solve problems in your own way — with plenty of help from the team when you need it.
  • Minimum bureaucracy: We don’t like to get bogged down with meetings and red tape. We like to be efficient and keep momentum steady & sustainable.
  • Small & friendly team: We help each other out, have fun, and joke around.
  • Our network: We are a community of entrepreneurial SaaS professionals that regularly exchange ideas, k

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Company

saas.group

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