Head of AI-Driven Legal Outsourcing (Remote)

Sterlington; Santiago; Remote; CLP 202,192,000 - 404,384,000; Full time

Job summary

Sterlington PLLC is seeking an experienced leader to own and expand its outsourced drafting, review, and NDA workflow. You will champion AI-enabled processes to accelerate throughput while maintaining high quality for US-focused contracts.

Reporting to the Head of Corporate/M&A Practice, you will manage a globally distributed team of lawyers and paralegals, build scalable practices, and partner with firm leadership to grow the service offering beyond NDAs.

Qualifications

• Ten years of experience in legal practice or related field.
• Experience with non-disclosure agreements and US commercial contracts preferred.
• Availability to work US Eastern business hours.
• Proven ability to build or transform a function into a structured, metrics-driven operation.
• Fluency in artificial intelligence and ability to design AI-enabled workflows.

Responsibilities

• Lead a globally distributed team of ~14 lawyers and paralegals.
• Redesign NDA drafting and review workflow with AI.
• Define operating model and implement AI-driven processes.
• Identify and launch additional contract review/drafting services.
• Own turnaround times, quality standards, and client outcomes.
• Partner with Managing Partner, Head of Firm Management, and revenue-generating partners.

Skills

Team leadership

AI-driven transformation

Strategic planning

Stakeholder management

Global/remote team experience

Education

LL.M. degree or equivalent

Tools

AI-enabled workflows

Job description

Reports to: Head of Corporate/M&A Practice

Department: Outsourcing

Contract: Independent Contract

Location: 100% Remote

Working Hours: Eastern Standard Time (EST)

Our Firm:

Sterlington PLLC is a full-service law firm focusing on complex corporate, litigation, executive compensation, and private wealth matters. As a firm, we focus on the economic as well as the legal aspects of our matters. Among other strengths, Sterlington is the ultimate law firm for founders, senior executives, and UHNWIs as well as their related businesses. Learn more at: www.sterlingtonlaw.com

The Opportunity

The Firm operates a globally distributed outsourcing function of approximately fourteen professionals, most of whom are qualified lawyers with LLM credentials in their respective jurisdictions. This team drafts and reviews non-disclosure agreements at scale in support of the Firm's private equity and equity-focused client base.

The successful candidate will assume full ownership of the outsourcing team, materially improve its productivity through the application of artificial intelligence and redesigned workflows, and lead the expansion of the Firm's service offering beyond non-disclosure agreements into additional categories of contract work. This is a mandate to build a business unit, supported by an established team, a proven revenue base, and direct engagement with the Firm's leadership.

What You'll Do:

• Team leadership. Lead and develop a globally distributed team of approximately fourteen lawyers and paralegals. Establish structured people management practices, including regular one-to-ones, clear feedback, professional development, and strategic alignment across the function.
• AI-driven transformation. Redesign the drafting and review workflow for non-disclosure agreements, embedding artificial intelligence so that the team's expertise is directed toward higher-value work and throughput is faster. Define the operating model and lead its implementation.
• Business expansion. Identify, scope, and launch additional contract review and drafting services capable of being delivered profitably at scale, growing the function from a single service line into a broader service offering.
• Service delivery. Assume ownership of turnaround times, quality standards, and client-facing outcomes for the function.
• Stakeholder partnership. Operate as a direct business partner to the Managing Partner, the Head of Firm Management, and revenue-generating partners of the Firm.
  
  

What We're Looking For:

• A minimum of ten years' experience in legal practice, legal operations, or corporate and commercial legal services, with substantive depth in contract work. Direct experience with non-disclosure agreements and United States commercial contracts is strongly preferred, ideally within a private equity or financial services context.
• Availability to work in alignment with US Eastern business hours.
• A demonstrable record of building or transforming a function from a manual state into a structured, metrics-driven operation, with the ability to speak to the candidate's own contribution rather than that of a broader team.
• Genuine fluency in artificial intelligence. Consistent with the Firm's standard for all hires, candidates must be able to design and deploy AI-enabled workflows, not merely operate existing tools, and should expect this to be tested directly.
• Experience leading distributed teams, with a demonstrated commitment to structured people management and professional development.
  
  

At Sterlington, we believe that world-class talent has no boundaries. We are committed to fostering a diverse and inclusive environment where unique perspectives are valued and every individual has the opportunity to thrive. We encourage all qualified candidates to apply.