Senior Legal Counsel, Commercial

Shippo

. Own and lead end-to-end negotiation and drafting of complex, high-value commercial agreements, including customer agreements, API and data contracts, and vendor deals.

Posted 4/21/2026full-timeRemote • Hawaii, Nevada, New Mexico, Ohio, Oregon, Virginia, West Virginia • 🇺🇸 United StatesSenior💰 $185,000 - $250,000 per yearWebsite

Tech Stack

Tools & technologies

Cloud

About the role

Key responsibilities & impact

Own and lead end-to-end negotiation and drafting of complex, high-value commercial agreements, including customer agreements, API and data contracts, and vendor deals.
Partner closely with our go-to-market, product, marketing, finance, and security teams to help identify and assess risks and to drive practical, efficient solutions that move the company forward.
Lead design and implementation of AI‑enabled legal workflows to improve speed, consistency, and scale while maintaining appropriate human oversight and accountability.
Advise on the legal aspects of AI, data use, and automation, helping to operationalize responsible AI practices.
Provide senior leadership with clear, decisive guidance on legal and regulatory risk — balancing legal and business risks and translating complexity into actionable recommendations.
Identify emerging legal and regulatory challenges and develop strategies to address them before they become issues.
Build and maintain relationships across the organization, functioning as a go-to resource for cross-functional partners.
Learn from and teach the other members of the team.

Requirements

What you’ll need

Deep expertise leading complex commercial negotiations, with significant time in-house at a technology or SaaS company.
Demonstrated track record of independently leading and closing complex, high-stakes commercial negotiations.
Experience providing value additive and business oriented counsel to product and technology teams.
Working knowledge of two of the three areas: marketing, intellectual property, or privacy law.
Hands-on experience using AI tools for scaling legal operations, contract review, redlining, risk identification, automating tasks, and legal research.
Proven ability to provide strategic, time-sensitive, business-oriented counsel to executives.
Exceptional written and verbal communication skills, with the ability to distill complex legal concepts for non-legal audiences.
Familiarity with AI governance frameworks, data protection, and cloud contracting best practices.
Strong judgment in navigating ambiguity, managing competing priorities, and knowing what risks are worth taking and when to escalate.
Collaborative mindset with the ability to build credibility and influence without authority.

Benefits

Comp & perks

Healthcare coverage for medical, dental, and vision (90% covered by the company, incl. dependents).
Pets coverage is also available!
Take-as-much-as-you-need vacation policy & flexible working hours
One week-long company wide winter slow down
3 Volunteer Days Off (VTOs)
WFH stipend to set up your home office
Charity donation match up to $100
Dedicated programs, coaching, tools, and resources for your professional and career growth as well as an individual learning stipend for your personal and focused growth
Fun team in person time through our Shippos Everywhere program which includes regular team and company off-sites throughout the year as well as local Shippos gatherings

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

commercial negotiationscontract draftingAI-enabled legal workflowslegal risk assessmentdata use complianceautomation in legal operationscontract reviewrisk identificationlegal researchintellectual property law

Soft Skills

decisive guidancerelationship buildingteachingcollaborationstrategic counselcommunication skillsjudgmentnavigating ambiguityinfluence without authorityprioritization