General Counsel – Head of Legal Operations, AI-First

Job Description:

• 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.
• 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.

Requirements:

• 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.

Benefits:

• 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, knowledge, learning and expertise with each other internally.
• Flexible time off: We want you to recharge your batteries when needed.

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