Legal Outsourcing Associate

Reports to:  Head of Corporate/M&A Practice
Department:  Corporate/M&A
Location:  100% Remote
Type: Independent Contractor
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  
Sterlington is seeking two highly skilled Outsourcing Associates (5–7 years) to join its growing, technology-forward platform. This is a high-priority hire supporting sophisticated, cross-border outsourcing and commercial transactions for a global client base that includes founders, high-growth companies, and institutional platforms. 

This role offers direct access to senior partners, lean deal teams, and meaningful ownership in complex, high-value matters within a fully remote, modern law firm structure. 

What You'll Do:  

• Advise clients on a wide range of outsourcing, technology, and commercial transactions, including IT outsourcing, business process outsourcing (BPO), SaaS, cloud, and digital infrastructure agreements  
• Lead drafting and negotiation of complex commercial agreements, including master services agreements, statements of work, and vendor arrangements  
• Partner directly with senior stakeholders on strategic structuring of outsourcing relationships, including cross-border considerations  
• Navigate regulatory, data privacy, and operational risk issues in technology-driven transactions  
• Collaborate across practice areas (Corporate, Privacy, Executive Compensation, etc.) on integrated matters  
• Manage multiple high-stakes matters in a fast-paced, client-facing environment  
• Drive AI-powered process automation across legal and operational functions. Identifying inefficiencies, deploying scalable solutions, and raising the AI fluency bar firm-wide

What We're Looking For:  

• 5–7 years of experience at a top-tier law firm (AmLaw or leading international equivalent)  
• Strong background in outsourcing, technology transactions, and commercial contracting  
• Demonstrated experience with complex, high-value agreements and direct client interaction  
• LL.M. from a U.S. institution strongly preferred  
• Excellent drafting, negotiation, and analytical skills  
• Ability to operate independently in a lean, remote-first environment  
• Deep interest in AI, innovation, and the future of legal services  
• Experience advising on digital transformation, cloud infrastructure, or tech-enabled business models  
• Strong commercial mindset and ability to provide practical, business-oriented advice  

Why Sterlington 

• Work directly with senior partners from top-tier firms on high-impact, sophisticated matters  
• Lean teams with real ownership and client exposure from day one  
• Fully remote, flexible structure with a focus on quality of work over face time  
• Competitive compensation aligned with top-of-market expectations  
• Platform built for modern legal practice, with emphasis on efficiency, technology, and collaboration 

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.