General Counsel & Head of Legal Operations (AI-First) job opportunity at Jobgether.



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Jobgether General Counsel & Head of Legal Operations (AI-First)
Experience: 10 Years
Pattern: Remote
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Salary:
Status:

Legal

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degreeBachelor's (B.Sc.)
loacation Italy, Italy
loacation Italy....Italy

This position is posted by Jobgether on behalf of a partner company. We are currently looking for a General Counsel & Head of Legal Operations (AI-First) in Italy.This role offers a unique opportunity to design and lead a global, AI-augmented legal and tax function for a fast-growing SaaS platform. You will architect systems and workflows that allow the company to execute multiple acquisitions per year efficiently, manage complex cross-border operations, and maintain regulatory compliance across multiple jurisdictions. Acting as the first legal hire, you will blend strategic counsel with operational leadership, leveraging AI tools to streamline due diligence, contract management, tax research, and internal governance. You will collaborate with finance, HR, and executive teams, building a high-leverage legal function that scales with the company. The position offers high autonomy, direct impact on growth initiatives, and the chance to create the blueprint for a world-class AI-first legal organization.\nAccountabilities:Lead the legal lifecycle of multiple annual acquisitions, managing contracts, SPAs, and coordination with local counsel across Europe and North AmericaDesign and implement AI-driven due diligence processes to analyze SaaS contracts and mitigate risks efficientlyOversee strategic tax structuring using AI-augmented research on cross-border treaties, transfer pricing, and permanent establishment considerationsManage global debt and capital facilities, ensuring compliance with covenants and maintaining strong lender relationshipsBuild and maintain internal AI tools for self-serve governance, covering HR compliance, NDAs, and SARsAct as a sophisticated buyer of outside counsel, ensuring high-quality human oversight while optimising costsOversee compliance for a distributed workforce across multiple jurisdictions, including contractors, employees, and EOR arrangementsRequirements:JD/LLM with 6–10 years of experience in top-tier Private Equity, M&A, or corporate law practiceProven ability to lead complex cross-border M&A transactions and global legal operationsDeep understanding of international tax frameworks and the ability to apply AI tools for tax structuringExpertise in building AI-enabled legal workflows, no-code legal automation, and CLM systemsStrong operational mindset with a focus on deal velocity and quantifiable risk managementExcellent leadership, mentoring, and collaboration skills for managing small, high-impact legal teamsComfort operating in a fast-paced, remote-first environment with minimal bureaucracy and high autonomyBenefits:Competitive compensation with participation in global SAR programsFully remote with ultimate flexibility in working hours and locationAutonomy to design legal operations and implement cutting-edge AI toolsMinimal bureaucracy and high-trust, high-impact environmentOpportunities for professional development and collaboration within a global SaaS networkFlexible time off and culture supporting work-life balanceChance to be the first legal hire, shaping the strategy and tech stack of the legal function\nWhy Apply Through Jobgether?We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.We appreciate your interest and wish you the best! Why Apply Through Jobgether? Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.#LI-CL1

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